Destinations
All tours (41–60 of 154)
Chicago Walking Tour: Loop Architecture & Picasso SculptureDowntown Chicago walking tour of the Loop's landmark buildings, Chagall mosaic, Picasso sculpture and Chicago Theatre. 2 hours, 2 miles.
- 257 reviews
- 4.98★
- Duration
- 2h
- start times · Mon, Tue, Thu and Fri
- 2
Art Institute Chicago: Skip-the-Line Tour & Impressionist MasterpiecesArt Institute of Chicago skip-the-line tour with expert guide. 2.5 hours, max 8 guests, all entry fees included. See Hopper, Seurat, Caillebotte originals.
- 252 reviews
- 4.98★
- Duration
- 2h 30m
- start times · Every day except Tuesday
- 3
Chicago Segway Tour: Grant Park, Museum Campus & Soldier FieldGlide 7-8 miles through Chicago on a Segway past Buckingham Fountain, the Field Museum, Shedd Aquarium and Soldier Field with professional guidance.
- 241 reviews
- 4.96★
- Duration
- 2h
Chicago Architecture Walking Tour: 90 Minutes Through Time90-minute walking tour of Chicago's architectural history from 1800s skyscrapers to modern supertalls. Includes certified guide and Chicago Architecture Center admission.
- 233 reviews
- 4.94★
- Duration
- 1h 30m
- start times · Every day
- 5
Chicago Private City Tour: Millennium Park & Lincoln Park with PickupPrivate Chicago city tour with hotel pickup, guide & driver for up to 5 passengers. Covers Millennium Park, Lincoln Park, Museum Campus & architecture.
- 211 reviews
- 4.93★
- Duration
- 3h–4h
- start times · Every day
- 2
Chicago Street Art Tour: Murals and Graffiti on the 606Feel Chicago’s street art scene up close with a walking tour along the 606, guided by locals. Includes stops for coffee, stories behind murals, and a relaxed finish in Logan Square.
- 209 reviews
- 4.84★
- Duration
- 2h
- start times · Mon, Fri, Sat and Sun
- 2
Chicago: Art Deco Skyscrapers Loop Walking TourWalk Chicago's financial district past Art Deco landmarks like the Board of Trade Building and Rookery. Includes Architecture Center admission and certified guide. 90 minutes.
- 199 reviews
- 4.85★
- Duration
- 1h 30m
- start times · Tue, Fri and Sun
- 2
Chicago Gangster Tour by Bus: Prohibition Era SitesChicago's Prohibition-era gangster tour by bus with actor guides. Visit the Biograph Theater where Dillinger died, St. Valentine's Day Massacre site, and Holy Name Cathedral.
- 191 reviews
- 4.60★
- Duration
- 1h 45m
- start times · Fri–Sun
- 2
Chicago Oak Park: Frank Lloyd Wright Home & Studio Tour TicketStep inside Frank Lloyd Wright’s Oak Park home & studio near Chicago, guided by locals. Includes entry ticket, English-speaking guide, and easy access.
- 155 reviews
- 4.67★
- Duration
- 1h
Lakefront Segway Tour Chicago: Scenic trail on two wheelsRide a Segway along Chicago's lakefront for 90 minutes with a local guide, passing Millennium Park, Grant Park and the skyline, no experience needed.
- 151 reviews
- 4.56★
- Duration
- 1h 30m
Chicago Architecture: Art Deco Interiors Walking TourWalk inside Chicago's hidden Art Deco interiors from the 1920s–30s in the Loop and along the Chicago River. Professional guide, multiple stops, all weather.
- 142 reviews
- 4.96★
- Duration
- 2h
- Sat
- 10:30
Chicago: Griffin Museum of Science & Industry AdmissionThe Museum of Science and Industry features a 40-foot tornado, WWII submarine, coal mine, and human-sized hamster wheel. Timed entry included.
- 141 reviews
- 4.39★
- Duration
- 2h–4h
Chicago Ghost Tour: Lincoln Park Haunted HistoryWalk through Lincoln Park on a nightly ghost tour hearing documented accounts of hauntings tied to Chicago's gangster era, asylums and burial grounds.
- 139 reviews
- 4.47★
- Duration
- 1h
- start times · Every day
- 2
Art Institute of Chicago Private Guided Tour: Expert StoriesPrivate 2-hour guided tour of the Art Institute of Chicago with expert local guide and skip-the-line entry.
- 135 reviews
- 4.98★
- Duration
- 2h
- start times · Every day except Tuesday
- 3
Chicago Loop Food Tour: Deep-Dish, Hot Dogs & Local GuideTaste three iconic Chicago eats (deep-dish pizza, Chicago-style hot dog, and Italian beef) at local spots in the Loop. Includes 2.4 km walking and vegetarian options.
- 134 reviews
- 4.78★
- Duration
- 2h
- start times · Every day
- 4
Chicago Helicopter Tour: 45 Minutes, 3 Passengers, One Price45-min helicopter tour over Chicago for 3 passengers. Fly past Millennium Park, Navy Pier, Soldier Field. Includes headsets, commentary, parking, photos.
- 134 reviews
- 4.81★
- Duration
- 45m
- start times · Every day
- 12
Chicago: Downtown Pizza Tour & Deep Dish vs. Italian StylesTour River North, Gold Coast and the Loop tasting four pizza styles with a guide. Deep dish, Roman, Neapolitan, and artisanal pizza included. Lunch and two hours.
- 131 reviews
- 4.97★
- Duration
- 2h–3h
- Fri
- 13:30
360 Chicago: 94th Floor Views & Drink at CloudBarRide to the 94th floor of 875 N. Michigan Ave in 40 seconds, then sip a cocktail while looking out over Lake Michigan and four states. Ticket skips the line.
- 120 reviews
- 4.03★
- Duration
- 2h
- start times · Every day
- 27
Chicago: Trickery Magic Show & BYOB EveningTrickery magic show in Chicago's Lakeview neighborhood. One-hour performance, general admission seating, BYOB allowed for adults 21+. Doors open 15 minutes early.
- 116 reviews
- 4.87★
- Duration
- 1h–2h
- start times · Thu–Sun
- 6
Chicago West Side Food Bike Tour: 4-Hour Culinary Ride4-hour guided bike tour through Chicago's West Side with food tastings at 5+ stops. Includes bikes, helmets, water, and chocolate tasting. Traveler's Choice.
- 114 reviews
- 4.95★
- Duration
- 4h
- Sat
- 12:00