
The most-booked Chicago tours and tickets right now

The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier, Soldier Field, Fort Dearborn, Vietnam Memorial, Wolf Point, Shedd Aquarium, and many others. Come aboard our safe and seaworthy US NAVY built Rigid Inflatable Boat (RIB), and experience a unique & personal tour of the City!
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If you’re in Chicago for a short stay and want to tick off the city’s must‑see sights, the All‑Inclusive Pass has you covered.
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See amazing animals, incredible views, fascinating science, world-class art, and more with Chicago CityPASS tickets.
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See the Windy City from the very best vantage point: 103 floors above the ground!
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Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route. Three departure times offered daily. This experience is not meant to be an in-depth guided tour; however, our captain is always happy to point out interesting sights with anecdotes and historical information. Just ask you captain. Looking for a sunset sail, see our other product listing "Come Sailing with us at Navy Pier - Sunset Sail on Lake Michigan". Looking to watch the Navy Pier Fireworks from a private sailing charter, see our other product listing "Come Sailing with us at Navy Pier - Saturday Fireworks Sail". All charters are NON-SMOKING experiences.
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Chicago opens up effortlessly with the Go City Chicago Explorer Pass.
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Enjoy a 90-minute comprehensive boat cruise of Chicago's legendary architectural wonders from the best seat in the house, the river.
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Home to some of the world's most recognizable artworks, the Art Institute of Chicago is America's second-largest art museum.
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Major attractions with reserved entry - skip the queue, walk straight in

The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier, Soldier Field, Fort Dearborn, Vietnam Memorial, Wolf Point, Shedd Aquarium, and many others. Come aboard our safe and seaworthy US NAVY built Rigid Inflatable Boat (RIB), and experience a unique & personal tour of the City!
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If you’re in Chicago for a short stay and want to tick off the city’s must‑see sights, the All‑Inclusive Pass has you covered.
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See the Windy City from the very best vantage point: 103 floors above the ground!
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Explore the world's most remarkable art pieces at the Art Institute of Chicago with your personal self-guided audio tour.
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Chicago is a big city with a lot of activities & sightseeing. To tour the city quickly, it requires the help of a knowledgeable local driving guide and that's where we step in to assist. Your Private Chicago Scenic Driving Tour will start by meeting our knowledgeable Guide/Driver who will pick you up at your hotel or other location provided and then proceed with the exploration of the beautiful windy city.
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Chicago opens up effortlessly with the Go City Chicago Explorer Pass.
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Visit 360 Chicago Observation Deck, located 1,000 ft above Michigan Avenue on the 94th floor of 875 N. Michigan (formerly known as the John Hancock Center). It offers views of the Chicago skyline and Lake Michigan.
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Get your Go City's All-Inclusive Pass and take advantage of unlimited access to 25+ top attractions in Chicago and a downloadable guide to help you plan your itinerary.
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Small-group + private walking tours with a local guide
See amazing animals, incredible views, fascinating science, world-class art, and more with Chicago CityPASS tickets.
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This lively overview of Chicago architecture explores iconic buildings from the 1890s to present. We'll compare and contrast a wide range of buildings with varying architectural styles and see how older structures connect to new skyline additions. On this tour, we'll make seven stops in downtown Chicago where we can compare the histories and styles of buildings located within sight of each other. The tour features 19th-Century Commercial, Beaux-Arts, Mid-Century Modern and Postmodern buildings, as well as the latest in architecture from Frank Gehry, Renzo Piano and Adrian Smith. At each stop, we’ll look at the connections between the past and present and discover what inspires design today. The tour culminates with a visit to Millennium Park, where world-class art and architecture combine, creating a unique urban fabric. As a certified nonprofit, all CAC ticket purchases directly support our education efforts and community engagement projects.
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Flexible sightseeing in the Windy City is a breeze with Big Bus Chicago. Hop on the bus from 11 different stops and snap a selfie under the Bean, at the Chicago Riverwalk, or in front of Willis Tower.
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Guided, behind‑the‑scenes tour of The Chicago Theatre, covering 60–75 minutes of history, design, and star stories.
