Destinations
Must-do experiences
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: 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: 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
Recommended (7)
Chicago Crime Mob Bus Tour: Al Capone, Massacre
- 3,638 reviews
- 4.60★
- Duration
- 1h 30m–2h
Chicago Skyline Boat Tour: River & Lake Michigan views
- 2,492 reviews
- 4.69★
- Duration
- 1h 30m
Chicago River: 90-Minute Architecture Cruise & Three Branches
- 1,992 reviews
- 4.84★
- Duration
- 1h 30m
Chicago Loop: Architecture Interiors Tour & Art Deco
- 1,887 reviews
- 4.97★
- Duration
- 2h
Chicago: Lake Michigan Sunset Cruise from Downtown
- 1,735 reviews
- 4.52★
- Duration
- 1h 30m
Top rated (10)
Art Institute of Chicago Skip-the-Line Guided TourSkip the entrance line at the Art Institute and spend 2.5 hours with a guide who knows where the masterpieces are: Paris Street Rainy Day, Nighthawks.
- 364 reviews
- 4.99★
- Duration
- 2h 30m
- start times · Every day except Tuesday
- 3
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: Architecture & True Crime Walking Tour HalloweenFollow a local guide through Chicago’s iconic Palmer House and hidden corners, hear true crime stories, see unique architecture, and end at Chase Tower. Wheelchair accessible.
- 736 reviews
- 4.98★
- Duration
- 1h 30m–1h 45m
- start times · Every day
- 3
Chicago: Gangster & Ghosts Walking Tour with Speakeasy BarsFeel Chicago’s haunted past on a walking tour with real crime stories, Prohibition speakeasy bars, and exclusive access to historic interiors. Includes expert guide.
- 488 reviews
- 4.98★
- Duration
- 1h 30m
- start times · Every day except Wednesday
- 5
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
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: Art Institute Early Access Tour & Skip-the-LineFeel the quiet before the crowds at Chicago’s Art Institute. Early entry, skip-the-line tickets, and a small group with an art historian guide. Includes all admission fees.
- 689 reviews
- 4.97★
- Duration
- 2h 30m
- Every day except Tuesday
- 10:30
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
Escape Room Chicago: 5 Themed Puzzle Games in River NorthSolve puzzles and crack codes in one of five themed escape rooms near Michigan Avenue. Mission: Mars, Prison Break, The Heist, and more.
- 445 reviews
- 4.96★
- Duration
- 1h 15m
- start times · Mon–Thu
- 50
Lowest price (10)
American Writers Museum Ticket: Interactive Exhibits ChicagoSpend an hour to several hours exploring American Writers Museum in downtown Chicago with flexible-date entry and a free bookmark.
- 83 reviews
- 4.83★
- Duration
- 1h–5h
Chicago Navy Pier Centennial Wheel: Skip-the-Line TicketSkip the line at Chicago's 200-foot Centennial Wheel with mobile ticket entry. 360-degree views of Lake Michigan and skyline from enclosed gondolas. Year-round access.
- 96 reviews
- 4.23★
- Duration
- 15m
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
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
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
Field Museum Chicago: SUE T. Rex & Egyptian Mummies TicketsField Museum admission includes SUE the T. rex, Egyptian mummies, Gem Hall, and Dinosaur Hall. 40 million artifacts, free docent tours, wheelchair accessible. Hours 9am–5pm.
- 602 reviews
- 4.58★
- Duration
- 4h
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 · Tue–Sun
- 13
Chicago Theatre: Behind-the-Scenes Tour & Stage Access60-75 minute guided tour of Chicago Theatre's lobby, auditorium and stage. See signatures from Frank Sinatra and Dolly Parton. Wheelchair accessible, includes Wi-Fi.
- 59 reviews
- 4.02★
- Duration
- 1h–1h 15m
- Fri–Sun
- 12:00
Chicago: Mob & Ghost Walking Tour in the Loop at NightWander Chicago’s shadowy alleys and haunted hotels on a true crime walking tour. Hear mob tales, ghost stories, and explore with a local guide, includes all stops.
- 474 reviews
- 4.72★
- Duration
- 1h 30m–2h
- start times · Every day
- 2
Illinois at a glance ✓ 2026-11-03
- Most booked: Chicago River Architecture Cruise: 40+ buildings from the water, US$ 39 (1h–1h 15m, 4.84★ · 17,211).
- Top rated: Chicago: Architecture River Cruise & First Lady Boat Tour, US$ 57 (1h 30m, 4.93★ · 7,641).
- Best value: Chicago River: 90-Minute Architecture Boat Tour, US$ 45 (1h 30m, 4.71★ · 11,316).
Of the 154 experiences: 141 with free cancellation, 135 with instant confirmation, 28 with hotel pickup and 88 bookable last-minute.