Chicago
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Viator
Private Chicago Food Tour with Deep Dish and Beef Sandwich
On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the people who built this city. You'll experience all the city's biggest food hits, many dishes with roots dating back over 150 years. This moving feast incorporates a walk through some of the city's world renowned architecture and public art in the famed Chicago Loop District. Experience our famous deep dish pizza, taste the amazing Italian beef sandwich, enjoy gourmet popcorn, and lots of other treats. Plus, there is our mouth-watering secret dish that you can only find out about on the day of the tour! As a private tour, everything works around you! Our start times are much more easy going, dates can open up. It's a much more intimate and cozy experience. No need to shout over other tourists, you will have every question answered, and leave feeling like a native yourself!
5.0(69)
3 Hours
Chicago
- Free cancellation
- Private tour
- Likely to sell out
From
$225
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Viator
Serene Private Sunset Sail on Lake Michigan - Navy Pier, Chicago
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. 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 daytime sailing, see our other product listing "Come Sailing with us at Navy Pier - Sail Beautiful 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.
5.0(27)
2 Hours
Chicago
- Free cancellation
- Private tour
- Likely to sell out
From
$508
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Viator
Chicago Private Custom City Tour with Hotel Pick Up
PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 5 PASSENGERS. Thank you for contacting Chicago Private Tours! We would love to help your group discover Chicago. Our services include pick up from your downtown Chicago hotel, a 3-4 hour private City Tour in a chauffeured vehicle, and the services of one of our knowledgeable guides. This means you will have two people working with you the entire time, allowing you to get out of the vehicle with your guide at several stops. These stops include, but are not limited to Millennium Park, Lincoln Park Conservatory, Museum Campus, and more. The tour will be interactive and entertaining, covering history, architecture and culture. We share stories to bring Chicago's rich history to life. Once the tour concludes, we will drop your group off at your preferred, downtown Chicago location.
4.9(204)
3 Hours - 4 Hours
Chicago
- Free cancellation
- Private tour
From
$539
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Viator
Private Chicago Architecture Walking Tour
Discover the heart of Chicago’s architectural legacy on this guided walking tour through the historic Loop District. Step back in time as you explore some of the world’s first skyscrapers and venture inside a collection of the city’s most influential and iconic buildings. Your expert local guide will share captivating stories about the rise of Chicago, the Great Fire, and the visionary architects whose bold designs shaped the skyline we know today. This tour offers the perfect mix of history, design, and city energy—a must for architecture lovers and curious travelers alike. - Explore the birthplace of the modern skyscraper - Step inside landmark buildings like The Rookery and the Palmer House - Learn about the Great Chicago Fire and its lasting impact on the city - Enjoy a relaxed pace through Chicago’s vibrant downtown Loop
4.8(6)
3 Hours
Chicago
- Free cancellation
- Private tour
- Likely to sell out
From
$211
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Viator
Private 45-Minute Chicago Skyline Helicopter Tour
This tour is unique as it offers the ability for you and two of your friends or family (a total of 3 passengers) to experience what it is like to fly over the city of Chicago on a 45 minute thrill seeking guided tour. The price is the total for all 3 passengers (saving you money compared to other operators who charge per person.)
4.8(128)
45 Minutes
Chicago
- Free cancellation
- Private tour
From
$849
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Viator
Chicago Haunted Ghost Tour GPS Self-Guided Walking Tour
Explore haunted Chicago at your own pace and schedule. Go anytime. Why take this tour? -It's like an in person tour guide, only it's on your phone. -Tour at your own pace and schedule -Professionally produced, narrated and musically edited immersive experience -Guided by technology. Put your phone in your pocket as the smart phone tour guided you with voice turn by turn. -Great deal -See and learn about Chicago's haunted spots, tragic events, fires, and the spirits that stayed behind. -Listen again after taking the tour. -The tour never expires, go or listen (after the on location tour) anytime. This haunted adventure is a smart phone guided on location tour. You go to the first stop, open the tour, enter your experience code and press play. From there you are guided turn by turn through Huntsville. The app knows your location and seamlessly guides you each step of the way.