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Admire Chicago from the 94th floor. Learn about Chicago's history and architecture and discover the CloudWalk and the 3D mural by Nate Baranowski.
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We’ll begin our photo walk in Millennium Park with portraits at Cloud Gate (The Bean), one of Chicago’s most iconic landmarks. During our time together, we’ll visit a rooftop spot for skyline views, cross the scenic DuSable Bridge, and stop by the elegant Wrigley Building - all perfect for beautiful photos. Along the way, I’ll guide you with natural poses and creative ideas, helping you feel relaxed and confident. By the end of this walk, you’ll not only have a beautiful photo gallery - you’ll have also visited many of the MUST-SEE places in downtown Chicago.
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The Art Institute of Chicago attracts nearly as many visitors as other leading galleries, like the Met, Louvre, and the British Museum - and with good reason!
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Discover Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire.
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Food tours, market walks, wine tastings, cocktail experiences

Nightly Spirits’ Haunts and Hooligans Tour will illustrate Chicago’s haunted history of secret parlors, underground tunnels, murderous movie theaters and supernatural speakeasies. Whether you’re a recent transplant to Chicago or have lived among the Windy City’s ‘others’ for years, you’re about to get a haunted history that may leave you with more memories than you dare to retain. Tours begin at the haunted Harry Caray’s Italian Steakhouse in downtown Chicago. A costumed guide will lead tour goers on a walking journey exploring the creepy past of one of Chicago’s most famous bootleggers, offering glimpses into the past and revealing the stories of long-dead phantoms and specters who still call Chicago home.
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Get ready to discover Chicago's delicious gastronomic scene on this sweet underground donut tour of the West Loop.
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Travel between breweries on the unique Barrel Bus for a Chicago brewery tour.
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Taste four different styles of pizza in about three hours. Learn about Chicago's 10 pizza styles, and discover why there's more to The Windy City than just deep-dish. Go back in some of the kitchens to see how pizzas are made, and taste the differences. Expert doughcents will share the history of Chicago pizza as well other interesting tidbits about the neighborhood you're exploring. We need to know if there are any vegetarians in your group the day before please.
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Hop on the majestic Odyssey for a special lunch cruise in Chicago and start your weekend off with a splash of finesse.
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Join a food tour through Chicago’s Loop district and the River North neighborhood with a local guide who knows where to find the city’s most popular eats.
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We'll explore five (5) of our favorite, Handcrafted Local Micro Breweries in two special locations of the historic, Chicago landmark district, Fulton Market; which used to be the meatpacking district, now becoming the Chicago Brewery District. Here you'll experience the fabulous, intricate world of the art of beer creation. We will all meet at the first one, introduce ourselves and try some delicious appetizers; where Carla will make a special Homemade Guacamole and Homemade Tortilla chips, and here, the first 3 handcrafted beers (3-5oz beers) are on us. Then we'll walk to the other breweries where you'll have a chance to order other beers and serve your own. Here you can stay as long as you want after the tour. During our expedition, we can all share our opinion about the flavors, the creation, etc... All the breweries are within walking distance.
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Hop on the majestic Odyssey for a special brunch cruise in Chicago. Start your weekend off with a splash of finesse!
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Hands-on classes - pasta, pizza, gelato, regional dishes - from local chefs

Discover the fundamentals of sushi-making in Chicago during this immersive class hosted through Cozymeal. Limited to 8 guests, the workshop showcases the precision and artistry of Japanese cuisine. The menu you will prepare includes: - Sushi: Spicy ahi-tuna roll with avocado, cucumber and aioli - Sushi: Shrimp tempura roll with jalapeño, cucumber and miso aioli - Dessert: Tropical fruit with tōgarashi and honey With step-by-step guidance from your local sushi chef, you’ll gain confidence in rolling techniques and flavor pairing. Guests are welcome to bring wine or beer to complement the meal, making the evening both educational and enjoyable.
