Top Chicago How to Get Around
Saved to wishlist!
Select Dates
When are you travelling?
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
Lunch Cruises
Night Cruises
Ports of Call Tours
Sailing
Shore Excursions
Sightseeing Cruises
Sunset Cruises
Adventure Tours
City Tours
Hop on Hop Off
Night Tours
Observation Decks
Private Sightseeing Tours
Sightseeing Cruises
Sightseeing Passes
Skyscrapers & Towers
Day Trips
Full-day Tours
Half-day Tours
Multi-day Tours
Price
Duration
Time of Day
RatingClear
Specials
208 results | All Chicago Tours
Sort by: Featured

Chicago Architecture River Cruise
7504
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
USD46.87
From
USD46.87

90-Minute Chicago River Architecture Tour
1634
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
USD42.00
From
USD42.00

Chicago Lake and River Architecture Tour
614
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
USD42.00
From
USD42.00

Big Bus Chicago Hop-On Hop-Off Tour
996
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
USD44.99
From
USD44.99

Gangsters and Ghosts Tour in Chicago
2457
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
USD35.00
From
USD35.00

Chicago CityPASS
342
Get the most out of your trip to Chicago as you enjoy discount access to five of the city’s top attractions with the CityPASS. This easy-to-use mobile ticket grants you free entry into top-tier sights including the Shedd Aquarium, Skydeck Chicago, and the Field Museum plus your choice of admission to 3 of the following attractions: Adler Planetarium, Art Institute of Chicago, Museum of Science and Industry, Chicago, and the 360 CHICAGO Observation Deck.
Also enjoy a wealth of useful Chicago tips and savings at a variety of other venues and retailers.
Attractions may be required to verify proof of full COVID-19 vaccination (14 days past final vaccine dose) before allowing entry. Please review attraction requirements before visiting Chicago.
…More
From
USD114.00
From
USD114.00

45-Minute Chicago River Architecture Tour from Magnificent Mile
218
Get a front row perspective on the exquisite buildings that line the Chicago River during a 45-minute architecture cruise. Hear live commentary about the history and architectural heritage of Chicago on this family-friendly tour, which highlights landmarks such as the Chicago Riverwalk, Michigan Avenue Bridge, Wrigley Building, and Willis Tower. Sit on the open-air top deck or the sheltered bottom deck for the ultimate view of Chicago.
…More
From
USD25.00
From
USD25.00

Lake Michigan Sightseeing Cruise
348
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
USD28.34
From
USD28.34

Go City: Chicago Explorer Pass - Choose 2, 3, 4, 5, 6 or 7 Attractions
227
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
USD65.00
From
USD65.00

Chicago Lunch Cruise on Lake Michigan
93
Perfect for families, groups, and corporate outings, the Spirit of Chicago lunch cruise lets you kick back and enjoy a great meal while taking in the sights of Chicago's most famed landmarks. See and photograph the dramatic city skyline, Navy Pier, Soldier Field, and Shedd Aquarium. The cruise includes a delicious buffet lunch with salads, entrees, desserts, and unlimited nonalcoholic beverages. There's also a DJ, games, and a dance floor to keep your group entertained.
…More
From
USD81.82
From
USD81.82

Chicago Favorites Ultimate Food & Walking Tour
384
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
USD74.99
From
USD74.99

Chicago Sunset Cruise
212
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
USD42.00
From
USD42.00

Chicago Crime and Mob Bus Tour
1343
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
USD46.00
From
USD46.00

Big Bus Chicago Night Tour
71
See Chicago's dazzling skyscrapers lit up for the night during this 75-minute Big Bus tour. The entire loop takes passengers from Navy Pier, down the Magnificent Mile to Michigan Avenue, through the Museum Campus and around the architectural gems on the Loop skyline. Live and audio commentary available in English.
…More
From
USD31.49
From
USD31.49

Chicago City Minibus Tour with Optional Architecture River Cruise
490
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
USD39.95
From
USD39.95