4.8(4)
1 Hour - 1h 15m
Chicago
- Free cancellation
- Private tour
From
$10
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Viator
Chicago City Private Tours
Ready to explore Chicago like never before? Whether you have just a couple of hours or a full day, my personalized city tours offer a unique and unforgettable experience, customizable from 2 to 8 hours. From the iconic skyline to hidden gems off the beaten path, I’ll take you on a journey that captures the heart and soul of this incredible city. I’ll also capture professional photos along the way, so you can take home memories of your adventure. With flexible pickup options, including quick tours during layovers at O'Hare, I make it easy to see the best of Chicago, no matter how much time you have. Book your tour today and let me show you the Windy City through the eyes of a local!
4.7(28)
2 Hours - 8 Hours
Chicago
- Free cancellation
- Private tour
From
$199
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Viator
Private Downtown Chicago TV and Movie Sites Guided Walking Tour
Explore over 30 iconic movie and TV locations on this two-hour walking tour of downtown Chicago! Visit sites from Ferris Bueller’s Day Off, The Untouchables, The Dark Knight, The Bear, and more. See the theater from Public Enemies, Harold Washington Library from Ocean’s Eleven, the Chicago Board of Trade and Calder’s Flamingo from Ferris Bueller, iconic Blues Brothers spots, and Bruce Wayne’s penthouse and Harvey Dent’s office from The Dark Knight. Perfect for film buffs and Chicago enthusiasts alike.
4.7(3)
2 Hours
Chicago
- Private tour
- Likely to sell out
From
$132
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Viator
Chicago Millennium Park Self-Guided Walking Tour
Enjoy moving at your own pace through Chicago's Millennium Park with an app as your guide. You and your private party can stop or start the app whenever you like; pausing to explore further on your own. Take in the sights of the public art—including the famous "Cloud Gate," otherwise known to locals as "The Bean"—and hear the stories behind their creation. The GPS-enabled guide will stop and start the professional commentary automatically as you explore the area. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.
4.6(5)
1 Hour - 2 Hours
Chicago
- Free cancellation
- Private tour
From
$15
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Viator
Chicago Helicopter 25-Mile Tour for up to Three Passengers
A helicopter tour of downtown Chicago is a unique and thrilling way to experience the Windy City. From high up in the sky, you'll be able to take in breathtaking panoramic views of Chicago's iconic skyline, world-famous landmarks, and bustling city streets.
4.6(21)
15 Minutes
Chicago
- Free cancellation
- Private tour
From
$650
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Viator
Chicago Lakefront Electric Bike Tour
This tour takes you along the Lakefront bike path. Which you'll be able to experience the beautiful nature that surrounds the city skyscrapers. You will get a chance to ride Electric Bikes and see the city from a different vantage point. It all begins navigating through our meeting point and going by the bike path to Navy Pier, Buckingham Fountain, the Art Institute of Chicago, and the Museum Campus). As we admire the grounds and perfect location between the iconic skyscrapers and nature. We will then proceed and make our way over to the lakefront path. Riding along we will take you to a magnificent view of the skyline which is the best place for a photo shoot. Afterward, we will take the lakefront bike path over the Chicago River. A quick ride back to our starting point ends the tour.
