Destinations
All tours (21–40 of 154)

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 Small Group Tours: Museum Campus skyline viewsSmall-group minibus tour of Chicago with expert guide, four photo stops at iconic landmarks, and skyline views from Museum Campus. Max 13 passengers.
- 689 reviews
- 4.87★
- Duration
- 2h
- start times · Every day
- 4

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

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: Pedway Underground Tour & Loop ArchitectureChicago's Pedway tunnel system connects 40 downtown blocks. Tour City Hall, Chicago Picasso, Marshall Field's interior, and Chicago Cultural Center with a local guide.
- 593 reviews
- 4.89★
- Duration
- 2h
- start times · Every day
- 2

Chicago Night Crimes Tour: St Valentine's Day Massacre & Gangster Sites2–2.5 hour bus tour of Chicago's mob history with stops at the St. Valentine's Day Massacre, Biograph Theater, and crime scenes. Includes video footage and souvenir pamphlet.
- 524 reviews
- 4.82★
- Duration
- 2h–2h 30m
- Thu and Fri
- 19:30

Chicago: Historic Fireboat River & Lake Cruise with ArchitectureCruise Chicago's river and Lake Michigan aboard a retired 1937 fireboat. Expert narration on fire history and architecture. Onboard bathrooms, all fitness levels welcome.
- 514 reviews
- 4.92★
- Duration
- 2h
- start times · Sat and Sun
- 2

Chicago: Neighborhood Pizza Bus Tour & Historic PizzeriasEat your way through Chicago’s iconic neighborhoods with a local guide, sampling deep dish, tavern-style, and coal-fired pizza. Includes bus transport and four slices.
- 489 reviews
- 4.89★
- Duration
- 3h 30m
- Sat and Sun
- 11:00

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: 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

Chicago Architecture Walking Tour: Burnham & Sullivan LandmarksWalking tour of Chicago's architectural landmarks on Michigan Avenue and State Street. Includes Chicago Cultural Center, Palmer House, Wrigley Building. 2.5 hours.
- 462 reviews
- 4.94★
- Duration
- 2h
- start times · Every day
- 5

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

Paint your own street art in Chicago: Spray paint workshopLearn spray paint, stencil and graffiti styles from local artists at Studio W.I.P. in Chicago, then take home a canvas you painted yourself in 90 minutes.
- 439 reviews
- 4.80★
- Duration
- 1h 30m
- start times · Every day
- 4

Chicago Lakefront Segway Tour: Grant Park & Museum Campus2-hour Chicago Segway tour covering 6-8 miles along the lakefront. Includes Buckingham Fountain, Field Museum, Shedd Aquarium, Soldier Field, guide and helmet. Max 8 people.
- 397 reviews
- 4.96★
- Duration
- 2h
- start times · Every day
- 3

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

Lake Michigan Speedboat Ride Chicago: 30-Minute Skyline TourHigh-speed boat tour departing Navy Pier with unobstructed views of Chicago's skyline and live guide commentary. 30 minutes on the water.
- 360 reviews
- 4.11★
- Duration
- 30m

Chicago: Haunted Pub Crawl & Ghost Stories Walking TourFollow a costumed guide through Chicago’s haunted bars, hear real ghost stories, and sip drinks in historic pubs. Includes walking tour with local expert.
- 350 reviews
- 4.91★
- Duration
- 2h 30m
- start times · Fri and Sat
- 2

Chicago Gangsters and Ghosts Walking Tour: South Loop HistoryWalk Chicago's South Loop with a historian guide through speakeasies, mob sites and haunted landmarks: Palmer House, Chicago Theatre, Congress Hotel.
- 330 reviews
- 4.81★
- Duration
- 2h
- start times · Every day
- 13
Chicago Bike Tour: Downtown Landmarks & LakefrontGuided 3-hour Chicago bike tour covering Millennium Park, Grant Park, Museum Campus and the lakefront with bikes and helmets included.
- 280 reviews
- 4.94★
- Duration
- 3h
- start times · Every day except Tuesday and Thursday
- 2

Chicago Lakefront Bike Tour: 3-hour neighborhood rideBike tour of Chicago's North Side lakefront neighborhoods with guide, bike and helmet included: ride past Gold Coast mansions.
- 268 reviews
- 4.91★
- Duration
- 3h
- Sat
- 10:30