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With a deep knowledge of Mexican cuisine and a passion for cooking with authentic ingredients, Carla brings the art of Mole-making to your table. Each dish is crafted with care and expertise, resulting in a dining experience that is both flavorful and memorable. Whether you're a fan of Mexican cuisine or simply seeking a new and exciting culinary adventure, Carla's Mole experience is not to be missed. Book your seat at the table today and get ready to savor the authentic taste of Mexico!
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Enjoy a private and authentic online cooking class and learn to make Nancy's recipe for Chicago-style Deep Dish Pizza, a style of pizza that originated in pizza, filled tall with cheese, toppings and a chunky tomato sauce. This is a perfect experience for anyone looking to connect with local culture over food. A fun and cultural virtual cooking experience with a United States native! • Learn to make traditional Chicago-style Deep Dish Pizza and an American dessert • Private, one-on-one online instruction with a Chicago native • Introduction to United States' culture and cuisine • Scheduled mutually at your convenience (host lives in Chicago, Illinois (GMT-5) • Recipes and ingredients list will be emailed in advance of class • Customization available for dietary restrictions or preferences • Travel from your own home and learn culinary traditions of United States! Please note you will be sent instructions to make the dough ahead of time as it takes a while to rise.
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-First, we will meet at the first location. -Then, we will enter a nice cozy lovely bar that offers local beers and affordable cocktails. -Then, we will enter a neighborhood tavern that offers spirit-forward cocktails, craft beer and wine. With interesting wall objects and beautiful outdoor space when weather permits. -Last, they will visit a landmark funky cocktail bar and intimate live music venue with an atmosphere that echoes another era.
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Based on the book, "Pizza City USA," this tour features three different styles of pizza in less than 3 hours. You'll meet some of the pizza makers behind the pies, learn about Chicago pizza history (and the greater city at large) plus discover a pair of places few locals even know about. You'll be sampling deep-dish, artisan and Neapolitan-style pizzas on this tour. (Masks required)
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Experience the perfect pairing of fresh pasta and craft spirits in this hands-on cooking class with a talented chef, hosted at a local distillery in Chicago! Learn the time-honored techniques of pasta-making as you mix, knead, roll, and cut your own pasta from scratch using just eggs, flour, and olive oil. Then, prepare a rich marinara sauce with onions, mushrooms, spinach, and tomatoes, with the option to add beef for a meaty variation. Enjoy the lively atmosphere of the distillery, where you can sip on expertly crafted spirits while perfecting your culinary skills. Whether you’re a pasta lover, a food enthusiast, or just looking for a fun and interactive night out, this class is the perfect way to learn, sip, and savor. Book your spot today for an unforgettable pasta-making experience in the heart of Chicago!
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Each dish is crafted with the freshest ingredients and a focus on traditional cooking techniques, resulting in a dining experience that is both authentic and delicious. Whether you're a foodie looking to expand your palate or simply seeking a unique and memorable night out, Carla's Yucatan dinner is not to be missed. Book your seat at the table today and get ready to embark on a culinary journey you won't forget! Ronaldo and Carla also have a thing for Yucatan inspired cocktails so expect some delicious drinks to accompany all that food!
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Enjoy a unique sushi-making experience at a local distillery in Chicago with Chef Janet! In this hands-on class, you’ll learn how to craft fresh, restaurant-quality sushi while sipping on expertly distilled spirits available for purchase. Start by steaming and seasoning the perfect sushi rice, then prep fresh ingredients for two signature rolls. You’ll assemble a vibrant veggie roll with sweet mango, creamy avocado, and crisp cucumber, followed by a classic California roll featuring surimi, avocado, and cucumber. With Chef Janet’s expert guidance, you’ll master the techniques of rolling sushi and slicing it into picture-perfect pieces. Whether you're looking for a fun night out, a unique date idea, or a new culinary skill to impress friends and family, this class offers the perfect blend of great food, hands-on learning, and a relaxed distillery setting. Book your spot today for a sushi and spirits experience like no other in Chicago!
