Top Chicago Tours by Duration
Saved to wishlist!
Select Dates
When are you traveling?
Popular
Search experiences that may have limited interaction with crowds.
Search experiences with increased health and safety practices.
Search tours and activities you can do from home.
You are viewing Virtual Experiences in Chicago. See more Virtual Experiences around the globe. 🌎
Coffee Cruises
Day Cruises
Dinner Cruises
Sailing
Sightseeing Cruises
Sunset Cruises
Bike Tours
Bus Tours
Car Tours
Classic Car Tours
Limousine Tours
Luxury Car Tours
Mountain Bike Tours
Rail Tours
Walking Tours
Water Tours
Adventure Tours
City Tours
Hop on Hop Off Buses
Night Tours
Observation Decks
Private Sightseeing Tours
Sightseeing Cruises
Sightseeing Passes
Skyscrapers & Towers
Price
Duration
Time of Day
RatingClear
Specials
79 results | All Chicago Tours

Chicago Favorites Ultimate Food & Walking Tour
481
Stroll through downtown Chicago on this walking food tour. Visit Millennium Park, the Palmer House Hotel and other city landmarks. Taste quintessential Chicago foods such as deep-dish pizza, hot dogs, plus chocolates and pastry. All food tastings are included, and the tour covers an easy 1.5 miles (2.4 km) suitable for most fitness levels. Upgrade your tour to include three pours of local craft beer.
…More
From
$74.99
From
$74.99

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
390
Chicago dogs, deep-dish pizza, cupcakes and craft beer are all sampled on this half-day bike tour through the Windy City. Cover about 13 miles (21 km), following an informative guide at a moderate pace through Chicago neighborhoods. On the day tour, ride through Wrigleyville, Old Town, Lincoln Park, and Gold Coast. On the night tour, visit Gold Coast, Chicago’s Riverwalk, Millennium Park, Buckingham Fountain and Chicago’s Lakefront trail. Stop along the way at a popular downtown bakery, pizza shop, hot dog stand and two breweries for a taste of local flavors.
…More
From
$89.99
From
$89.99

Chicago in a Day: Food, History and Architecture Walking Tour
299
An excellent choice for first-time visitors, this tour provides a comprehensive overview of the city and hits on both classic attractions and little-known sites. Beginning at the Chicago Theatre, work your way to the Chicago Pedway, an elaborate network of underground tunnels used by locals and commuters. Stroll the Chicago Riverwalk and the Magnificent Mile, then embark on a food tour to taste some of the city’s famous foods.
…More
From
$104.00
From
$104.00

Chicago Pizza Tour
290
Enjoy Chicago’s only bus guided neighborhood pizza tour. Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the best pizza. Your local guide will teach you the science behind ingredient selection and baking as you sample slices from historic pizzerias. In just a few hours, you’ll leave stuffed, and with an understanding of why pizza is such an important part of Chicago’s culture.
…More
From
$75.00
From
$75.00

Chicago Loop Secret Food Tour with Private Tour Option
277
Explore Chicago's buzzing food scene with a small group on this small group walking tour. Stroll around the 'Loop', stopping at hidden gems and hearing tales of the city from your guide. Taste classic Chicago foods, from deep-dish pizza to dipped Italian beef sandwiches.
…More
From
$87.00
From
$87.00

Big Bus Chicago Hop-On Hop-Off Tour
1135
Don’t spend time figuring out what to see in Chicago and how to get there—this hop-on hop-off tour provides a mapped-out itinerary of the city's top sights. With several strategically located stops, the tour allows you to explore the Windy City at your own pace. See the world-class Art Institute and landmark skyscrapers, while audio commentary onboard gives you insight into the city's colorful history.
…More
From
$44.99
From
$44.99

Chicago Architecture River Cruise
8590
Cruise down the Chicago River to see the city's famous architecture on this boat tour. With commentary from your onboard guide, watch the spectacular skyline glide by, including more than 40 notable buildings like Navy Pier, the Wrigley Building, and the John Hancock Building. Cover all three branches of the Chicago River, passing the East Bank Club, the old Post Office Building and the Willis Tower (formerly known as the Sears Tower).
…More
From
$46.87
From
$46.87

Chicago Crime and Mob Bus Tour
1533
Explore Chicago's gangster past on this mafia tour in a coach vehicle. Drive around the Windy City to see where Al Capone, The Untouchables, Hymie Weiss, and John Dillinger, among other thugs hung out. A history-savvy guide introduces you to some of the most storied locations of Chicago’s criminal past, including Holy Name Cathedral, Biography Theatre, and the site of the bloody St. Valentine’s Day Massacre. You'll be able to get out and pose for pictures in front of a historic courthouse, among other infamous sites.
…More
From
$46.00
From
$46.00

