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360 Chicago Tickets5 optionsBoat Tours in Chicago13 optionsArchitecture Tour Chicago25 optionsChicago City Tour11 optionsChicago Food Tour19 optionsChicago Ghost Tour8 optionsChicago Walking Tour30 optionsChicago Bus Tour7 optionsLake Michigan Boat Tour9 optionsBike Tours in Chicago5 optionsChicago Crime Tour8 optionsMuseums in Chicago9 options
All tours (81–100 of 142)
Christmas Tree Crawl Chicago: Holiday Decorations TourWalk downtown Chicago's holiday decorations on a guided Christmas treasure hunt covering 1.5 miles of trees, traditions and little-known stops.
- 44 reviews
- 4.86★
- Duration
- 2h
- start times · Thu–Sun
- 2
Haunted Chicago Segway Tour: Ghosts & GangstersGlide past Chicago's most haunted sites and mob-run speakeasies on a 2-hour Segway tour with a certified guide: ghost stories, Al Capone's underworld.
- 38 reviews
- 4.71★
- Duration
- 2h
Lake Michigan Kayak & SUP Rental: Downtown Chicago at Ohio Street BeachKayak and paddleboard rentals at Ohio Street Beach near Navy Pier. Calm Lake Michigan waters, downtown skyline views, life jackets included. 1–2 hours, beginner-friendly.
- 26 reviews
- 4.81★
- Duration
- 1h–2h
Midway to Chicago: Private Luxury SUV Transfer CurbsidePrivate car service from Midway Airport to Chicago hotels and destinations. Licensed drivers, GPS tracking, 24/7 support, fixed pricing. 16+ years, 5x Excellence.
- 21 reviews
- 5.00★
Chicago O'Hare to Midway: Private Sedan Transfer & PickupPrivate sedan transfer between Chicago O'Hare and Midway airports or downtown hotels. Licensed drivers, $350K insurance, curbside pickup, 24/7 service. Fixed price.
- 21 reviews
- 5.00★
Chicago: 2-Hour Luxury Minibus Tour & Skyline ViewsTwo-hour guided minibus tour of Chicago's skyline, Grant Park, Cloud Gate and Lake Michigan views. Climate-controlled comfort, live guide, photo stops included.
- 20 reviews
- 4.90★
- Duration
- 2h
- start times · Every day
- 4
Chicago Lakefront Electric Bike Tour & Skyline ViewsElectric bike tour along Chicago's lakefront with stops at Navy Pier, Grant Park, and Field Museum. Includes helmets, water, snacks. Best skyline photo spot included.
- 18 reviews
- 4.56★
- Duration
- 45m–1h
Chicago O'Hare Airport Transfer: Private Sedan & PickupPrivate sedan transfer between Chicago downtown and O'Hare Airport. Professional driver, luxury vehicle, 24/7 service. Fixed price for up to 3 passengers, no shared rides.
- 17 reviews
- 5.00★
Chicago O'Hare & Midway: Private Airport Transfer Luxury SUVPrivate airport transfer between Chicago downtown and O'Hare or Midway. Professional drivers, 24/7 service, up to 7 passengers, fixed pricing. FBI-vetted, fully insured.
- 16 reviews
- 5.00★
Chicago to Milwaukee: Harley Museum & Brewery TourDay trip from Chicago to Milwaukee with Harley-Davidson Museum, Miller Brewery tour and tasting, Milwaukee Art Museum, and Public Market. Expert guide and transport included.
- 13 reviews
- 4.38★
- Duration
- 8h–10h
- Fri and Sat
- 08:00
O'Hare to Chicago: Private Luxury SUV Transfer & MeetPrivate car service from O'Hare Airport to Chicago hotels. Driver meets you at baggage claim with real-time tracking, luggage help, and water. Fixed pricing, 24/7 availability.
- 13 reviews
- 4.69★
Chicago: Architecture, Mob History & Pedway Underground TourSpanish-guided walking tour of Chicago's Loop, Riverwalk, and Pedway. Covers Al Capone history, Rookery Building, Cloud Gate, and Chicago Cultural Center. Full day tour.
- 11 reviews
- 5.00★
- Duration
- 3h
- Mon–Fri
- 10:30
Chicago: Self-Guided Audio Tour & 15 AttractionsSelf-guided audio tour of Chicago's top attractions including Field Museum, Millennium Park and Navy Pier. Explore at your own pace with 6-day access to audio guides and map.
- 9 reviews
- 3.89★
- Duration
- 3h–9h
- start times · Every day
- 6
Chicago Walking Tour of Highlights: Free bike or kayak rentalTwo-hour guided walk through Millennium Park, Cloud Gate, Riverwalk and Magnificent Mile with free 2-hour bike or kayak rental valid within 3 days.
- 7 reviews
- 5.00★
- Duration
- 2h
- Every day
- 15:30
Private Chicago Foodie Tour: Taste 5 Iconic EatsPrivate walking food tour through Chicago with a local guide, tasting Portillo's hot dogs, Al's Italian Beef, deep dish pizza.
- 6 reviews
- 5.00★
- Duration
- 4h
- start times · Every day
- 3
O'Hare to Chicago Downtown: Private Sedan & Meet InsidePrivate sedan transfer from O'Hare Airport to Chicago hotels with curbside meet-and-greet, luggage help, and real-time driver tracking. Available 24/7, fixed pricing.
- 6 reviews
- 5.00★
Original Chicago Prohibition Bus Tour: Speakeasies & HistoryRide an American school bus through Chicago's Prohibition era with a live guide: visit the neighborhoods, speakeasies and landmarks that shaped the city.
- 5 reviews
- 5.00★
- Sat and Sun
- 14:00
Chicago: 360 Observation Deck & 48-Hour Hop-on Hop-off Bus48-hour hop-on hop-off bus tour of Chicago with 360 CHICAGO Observation Deck admission. Includes audio commentary, digital walking tours, and 11 stops across neighborhoods.
- 5 reviews
- 4.20★
- Duration
- 2h
- start times · Every day
- 27
Chicago Foods Tour: Loop, Skyline & Millennium ParkSmall-group food tour through Chicago's Loop and Millennium Park with deep-dish pizza, Italian beef, and a local guide revealing the city's culinary history and hidden gems.
- 5 reviews
- 4.60★
- Duration
- 3h
- Every day
- 11:30
Serial Killer & Chicago Landmarks Bus Tour: True Crime HistoryNinety-minute guided bus tour exploring Chicago's true crime history and landmarks like Wrigley Field and the Mag Mile with a live English-speaking guide.
- 4 reviews
- 5.00★
- Duration
- 1h 30m
- start times · Every day
- 3