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River cruises, sailing, sunset boats, harbour tours

Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route. Three departure times offered daily. This experience is not meant to be an in-depth guided tour; however, our captain is always happy to point out interesting sights with anecdotes and historical information. Just ask you captain. Looking for a sunset sail, see our other product listing "Come Sailing with us at Navy Pier - Sunset Sail on Lake Michigan". Looking to watch the Navy Pier Fireworks from a private sailing charter, see our other product listing "Come Sailing with us at Navy Pier - Saturday Fireworks Sail". All charters are NON-SMOKING experiences.
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Book your architecture river cruise and gaze at the most iconic buildings along the Chicago River!
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After the Great Chicago Fire in 1871 the city had to rebuild, and they made sure to rebuild big. Chicago became a pioneering destination for skyscrapers, taking advantage of new architectural practices, and hasn't looked back since.
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Explore the Chicago River in a unique way with this 120-minute Guided Ghost Tour. Learn about the city's haunted history, including the Great Chicago Fire and the Eastland Disaster. You are welcome to bring your own beverages and food/snacks to fully enjoy your time on the water. Departing from the Chicago Riverwalk, this is a fun and engaging way to experience the spooky side of the city. This tour is typically smaller allowing for you to interact with the tour guide! Ask all the questions, we are ready! - 120-minute ghost tour on the Chicago River for up to 18 passengers - Fun bring-your-own beverage/snacks experience with a u-shaped bar and coolers - Learn about Chicago's haunted history and significant events - Departures from the Chicago Riverwalk—15-minute early arrival required to allow time for check in and depart on time.
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Book your architecture river cruise in Spanish and pass the most iconic buildings along the Chicago River!
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All aboard for the most popular river cruise in the States!
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Museums, ruins, art collections, religious sites with expert guides
Enjoy a 90-minute comprehensive boat cruise of Chicago's legendary architectural wonders from the best seat in the house, the river.
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Home to some of the world's most recognizable artworks, the Art Institute of Chicago is America's second-largest art museum.
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Discover the rich history and architecture of downtown Chicago with local expert Dave Lineal. Walking underneath the soaring buildings, we will learn how Chicago grew to become a global force in culture, commerce, and architecture. How did this roaring city come to be? We will hear the tales of Chicago history immersed in the places where it happened -- exploring historic building interiors like the world's oldest skyscrapers, City Hall, and the old library. This deep dive in city history and architecture aims to deepen our appreciation of what Chicago is today.
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Elevate your Chicago visit with skip-the-line access to the 94th-floor observatory for stunning views, a trip to CloudWalk, and drinks at CloudBar.
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Get to know Chicago's Gold Coast and its hidden historical secrets of this charming self-guided audio walking tour.
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If hunting for T. rex skeletons, cursed mummies, and precious gems sounds like your idea of fun, you're going to have a field day at Chicago's elite museum of all things archaeology.
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- Chicago's Highest Rated Limo And Car Service - 16 Years in the limousine business - Proven track of exceptional customer service - Professional, Safe, Fully Uniformed Chauffeurs - FBI Background checks for all drivers - $350,000 Commercially Insured - GPS tracking devices on all vehicles - "Driver ON Location" automated text message - Chicago Based company Skip the stress of a taxi or shared shuttle between Chicago downtown and O'Hare airport with the Highest rated limousine service in Chicago on Trip Advisor and Yelp. A professional driver will pick you up at Chicago O'Hare Airport at curbside. Travel in a comfortable, newer private sedan for a safe and relaxed ride. All our drivers are licensed and insured and all our sedans carry a $350,000 insurance policy. Ensure a hassle-free arrival at Chicago O'Hare Airport with this private transfer service.
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Explore Chicago’s architectural legacy with full access to the Chicago Architecture Center’s immersive exhibits and city models.
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Bike tours, e-bikes, kayaking, rafting, anything outside

This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way! Our tour vessel is a former military Williard Marine, which provides a unique and interesting touch to the normal tour experience. Being both sturdy in the water, and fast! Reaching up to speeds of 35 Knots! We work hard to provide historical context for our great city, as well as provide an exhilarating experience through the use of high speed runs and spins!
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Book a Chicago lakefront neighborhood bike tour today and enjoy a three-hour, guided tour on two wheels around the Windy City!