Chicago Architecture Center River Cruise aboard Chicago's First Lady
617
Enjoy a quintessential Chicago experience when you go on an architecture-themed river tour. Pick from multiple convenient start times, and board your vessel—the Lady Liberty—directly from the Chicago Riverwalk. Your trained docent guides will give you a rich introduction to the Windy City’s history, key landmarks, and architectural highlights—and you can spy landmarks like the Marina City towers and Navy Pier from the water’s edge.
…More
From
USD56.00
From
USD56.00

Chicago's Chinatown Food and Walking Tour
70
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
USD74.99
From
USD74.99

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
349
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
USD89.99
From
USD89.99

Underground Donut Tour: Chicago's First Donut Tour
386
Sample some of the Windy City’s tastiest donuts on this Underground Donut Tour, celebrating the magic of Chicago’s tastiest sugar-filled concoctions. Donut-lovers are sure to enjoy this visit to some of Chicago’s tastiest donut purveyors, offering a chance to savor all of your favorite varieties, on the city's only donut-themed excursion. All tastings are included, and vegan, gluten-, and nut-free options are also available.
…More
From
USD40.00
From
USD40.00

Chicago by Night: 90 Minute River and Lakefront Cruise
45
Discover the beauty of Chicago at night during a 1.5-hour cruise on the Chicago River and Lake Michigan. Watch the city sparkle as you pass landmarks such as Museum Campus, Willis Tower, Aon Center and the John Hancock Building, and the illuminated waters of Buckingham Fountain. You'll learn about the history of the city from live commentary by your knowledgeable guide as you glide along the waterfront of Chicago.
…More
From
USD45.00
From
USD45.00

Chicago Premier Dinner Cruise on Lake Michigan
168
Take a gourmet dinner cruise on a high-end luxury yacht with the stunning skyline of Chicago serving as your backdrop. Climb aboard your recently renovated vessel, featuring a sumptuously-appointed rooftop lounge and stylish interior design, for your cruise along Lake Michigan. Then sit down for a 3-course dinner, informed by some of the world’s top celebrity chefs and composed of fresh ingredients cooked right on-board. After dinner, enjoy coffee and tea, captivating views of Chicago landmarks like the Willis (formerly Sears) Tower and Navy Pier, plus musical entertainment provided by the onboard DJ.
…More
From
USD180.18
From
USD180.18

Premier Chicago River Dinner Cruise
23
Cruise down the Chicago River in style during this 3-hour dinner cruise aboard the Odyssey. Watch the beautiful city and its architecture pass by through the ship’s panoramic windows. Then sit down to delicious 3-course meal accompanied by DJ entertainment to set the mood for your journey. A full-service bar complete with microbrews, creative cocktails, and a wine list is also available for purchase.
…More
From
USD193.84
From
USD193.84

Chicago Night Crimes Bus Tour
145
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
USD52.00
From
USD52.00

Chicago in a Day: Food, History and Architecture Combo Walking Tour
235
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
USD104.00
From
USD104.00
- Art & Culture
- Audio Guides
- Food & Drink
- Kid-Friendly
- Likely To Sell Out
- Outdoor Activities
- Seasonal & Special Occasions
- Tickets & Passes
- Tours, Sightseeing & Cruises
- Cruises & Sailing
- How to Get Around
- Bike Rentals
- Bike Tours
- Bus Tours
- Car Tours
- Classic Car Tours
- E-Bike Tours
- Helicopter Tours
- Limousine Tours
- Luxury Car Tours
- Mountain Bike Tours
- Power Boats
- Rail Tours
- Rentals
- Segway Tours
- Self-guided Tours & Rentals
- Speed Boats
- Walking Tours
- Water Tours
- Private and Luxury
- Sightseeing Tours
- Tours by Duration
- Travel & Transportation Services
- Unique Experiences
- Classes & Workshops
- 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