4.6(18)
45 Minutes - 1 Hour
Chicago
- Free cancellation
- Private tour
From
$69
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Viator
Secrets of Lincoln Square: Self-Guided Puzzle Quest in Chicago
Roam the lively heart of Lincoln Square with its cafés, delis, and other fun and fascinating stores; stand beside the Berlin Wall; take in ghastly history, gorgeous murals, and 300-year-old oak trees; and, at your journey’s end, find yourself rewarded by the sight of an architectural gem. As you solve challenges, the story unfolds and exact directions on your phone will guide you to the next location. Join the game! Highlights include: • Explore Merz Apothecary, Gene's Sausage Shop and Delicatessen, Lincoln Square Mural and lesser-known places. • Enjoy a uniquely crafted story brought to you by our top-notch/gifted/talented writers. • Try a new type of experience, the perfect mix between a tour, outdoor escape game, and treasure hunt. After your booking you will receive an email with instructions on how to download and play the game on your phone. We recommend that each user purchases a ticket for an optimal experience, although several people can share a phone.
4.5(2)
1h 50m - 2h 20m
Chicago
- Free cancellation
- Private tour
From
$7
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Viator
Chicago Riverwalk Self-Guided Walking Tour
Welcome to Chicago’s scenic Riverwalk. Spanning from Lake Michigan west to Franklin Street. Called the city second Lakefront', the Riverwalk contains restaurants during the summer months, seating areas to relax, boat rentals, and theater-style seating for various performances. Other attractions along the Riverwalk include the Vietnam Veterans Memorial Plaza, and the McCormick Bridgehouse & Chicago River Museum and if you are lucky enough, see a bridge lift from inside the bridge house. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.
4.3(7)
1 Hour - 2 Hours
Chicago
- Free cancellation
- Private tour
From
$15
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Viator
Chicago Art Heist: Millennium Park Puzzle Adventure
You just stole Edward Hopper's Nighthawks from the Art Institute of Chicago. Now you need to disappear into the city before anyone notices. This self-guided escape game turns Millennium Park into a thrilling art heist where every landmark hides your next move. Solve 14 puzzles at Chicago's most iconic public art. Decode clues at Cloud Gate, crack a cipher at Crown Fountain, lose your tail on the BP Bridge, and face a moral reckoning at Buckingham Fountain. Download the Questo app, activate with your booking code, and start at the Art Institute on Michigan Ave. No guide needed, just your phone, clues and a map in the app. Discover why Calder's Flying Dragon was his final sculpture, how Frank Gehry convinced the mayor with squiggles on paper, and the story of a boy sculptor pulled from an Illinois coal mine. About 95 minutes, 14 stops, 3.4 km through Millennium Park and Grant Park. Available all day. Perfect for art lovers, couples, and first-time visitors to Chicago.
4.0(10)
1h 35m
Chicago
- Free cancellation
- Private tour
From
$8
No similar experiences found
Viator
Haunted Chicago: Lincoln Park Ghost Escape Game
A dating app. A stranger with arctic blue eyes. A meeting in Lincoln Park on Halloween. This self-guided ghost escape game drops you into Chicago's most haunted park, where thousands of bodies still lie beneath the grass. Solve 10 puzzles at Lincoln Park's darkest landmarks. Decode ciphers at a mausoleum that survived the Great Fire. Crack a code on Lincoln's monument. Outsmart ghouls near the zoo where Victorian ghosts still appear to staff. Download the Questo app, activate with your booking code, and start at the Chicago History Museum. No guide needed, just your phone, clues and a map in the app. Play as a couple or team of up to 3. Best after dark. Discover why the Couch Tomb was too expensive to move, where a real pistol was hidden inside a cottage plumbing pipe, and which conservatory plant smells like a corpse. About 80 minutes, 10 stops, 2.7 km through Lincoln Park. Available every day. Perfect for thrill-seekers and anyone who likes their history haunted.
4.0(6)
2 Hours
Chicago
- Free cancellation
- Private tour
From
$8
No similar experiences found
Viator
2 Hour Private Chicago Soul House Tour
This is not a bus tour, 90% of our tours are 11 people or less, as we specialize in small, personalized group tours. This gives us the space and time to take pictures and have great conversation! The personal, small tour approach allows travelers to have a personal tour experience of the city. With our small tour there are opportunities for questions and non-scripted conversations. A true experience. We have additional tours that accommodate large groups but this tour is geared towards sights and fluid conversations about the black starts of Chicago! The guide will take photos for you while educating you on the city and it's historical residents. On the Chicago Soul House tour, travelers tour the South Side of Chicago and can see the homes of the city's stars. The antidotes and stories are being told by someone who sang at the same lounges as Jennifer Hudson, played with Muhammad Ali as a child and traveled to Chicago during the Great Black Migration.