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Speed around Lake Michigan in a blaze of orange glory on the _Seadog_ and scan Chicago's world-famous skyline at high speed.
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Enjoy a fun and scenic 90-minute Cycleboat Cruise along the beautiful Chicago River! Take in stunning skyline views as you pedal, relax, and sip your favorite drinks with friends, family, or that special someone. • 1.5-hour cruise up and down the iconic Chicago River • Comfortable boat with 10 cycle stations and bench seating at the front • Maximum capacity of 16 passengers — perfect for smaller groups or couples • BYOB! Bring your own beverages and snacks to enjoy onboard • Departs from the Water Plaza on the Chicago Riverwalk (between Wells Street and LaSalle Street bridges) Whether you want a lively group outing or a relaxing ride through the city, this Cycleboat Cruise is one of the most unique ways to see Chicago from the water — no full-boat rental required!
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Rent a bike in Chicago, America's number one city for biking and follow the famous Chicago's Lakefront Bike Path
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Explore Chicago on a guided adventure featuring top attractions, food, and highlights. Start at the historic Water Tower on North Michigan Avenue, a survivor of the Great Chicago Fire of 1871.
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Rent a bike in Chicago, America's number one city for biking and follow the famous Chicago's Lakefront Bike Path
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Book a Signature dishes of Chicago bike tour today and indulge in some of the Windy City's most famous foods in between biking!
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Vespa, golf cart, hot-air balloon, vintage car - unique ways to see the city

The iconic Centennial Wheel on Chicago's Navy Pier offers some of the best views of _The City of the Big Shoulders_.
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• Plan your Chicago itinerary without worrying about arranging travel with this 24/48/72-hour hop-on hop-off bus tour, hopping off unlimited times.
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Enjoy a panoramic sightseeing bus tour through Chicago to experience the beauty of the Windy City with the warm light of sunset, going into the night.
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Some of the world's most famous criminals and gangsters bamboozled their way through Chicago, and now you can follow in their shady, calculating footsteps!
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Experience the best views of Chicago from the comfort of the double-decker bus, explore the city at your own pace, and learn from the audio commentary.
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Skip the heat of the day (and the crowded streets) while in Chicago and opt for tickets for a bus tour of the Windy City at night.
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John Dillinger once escaped from jail using only a phoney wooden gun, and Al Capone was never convicted of murder, despite his brutally violent rule over Chicago in the 1920s.
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Offering stunning views of The Windy City, the Centennial Wheel at Chicago's Navy Pier is a 200-foot-high ride set in a modern capsule, complete with air conditioning, plush seating and a glass bottom.
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Half-day to full-day trips out of the city - Pompeii, Tivoli, Tuscany, you name it
Learn what tragic story is covered by Chicago River's waters, explore the most haunted sites and buildings, hear about rise and fall of the most infamous gangsters.
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Discover iconic Chicago movie locations with a private tour, including transportation and hotel pickup and drop-off. Visit the Home Alone house exterior, Wrigley Field exterior (Ferris Bueller's Day Off), the Chicago Board of Trade exterior (The Dark Knight), Union Station's staircase (The Untouchables), and Millennium Park's Cloud Gate (Source Code). Enjoy a seamless and comfortable experience exploring these famous sites.
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Get your Go City Explorer Pass, pick 2, 3, 4, 5, 6 or 7 attractions of your choice in Chicago, scan your pass at the entrance and you're in. It's easy and convenient!
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Experience the ultimate Private Shameless TV Location Tour with the convenience of hotel pick and drop-off, allowing you to sit back, relax and enjoy the ride while exploring Chicago's iconic filming locations. Tour Highlights: - Visit the exterior of Gallagher House (Private Residence) - Visit the exterior of Sheila's House (Private Residence) - Visit the exterior of Kelvin & Veronica's House (Private Residence) - Explore Millennium Park and take a photo in front of the famous "Bean" Sculpture, a popular Chicago Landmark. - Explore the Chicago Cultural Center renowned for its stunning architecture, including the world's largest Tiffany stained-glass dome. This tour offers a unique blend of Shameless fandom and Chicago exploration, while prioritizing respect for private residences and local communities.