90-Minute Chicago River Architecture Tour
2252
Discover the architectural gems of the Windy City from an ideal vantage point on a cruise down the Chicago River. Offered several times throughout the day, it’s easy to fit the leisurely excursion into your itinerary. Covering more than 130 years of architectural history, the tour is the perfect opportunity to see a huge area of the city without the hassle of taxis and public transit.
…More
From
$42.00
From
$42.00

Chicago Small-Group City Tour with Optional Architecture River Cruise
522
Explore Chicago's iconic landmarks on this sightseeing tour led by an expert guide. Board a comfortable, large-windowed minibus and explore downtown and Northside neighborhoods. You have a chance to get out and visit several locations and hear about the historical and cultural factors that make Chicago unique. Upgrade your tour with a popular open-top boat tour on the Chicago River that focuses on the city's renowned architecture.
…More
From
$43.95
From
$43.95

360 CHICAGO Observation Deck Admission (Hancock Center)
332
Tower above the Windy City’s world-famous skyline with admission to 360 Chicago (John Hancock Observatory). Ascend 94 stories to the observation deck of one of the tallest buildings in North America aboard its lightning-fast elevator. Then check out bird’s-eye views of landmarks like the famous Willis (Sears) Tower and the lakefront shoreline, and enjoy a variety of educational exhibits on site.
Upgrade your ticket to include TILT, a thrill ride that offers visitors unique, downward facing views from 1,030 feet. Or, choose the Sun and Stars package for two visits to the observation deck within 48 hours.
With mobile tickets, simply scan your phone for direct entry into 360 Chicago.
…More
From
$30.00
From
$30.00

Gangsters and Ghosts Tour in Chicago
2942
Experience a colorful side of Chicago history with this Gangsters and Ghosts Tour. With a historian as your guide, you’ll step back to the roaring 20’s, when the Chicago Loop was a hub for bootleggers, speakeasies, and gangsters like the infamous Al Capone. Visit onetime gangster hangouts and haunted sites like the Palmer House, Congress Hotel, and Death Alley.
…More
From
$35.00
From
$35.00

Lake Michigan Sightseeing Cruise
459
Take in iconic views of the beautiful Chicago lakefront and its many landmarks during this Lake Michigan sightseeing boat cruise. Climb aboard your vessel for a laid-back ride, enjoying panoramic views of the Windy City's skyline from a unique perspective. Along the way, you'll listen to informative commentary and take in views of the John Hancock Center and Willis Tower, along with many other landmarks. Plus feel free to bring your own lunch or grab a drink at the onboard bar, during your ride.
…More
From
$28.34
From
$28.34

Chicago Night Crimes Bus Tour
180
Discover the ‘dark side’ of the Windy City thanks to this 2.5-hour, bus-based, nighttime crime history tour of Chicago. Explore the lives of notorious mobsters like Al Capone, Frank Nitti, Bugs Moran, and more as you explore infamous crime scenes like the St. Valentine’s Day Massacre, learn about ‘The Enforcer’s Safe,’ and stop by local watering holes.
…More
From
$52.00
From
$52.00

Chicago Lake and River Architecture Tour
881
Step aboard a boat for a comprehensive cruise that details the history of Chicago's architecture. Enjoy views of the Chicago skyline accompanied by architecture-focused commentary that points out each of the landmark buildings. As you cruise through Lake Michigan, snap photos of you and your party against the stretch of Chicago's 26-mile shoreline.
…More
From
$42.00
From
$42.00

Chicago Sunset Cruise
393
Drink in a one-of-a-kind perspective on the Windy City when you go for an evening cruise, perfectly timed to coincide with the sunset. Hop aboard your open-top vessel in the heart of the Magnificent Mile, and cruise along the Chicago River, where your guide will point out architectural highlights. Then, see the skyline from a distance, and watch the skyscrapers light up, when you continue to Lake Michigan for a sunset viewing.
…More
From
$40.00
From
$40.00

Go City: Chicago Explorer Pass - Choose 2, 3, 4, 5, 6 or 7 Attractions
237
The easiest and most affordable way to explore some of Chicago's top attractions at your own pace, the Chicago Explorer Pass by Go City saves you up to 40 percent off compared to buying individual attraction tickets. Create your own sightseeing itinerary by choosing 2, 3, 4, 5, 6 or 7 attractions, tours, and activities from among more than 25 top sites, including SkyDeck, 360 Chicago, the Field Museum, a shoreline sightseeing cruise, a hop-on hop-off Big Bus tour, Lincoln Park Zoo, Navy Pier, and LEGOLAND® Discovery Center.
Please note: Enjoy the extra flexibility in case your travel plans need to change: All passes are valid for two years from purchase date and only become activated with your first attraction visit. After activation your pass will be valid for 60 days and/or the remaining number of attraction choices purchased.
…More
From
$65.00
From
$65.00

