Destinations
All tours (1–20 of 154)
Chicago River Architecture Cruise: 40+ buildings from the waterArchitecture cruise on the Chicago River. See the John Hancock Center, Willis Tower, Wrigley Building and 37 more landmarks. Pet-friendly, full bar.
- 17,211 reviews
- 4.84★
- Duration
- 1h–1h 15m
- start times · Every day
- 24
Chicago River: 90-Minute Architecture Boat TourChicago River architecture tour covers 130+ years of design on a 90-minute narrated boat ride. Indoor & outdoor seating, professional guide, all three river branches.
- 11,316 reviews
- 4.71★
- Duration
- 1h 30m
- start times · Every day
- 22
Chicago: Architecture River Cruise & First Lady Boat Tour90-minute guided river cruise past Willis Tower, Marina City & Merchandise Mart with expert docents. Includes live commentary, climate-controlled cabin, restroom on board.
- 7,641 reviews
- 4.93★
- Duration
- 1h 30m
- start times · Every day
- 12
Chicago River: 45-Minute Architecture Boat TourGlide past Marina City, Wrigley Building, and Merchandise Mart on a 45-minute Chicago River cruise with a local guide. Includes restroom and climate-controlled lounge.
- 3,778 reviews
- 4.65★
- Duration
- 45m
- start times · Every day
- 16
Chicago Crime Mob Bus Tour: Al Capone, MassacreTour Chicago's crime history on a climate-controlled bus with a live guide: walk crime scenes including the St. Valentine's Day Massacre site.
- 3,638 reviews
- 4.60★
- Duration
- 1h 30m–2h
- start times · Every day
- 6
Chicago Skyline Boat Tour: River & Lake Michigan viewsChicago Lake and River Architecture Tour with professional guide, climate-controlled seating and taxes included. Covers 200+ years of architecture.
- 2,492 reviews
- 4.69★
- Duration
- 1h 30m
Chicago Food Tour: 5 Classics with Local GuideWalk downtown Chicago tasting deep-dish pizza, Italian beef, hot dogs, Garrett's popcorn and an original brownie.
- 2,404 reviews
- 4.86★
- Duration
- 3h
- start times · Every day
- 4
Chicago River: 90-Minute Architecture Cruise & Three Branches90-minute guided boat tour of Chicago River covering all three branches. Narration on Wrigley Building, Willis Tower, Merchandise Mart. Enclosed cabin with bar.
- 1,992 reviews
- 4.84★
- Duration
- 1h 30m
- start times · Fri–Sun
- 4
Chicago Loop: Architecture Interiors Tour & Art DecoChicago's original interiors-focused architecture tour. Art Deco spaces, stained glass mosaics, Board of Trade Building & Cultural Center. Local guide, 2+ hours.
- 1,887 reviews
- 4.97★
- Duration
- 2h
- start times · Every day
- 5
Chicago: Lake Michigan Sunset Cruise from DowntownDepart near Michigan Avenue Bridge on Wendella's boat, cruise the Chicago River and Lake Michigan at sunset. Climate-controlled lounge, expert guide, restroom. 1.5–2 hours.
- 1,735 reviews
- 4.52★
- Duration
- 1h 30m
Chicago Donut Tour: 8 Tastings in 2 HoursTwo-hour walking tour through downtown Chicago with tastings at four donut shops including Doughnut Vault and Do-Rite Donuts.
- 1,560 reviews
- 4.94★
- Duration
- 2h
- start times · Every day
- 3
Chicago Walking Tour: Food, History & ArchitectureWalk 4.5 hours through Chicago's Loop, Millennium Park and Magnificent Mile with a local guide, tasting deep-dish pizza, Chicago-style hot dogs and Italian beef along the way.
- 1,464 reviews
- 4.93★
- Duration
- 4h 30m
- start times · Every day
- 2
Chicago: Medieval Torture Museum Ticket & Ghost Hunting AppSix thousand square feet of torture devices, wax scenes, and execution history. Audio guide included, plus ghost hunting app access. All fees covered.
- 1,081 reviews
- 4.85★
- Duration
- 1h 30m
Chicago Food Tour: 6 Dishes with Deep Dish Pizza & Beef SandwichTaste 6 Chicago classics: deep dish pizza, Italian beef sandwich, gourmet popcorn and a secret dish.
- 1,054 reviews
- 4.89★
- Duration
- 3h
- start times · Every day
- 6
Chicago Skyline Boat Tour: 30–45 minute Lake Michigan cruiseLake Michigan skyline cruise from downtown Chicago with narration, onboard bar, and views of Willis Tower, John Hancock Center, Navy Pier.
- 956 reviews
- 4.44★
- Duration
- 30m–45m
- start times · Every day
- 13
Chicago Chinatown Food Tour: 5 tastings with local guideWalk Chicago's Chinatown with a local guide, tasting dumplings at Phoenix Restaurant, hand-pulled noodles at Yummy Yummy, cumin lamb flatbread at Xi'an.
- 851 reviews
- 4.93★
- Duration
- 3h
- start times · Every day
- 2
Chicago: Flyover at Navy Pier 30-Min Flight Simulation30-minute immersive flight over Chicago's skyline at Navy Pier. Drone footage, live scents and sound design. Admission and audio guide included.
- 783 reviews
- 4.69★
- Duration
- 30m
- start times · Every day
- 35
Chicago Bike & Food Tour: Deep-Dish, Hot Dogs & LakefrontBike 13 miles through Chicago with a local guide, stopping for deep-dish pizza, Chicago-style hot dogs, Italian beef and dessert while passing Wrigley.
- 773 reviews
- 4.94★
- Duration
- 4h 30m
- Every day
- 11:30
Chicago Murder Mystery Tour: Solve a Crime WalkingSolve a murder mystery while walking Chicago's streets and learning real Prohibition history and true crime legends from a live guide over 2 hours.
- 759 reviews
- 4.98★
- Duration
- 2h
- Every day except Wednesday
- 11:00
Chicago City Cruise Tour: Minibus, river boat & skyline stopsSmall-group Chicago tour with expert guide in minibus, three photo stops and optional 75-minute Architecture River Cruise.
- 747 reviews
- 4.77★
- Duration
- 2h–4h
- start times · Every day
- 4