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Cruise past iconic skyscrapers in Chicago.
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Discover Chicago's iconic landmarks on foot. Skydeck, Millennium Park, Navy Pier, and river cruise await. Embark on your urban adventure today!
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Explore one of the largest science museums in the world at your own pace with this in-app audio tour of the Museum of Science and Industry in Chicago.
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Book your tickets to the Field Museum of Natural History in Chicago and discover its highlights guided by your own in-app audio tour.
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Tours and activities chosen for kids, teens, and multi-generational groups

Get your ticket to this colossal playground of scientific discovery, and prepare to be blown away.
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Arrive at Six Flags Great America and head to the main entrance.
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Taste your way through Chicago on this private half-day walking food tour! Savor local favorites like Portillo’s hot dogs, Al’s Italian Beef, deep dish pizza, Garrett’s Popcorn, and Do-Rite Donuts while exploring top city landmarks such as the Tribune Tower, Wrigley Building, and Buckingham Fountain. Led by a friendly local guide, this experience blends Chicago’s most famous eats, rich culture, and great photo ops — the perfect way to enjoy the best of the Windy City in one delicious day. Tour Ticket Includes: • 1 Portillo’s hot dog • 1 small Garrett’s Popcorn • 6" Al’s Italian Beef Sandwich • 1 slice of authentic Chicago deep dish pizza
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Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire.
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UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning tours for $1 cheaper! There's only one company that's exclusively offered interiors-themed tours in Chicago for more than a decade, and that's INSIDE CHICAGO WALKING TOURS. Our "World Within: Dazzling Interiors of the Loop" tour is Chicago's first and best architecture interiors tour. Accept no imitations! Explore some of the most stunning interior spaces you’ll ever see – spaces you’d surely pass by without a second glance if you weren’t shown them by a seasoned, in-the-know tour guide. Ranging from stained glass mosaics from the turn of the century to soaring Art Deco spaces from the Roaring 20s, these spaces are some of the most beautiful in the city -- and open to us to explore!
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There’s no shortage of things to see in Chicago, and the C3® CityPASS® is your ticket to three of the best.
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They’re BACK! #MOIChicago is bigger and better than ever, unveiling a completely NEW experience with an addition of +20 never-before-seen illusions and almost double the space!
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Prepare for an incredible adventure with Flyover, where Chicago's landscapes, stories, and culture come to life. Appreciate sensational views, exciting thrills, and a deep dive into Chicago's neighborhoods.
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Airport pickups, point-to-point transfers, and city transport

Chicago’s top-rated limo and car service — with 16+ years of proven service, licensed drivers, and full commercial insurance. Enjoy a safe, private transfer between Midway Airport (MDW) and any destination within Chicago city limits. All chauffeurs are fully uniformed, background-checked, and trained for professionalism and safety. Vehicles are equipped with GPS tracking and dispatch monitors every trip. Upon arrival, you’ll receive a text with your driver’s details. At the airport, meet your driver curbside after exiting baggage claim. Skip the hassle of taxis, shuttles, or rideshares — and travel in a clean, comfortable, late-model private sedan. Ideal for business or leisure travelers, solo riders or families. 24/7 support. Chicago-based and proud to be a 5x Certificate of Excellence winner on TripAdvisor. Reliable. Professional. Local.
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Travel between Chicago O’Hare Airport and Milwaukee on a comfortable coach and relax with onboard amenities like reclining seats and more.
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Skip the stress of a taxi or shared shuttle between Chicago downtown and Midway airport with the Highest rated limousine service in Chicago on Trip Advisor and Yelp. A professional driver will pick you up at Chicago O'Hare Airport at curbside. Travel in a comfortable, newer private sedan for a safe and relaxed ride. All our drivers are licensed and insured and all our sedans carry a $350,000 insurance policy. Ensure a hassle-free arrival at Chicago Midway Airport (MDW) with this private transfer service to your downtown Chicago hotel.