Chicago Signature Dinner Cruise on Lake Michigan
181
Make your evening in Chicago one to remember with this luxury sunset cruise featuring dinner, sightseeing and dancing along the shores of Lake Michigan. Feast your eyes on incredible views of iconic Windy City sights like Navy Pier, the Willis (Sears) Tower, Buckingham Fountain and Soldier Field, then fill your belly with a bountiful all-you-can-eat buffet. Continue the celebration with a live DJ who will mix up a selection of dance favorites.
…More
From
$122.80
From
$122.80

Bike Tour of Chicago's Lakefront Neighborhoods
166
Pedal past the lakefront neighborhoods of Chicago's North Side on this bike tour of the Windy City. Follow a local guide along quiet streets, city parks and scenic beaches, starting at Lake Shore Drive and continuing along Rush Street and the Magnificent Mile. Catch a glimpse of the Playboy Mansion, Oprah’s penthouse and the Victorian houses of Old Town. Select from several departure times in the morning or afternoon.
…More
From
$54.99
From
$54.99

Chicago Private Tours
159
Have only a short stay planned in Chicago? Make the most of your time in the Windy City, and see more of the city in less time, when you book a private driving tour of Chicago. Pick between several convenient tour times, and meet your guide and driver directly at your hotel. Over the course of your excursion, you’ll make stops at highlight attractions like the Lincoln Park Conservatory, Millennium Park, and Museum Campus. You’ll also learn about Chicago’s history and can spy other remarkable sights as you go.
…More
From
$449.00
per group
From
$449.00
per group

Chicago Craft Brewery Barrel Bus Tour
100
Learn about Chicago’s brewpub scene and taste different types of craft beer on this guided brewery tour. Visit unique breweries for craft beer samples plus an additional brewing production facility for an in-depth tour. Discover the science behind the brewing process, complete with step-by-step procedures, and enjoy plenty of beer samples throughout the tour. Round-trip transportation in a Prohibition-era-styled barrel bus is included.
…More
From
$99.60
From
$99.60

Chicago's Chinatown Food and Walking Tour
88
Explore Chicago's Chinese food scene on this walking tour in the Chinatown district. With a guide, learn about the cuisine of different regions of China and how Chinese culture has influenced Chicago and other areas. Enjoy included tastings from restaurants and other food venues in Chinatown—a great way to start a night out in the city.
…More
From
$74.99
From
$74.99

Best of Chicago Small Group Tour with Hotel Pickup Included
82
Have only a short stay planned in the Windy City? See the best of Chicago in just half a day on this small-group tour. Following hotel pickup, travel in an air-conditioned vehicle to Skydeck Chicago at the Willis Tower for spectacular city panoramas. Next, head to Millennium Park, go on an architecture river cruise, discover Buckingham Fountain, and more.
…More
From
$209.00
From
$209.00

Chicago's West Side Foodie Ride Bike Tour
84
Taste food from around the world on this half-day cycling and tasting tour of Chicago. Follow your biking guide through the Chicago streets, stopping for views of Chicago’s famous architecture as well as bites like Polish pierogis, locally made chocolates, and Mexican tacos.
…More
From
$89.99
From
$89.99
- Art & Culture
- Audio Guides
- Food & Drink
- Likely To Sell Out
- Outdoor Activities
- Seasonal & Special Occasions
- Tickets & Passes
- Tours, Sightseeing & Cruises
- Cruises & Sailing
- How to Get Around
- Private and Luxury
- Sightseeing Tours
- Tours by Duration
- Day Trips
- Full-day Tours
- Half-day Tours
- Multi-day Tours
- Unique Experiences
- Classes & Workshops
- Travel & Transportation Services
- Things to do in Illinois
- Things to do in Nashville
- Things to do in Duluth
- Things to do in Pittsburgh
- Things to do in Toronto
- Things to do in Niagara Falls & Around
- Things to do in Niagara Falls
- Things to do in Buffalo
- Things to do in Branson
- Things to do in Greenville
- Things to do in Atlanta
- Things to do in Washington DC
- Things to do in Minnesota
- Things to do in Ontario
- Things to do in Missouri
Trending attractions
Popular on Viator
- Statue of Liberty Tours and Tickets
- The White House Tours and Tickets
- Antelope Canyon Tours and Tickets
- Hoover Dam Tours and Tickets
- Alcatraz Tours and Tickets
- Stonehenge Tours and Tickets
- Auschwitz-Birkenau Memorial and Museum Tours and Tickets
- Beverly Hills Tours and Tickets
- Colosseum Tours and Tickets
- Washington Monument Tours and Tickets
- San Diego Zoo Tours and Tickets
- Space Needle Tours and Tickets
- Eiffel Tower Tours and Tickets
- Pearl Harbor National Memorial Tours and Tickets
- Empire State Building Tours and Tickets
- Art Institute of Chicago Tours and Tickets
- Aquarium of the Pacific Tours and Tickets
- Blue Lagoon Tours and Tickets
- Burj Khalifa Tours and Tickets
- Metropolitan Museum of Art (The Met) Tours and Tickets