4.0(5)
2 Hours
Chicago
- Free cancellation
- Private tour
From
$65
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Viator
Field Museum of Natural History Chicago Tour with Tickets
Skip the lines and uncover ancient wonders at Chicago’s Field Museum, home to SUE, the world’s most complete T. rex. Marvel at dazzling artifacts, real mummies, and hidden treasures from lost civilizations. Step into a world of discovery and adventure! Tour is available in following language: English Spanish & French Highlights: • Explore the Field Museum of Natural History with a 5-Star Private Guide • Skip the line and dive straight into world-class exhibits with ease • See SUE the T. rex, ancient mummies, and dazzling gemstones up close • Learn fascinating secrets of dinosaur fossils and Ancient Egypt artifacts • Discover millions of years of history with expert insights at every step Stand face-to-face with a giant T. rex and unlock the mysteries of ancient worlds with Rosotravel! Experience the magic of Chicago’s Field Museum of Natural History with Skip-the-Line Tickets and a Licensed Private Guide. Step into adventure with us today!
4.0(3)
2 Hours
Chicago
- Free cancellation
- Private tour
From
$313
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Viator
Luxury SUV 4 Hour Sightseeing Tour
Experience the best of the Chicagoland area in style and comfort with our exclusive SUV tours. Discover the city's iconic landmarks, including the breathtaking parks, the famous Cloud Gate (The Bean), world-class museums, and renowned stadiums. Whether you’re attending a concert, exploring historic sites, or enjoying a day at the park, our professional chauffeur service ensures a seamless and luxurious journey. With our SUV tours, you'll have the flexibility to explore at your own pace. Visit top attractions like Millennium Park, the Art Institute of Chicago, and the Field Museum. Enjoy a thrilling game at Wrigley Field or United Center or take in a concert at Allstate Arena. Our chauffeur will drop you off and pick you up at each location, providing you with the utmost convenience. Book your tour today and let us take care of the details. Travel in comfort and make the most of your time in Chicagoland with our premium SUV tour service.
4.0(1)
2 Hours - 4 Hours
Chicago
- Free cancellation
- Private tour
From
$350
No similar experiences found
Viator
Chicago Self-Guided Audio Tour
Discover Chicago like never before with complete freedom to explore at your own rhythm, lingering at fascinating locations or moving swiftly through others as your interests guide you. Our expertly crafted audio experience unveils exclusive historical insights and hidden stories that even longtime residents don't know, transforming you from tourist to insider as you uncover the authentic soul of the Windy City. Unlike rigid group tours that rush you past remarkable details, you'll have the flexibility to choose which attractions captivate you most, creating a personalized journey that matches your curiosity and schedule perfectly. You'll experience the city as locals do – unhurried, authentic, and deeply connected to the stories that shaped this magnificent metropolis, all while enjoying a superior experience that combines the convenience of independence with the depth of expert knowledge.
3.9(9)
3 Hours - 9 Hours
Chicago
- Private tour
From
$6
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Viator
Chicago Chinatown: Dragon Kings Puzzle Adventure
The year is 1375, and a devastating drought grips China. The Emperor sends you, his Imperial Advisor, to find the four Dragon Kings, rulers of weather and water. Armed with a scroll of clues, your search leads through Chicago's Chinatown. Solve 12 challenges across Chinatown's landmarks: decode ciphers at the Nine Dragon Wall, consult jade peacocks at the Pui Tak Center, crack zodiac riddles among twelve animal statues, and follow dragon claw prints to Ping Tom Memorial Park on the Chicago River. Download the Questo app, activate your quest with the booking code, and start at Chinatown Square Plaza. No guide, no schedule, explore at your own pace. Discover stories most visitors walk past: a 100,000-piece mosaic shipped from China, an FBI casino raid inside a landmark building, a feng shui library, and the dumpling shop on every Chicago food list. Perfect for couples, friends, or families exploring Chicago beyond the Loop. About 1 hour, 12 stops through Chinatown.