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#1 Rated Car Service In Chicago Area based on 400 + combined reviews on Trip Advisor, Google and Yelp. We carry newer model luxury vehicles with low mileage and professional, uniformed chauffeurs. Skip the stress of a taxi or shared shuttle between Chicago downtown and O'Hare airport with the Highest rated limousine service in Chicago on Trip Advisor and Yelp. A professional driver will pick-you up in Chicago and drop you off at O'Hare Airport. Travel in a comfortable, newer private sedan for a safe and relaxed ride. All our drivers are licensed and insured and all our sedans carry a $350,000 insurance policy. Ensure a hassle-free arrival at Chicago O'Hare Airport with this private transfer service.
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Reliable and luxury airport transfers Best and most professional Chauffeurs in the industry Up-to-date luxury vehicles High quality of service Smart rates
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Reliable and luxury airport transfers Best and most professional Chauffeurs in the industry Up-to-date luxury vehicles High quality of service Smart rates
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Reliable and luxury airport transfers Best and most professional Chauffeurs in the industry Up-to-date luxury vehicles High quality of service Smart rates
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- Chicago's Highest Rated Limo And Car Service - 10 Years in the limousine business - Proven track of exceptional customer service - Professional, Safe, Fully Uniformed Chauffeurs - FBI Background checks for all drivers - $350,000 Commercially Insured - GPS tracking devices on all vehicles - "Driver ON Location" automated text message - Chicago Based company Skip the stress of a taxi or shared shuttle between Chicago downtown and O'Hare airport with the Highest rated limousine service in Chicago on Trip Advisor and Yelp. A professional driver will pick you up at Chicago O'Hare Airport at curbside. Travel in a comfortable, newer private sedan for a safe and relaxed ride. All our drivers are licensed and insured and all our sedans carry a $350,000 insurance policy.
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Private guides, VIP access, after-hours tours, premium small-group

Our private walking tour of the Chicago History Museum offers a personalized, in-depth experience led by expert guides who bring Chicago’s vibrant past to life through captivating stories, insider insights, and exclusive information tailored to your interests.
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Discover the wild heart of Chicago on our guided walking tour through Lincoln Park, where nature and history meet in one unforgettable experience. What sets our tour apart is the seamless blend of three iconic destinations—the Peggy Notebaert Nature Museum, the lush Lincoln Park Conservatory, and the vibrant Lincoln Park Zoo—curated into one dynamic, story-filled journey led by a knowledgeable local guide. You'll marvel at the butterflies in flight, wander through exotic gardens under glass, and encounter wildlife from around the world—all while uncovering the hidden history and surprising beauty of this beloved urban oasis. Whether you're a first-time visitor or a lifelong Chicagoan, this tour offers fresh insights, natural wonders, and photo-worthy moments at every turn. Book now and see why Lincoln Park is one of Chicago’s most treasured gems!
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Discover the real Chicago with those who really know it! At ChicaGo Turismo we transform a simple tour into an unforgettable experience. More than visiting monuments, you’ll discover the history, architecture, art, mob, cinema and secrets that made Chicago one of the most influential cities in the world. You’ll walk through iconic places and corners that most visitors never get to know: the Riverwalk, the fascinating Pedway, spectacular Tiffany domes, historic buildings, movie settings like The Intouchables, Batman and Transformers, plus the stories of Al Capone, Eliot Ness, the Dry Law and other characters that marked the city. Our 100% Spanish tours are guided by certified experts who turn each stop into an exciting story. You won’t just know Chicago; you’ll understand why millions of people fall in love and why this experience will be one of the best memories of your trip.
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One of the best ways to explore a city is with a private tour. This tour isn't any different. Have your driver and separate tour guide take you around the most important sites and locations of Chicago. Being a private tour, stop whenver you want to take pictures and also explore by foot specific locations. Pick up is included from your hotel or place of choice inside the city and downtown Chicago. Please include this information as well as a contact number when booking. This private tour will give you a great experience to get to know Chicago. This is a 4 hour private tour with driver and separate tour guide. During this tour, you will explore great locations in Chicago like the Richard J. Daley Center. There will also be a photo stop at the Lakefront Trail and South Michigan Avenue. Don't miss the Grant Park, Cloud Gate and of course the Downtown / The Loop. This private tour will finish off at your hotel in Chicago.