3.8(10)
48 Minutes - 1h 18m
Chicago
- Free cancellation
- Private tour
From
$8
No similar experiences found
Viator
Chicago Gangsters and Prohibition Private History Tour
Discover Chicago’s infamous gangster past on a private, fully personalized tour through the city’s historic Prohibition-era streets. Travel in comfort with your English-speaking driver, who shares captivating stories about Al Capone, rival gangs, speakeasies, and legendary crime events of the 1920s and 1930s. Begin at Biograph Theater, where John Dillinger was shot, then visit the St. Valentine’s Day Massacre site, a pivotal moment in Al Capone’s rise. Explore Holy Name Cathedral, the Cook County Criminal Court Building, and Harry Caray’s Italian Steakhouse, all linked to Chicago’s mob history. Conclude in the Chicago Loop, uncovering hidden speakeasies and secret nightlife spots from the Prohibition era. With a flexible, door-to-door itinerary, this private tour offers an immersive, thrilling look into the city’s dramatic gangster history.
2.3(3)
2 Hours
Chicago
- Free cancellation
- Private tour
- New
From
$115
No similar experiences found
Viator
Discover Chicago: A Self-Guided Walking Tour
Discover Chicago's soaring ambition and neighborhood soul with your self-guided audio tour, allowing you to explore America's most architecturally significant city at your own pace. Begin at Millennium Park where Anish Kapoor's Cloud Gate reflects the skyline that pioneered skyscraper design and continues to push architectural boundaries today. Wander along the Chicago Riverwalk where boat tours explain how the city reversed the river's flow and rebuilt in steel and stone after the Great Fire of 1871. Marvel at the ICAs world-class collection. Explore the Magnificent Mile's shopping and historic Water Tower, then discover the vibrant neighborhoods where Polish, Mexican, and African American communities have shaped Chicago's culture. Experience the blues at clubs where Muddy Waters and Buddy Guy defined a genre, then savor deep-dish pizza in the taverns that perfected this Chicago original.
2.0(1)
8h 30m
Chicago
- Free cancellation
- Private tour
- New
From
$9
No similar experiences found
Viator
Private Chicago Street Food Walking Tour With A Local Guide
Immerse yourself in the vibrant food culture of Chicago with a guided walking tour, led by a knowledgeable local guide. Traverse Downtown's diverse culinary landscape, tracing the influence of immigrants on the city's gastronomy. Indulge in the iconic Chicago deep-dish pizza, renowned for its thick crust and flavorful fillings, followed by a visit to a historic eatery for the famed dipped Italian beef sandwich, a local favorite. Amidst culinary delights, marvel at architectural marvels like Cloud Gate and the Chicago Cultural Center, adding depth to your exploration. As the tour unfolds, anticipate a tantalizing surprise: a secret dish, revealed only on the day of your adventure, promising an unexpected culinary delight. This immersive experience offers not only a feast for the palate but also insights into Chicago's rich culinary heritage and architectural splendor.
3 Hours
Chicago
- Free cancellation
- Private tour
From
$307
No similar experiences found
Viator
2 hours Private Evening Walking Tour with the Ghosts of Chicago
Step into the eerie past of Chicago on this thrilling 2-hour private ghost tour led by a local through the haunted corners of the Lincoln Park area.
2 Hours
Chicago
- Free cancellation
- Private tour
- New
From
$350
No similar experiences found