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Discover the vibrant essence of Chicago with a self-guided tour through the Loop, the city’s historic downtown. This journey unveils a blend of striking skyscrapers and hidden architectural gems, allowing you to explore at your own pace. Uncover the rich history from the Great Fire of 1871 to the architectural masterpieces that define the skyline. Stroll past renowned theaters, museums, and captivating public art pieces that contribute to the city’s creative spirit. The Loop offers a unique perspective on Chicago's past and present, whether it's your first visit or a familiar stroll. — Self-guided exploration of Chicago’s historic Loop area — Learn about the city’s architectural innovations and history — Visit iconic landmarks like the Art Institute and Millennium Park — Perfect for first-time visitors or seasoned Chicagoans alike
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This is your chance to tour the coolest of Chicago's 77 neighborhoods alongside a funny, knowledgeable local guide. You've done the Loop; now it's time to see a whole different side of the city. The tour has 2 options: Wicker Park and Bucktown - faster pace, 2.5 miles of walking. Wicker Park only - slower pace, 1.5 miles of walking
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Enjoy the city of Chicago during a magical time! This private experience takes you around Chicago in a private luxury vehicle with your own personal guide! Enjoy all the Holiday sites the city is known for including, Daley Plaza's Christkindl Market, Macy's Walnut Room and animated story windows, the Goodman Theatre, and marvel at the skaters under the iconic "Bean" of Millennium Park. This experience is the only way to see Chicago during the holidays!
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On your Private Chicago Half Day Highlights tour, visit all the city’s major sites, including favourites such as the Magnificent Mile, Millennium Park and Hancock Tower. Your guide is a local who has plenty of tales about Chicago life together with an in-depth knowledge of its character. As you journey down the Magnificent Mile, you will learn how Chicago has earned each of its nicknames, including the City of Broad Shoulders, the Second City, and of course, the Windy City. Lastly, your guide will escort you to the Hancock Tower to bid on your adieus. You will then travel to the top of the Hancock Tower’s Observation Deck, where you can enjoy 360-degree views of the entire city at your own leisure.
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Common questions about booking Chicago experiences through SimilarTours
Summer and early fall offer the warmest lake conditions and calmest sailing weather - that's when sunset sailing charters and yacht trips are most comfortable. If you're flexible, shoulder seasons (May-June and September) mean fewer crowds on popular routes like the Mackinac Island runs.
Multi-day Great Lakes tours and Mackinac Island private day trips fill up weeks ahead in peak season, so aim for at least 2-3 weeks when traveling June through August. Off-season bookings give you more flexibility.
For Mackinac Island and Great Lakes exploration, private tours mean you set the pace and itinerary without waiting for group schedules. The yacht charters and private sedan transfers here cater to that personalized experience - if that matters to you, they're worth comparing on SimilarTours.
Check before you go on specific inclusions, but these typically cover accommodation, transportation between ports, and access to island destinations like Mackinac. Food, park entry fees, and activities on the islands vary by operator.
No - city sailing charters and lake activities depart from downtown. For day trips beyond the immediate area or O'Hare transfers, private sedan and SUV services handle everything without renting yourself.
Yacht charters and fishing trips work for families with kids, though seasickness on longer Great Lakes crossings can be a factor with younger children. Check specific tour details before you go to confirm life jacket availability and age restrictions.
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Chicago's got serious water access, and that's what sets it apart. Lake Michigan dominates the visitor experience - you'll find people booking sunset sailing charters, private yacht rentals, and fishing trips year-round. But the real draw is how easily you can escape to the Great Lakes region. Day trips to Mackinac Island, Lake Geneva, and multi-day explorations of Superior and Huron are all popular from here. For getting around the city itself, private sedan transfers and SUV services handle the logistics, but the memorable experiences are on the water and out on those expansive lakes.