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Top Things to Do in Chicago

We compared all 142 experiences in Chicago so you can choose in minutes: real prices, verified reviews and our editorial picks.

★4.7 142 experiences from US$ 6 ✓Free cancellation on most experiences

All tours (121–140 of 142)

Chicago Airport Transfer: Private Car & Curbside Pickup
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Chicago Airport Transfer: Private Car & Curbside PickupPrivate airport transfer from Chicago with luxury vehicle, curbside pickup, and grace period. Professional chauffeur, real-time updates, all fees included.
Duration
35m–1h
start times · Every day
35
Live guide ENHotel pickupFree cancellationfromUS$ 190per group
Chicago Field Museum: Skip-the-Line Ticket & Audio Tour App
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Chicago Field Museum: Skip-the-Line Ticket & Audio Tour AppField Museum Chicago tickets with self-guided audio tour in WeGoTrip app. Skip lines, explore Egyptian tombs, SUE the T. rex, Lucy fossil. Self-paced, all highlights included.
Duration
3h
Every dayInstant confirmationfromUS$ 57per person
Chicago Bears Game at Soldier Field: NFL Tickets & Tailgate
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Chicago Bears Game at Soldier Field: NFL Tickets & TailgateChicago Bears tickets at Soldier Field, the NFL's oldest stadium on Lake Michigan. Includes seat, concessions access, and game-day activations. Digital ticket to your phone.
Duration
4h
start times · Fri and Sun
2
Instant confirmationfromUS$ 425per person
Chicago to O'Hare Airport: Private Transfer
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Chicago to O'Hare Airport: Private TransferPrivate one-way transfer from Chicago hotels to O'Hare Airport (ORD). Air-conditioned vehicle, 15-minute free wait, fixed price. Pickup from your accommodation.
Duration
45m
Every dayHotel pickupFree cancellationfromUS$ 90per person
Chicago O'Hare & Midway: Wheelchair Accessible Airport Transfer
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Chicago O'Hare & Midway: Wheelchair Accessible Airport TransferPrivate wheelchair-accessible airport transfer in Chicago from O'Hare or Midway. Licensed driver, Toyota Sienna, secure restraints, bottled water. Up to 3 passengers.Every dayHotel pickupFree cancellationfromUS$ 179per group
Field Museum Chicago: SUE T. Rex & VR Experience Ticket
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Field Museum Chicago: SUE T. Rex & VR Experience TicketField Museum admission includes SUE the T. Rex, Ancient Egypt, Hall of Gems, and one VR adventure. All general exhibitions, wheelchair accessible, public transit nearby.
Duration
4h–5h
Every dayFree cancellationfromUS$ 42per person
O'Hare to Chicago: Luxury SUV Airport Transfer & Meet-Greet
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O'Hare to Chicago: Luxury SUV Airport Transfer & Meet-GreetPrivate airport transfer from O'Hare to Chicago hotels in a Mercedes or Cadillac. Includes flight tracking, meet-and-greet, bottled water, and luggage assistance. Fixed price.
Duration
30m
Every dayLive guide EN · ESHotel pickupFree cancellationfromUS$ 211US$ 200per person
Chicago: Hop On Hop Off Bus Tour & Walking Tours
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Most booked
Chicago: Hop On Hop Off Bus Tour & Walking ToursOpen-top double-decker bus tour of Chicago with 11 stops: Millennium Park, Willis Tower, Navy Pier & more. Includes walking tours and sunset ride with real-time app tracking.
2,445 reviews
3.89★
Duration
2h
Every dayFree cancellationfromUS$ 49per person
360 Chicago: 94th Floor Views & CloudBar Drink
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Travelers' pick
360 Chicago: 94th Floor Views & CloudBar Drink360 Chicago observation deck on the 94th floor of the John Hancock Building offers Lake Michigan views, CloudBar drink upgrade, and access to exhibits on Michigan Avenue.
1,328 reviews
3.91★
Duration
1h–4h
start times · Every day
27
Free cancellationfromUS$ 27per person
Museum of Ice Cream Chicago Admission Ticket: Unlimited Treats
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Museum of Ice Cream Chicago Admission Ticket: Unlimited TreatsMuseum of Ice Cream Chicago admission includes 14 interactive installations, unlimited ice cream, and access to the sprinkle pool with timed entry tickets.
478 reviews
3.37★
Duration
1h 30m
start times · Every day except Tuesday
19
fromUS$ 43per person
Chicago Explorer Pass: 35+ Attractions & 360 CHICAGO
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★Top rated
Chicago Explorer Pass: 35+ Attractions & 360 CHICAGOChicago Explorer Pass covers 2–7 attractions including 360 CHICAGO, SkyDeck, Architecture River Cruise & Big Bus tour. Valid 30 days, direct entry with QR code.
370 reviews
3.98★
Duration
1d–30d
Every dayInstant confirmationfromUS$ 84per person
Chicago Airport Transfer: ORD & MDW to Downtown Private Car
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Travelers' pick
Chicago Airport Transfer: ORD & MDW to Downtown Private CarPrivate car service from O'Hare or Midway to Chicago hotels with fixed pricing, flight tracking, and arrivals pickup. Confirmed within 24 hours.
206 reviews
3.74★
Duration
1h
Every dayLive guide ENHotel pickupFree cancellationfromUS$ 90per group
Chicago Ghost Bus Tour: Hauntings & Mob History
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Likely to sell out
Chicago Ghost Bus Tour: Hauntings & Mob History3-hour Chicago ghost bus tour covering St. Valentine's Day Massacre, Devil Baby of Hull House, and John Dillinger's death. Includes 8+ stops and paranormal historian guide.
155 reviews
3.84★
Duration
3h
start times · Sat
2
Live guide ENFree cancellationfromUS$ 59per person
Chicago Attractions Pass: 30+ Museums & Tours, Save 50%
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Chicago Attractions Pass: 30+ Museums & Tours, Save 50%Chicago All-Inclusive Pass covers 30+ attractions including 360 Chicago, Field Museum, Navy Pier. Choose 1, 2, 3 or 5 days. Digital app, no separate tickets needed.
121 reviews
3.49★
Duration
1d–5d
Every dayInstant confirmationfromUS$ 149per person
Chicago Museum of Contemporary Art: General Admission Ticket
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Chicago Museum of Contemporary Art: General Admission TicketGeneral admission to the Museum of Contemporary Art in Chicago with access to rotating exhibitions of living artists across all media.
102 reviews
3.49★
Duration
1h–3h
Tue–SunLive guide ENFree cancellationfromUS$ 22per person
Chicago Airport Transfer: Private Sedan & SUV to ORD & MDW
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Travelers' pick
Chicago Airport Transfer: Private Sedan & SUV to ORD & MDWPrivate transfer from downtown Chicago to O'Hare or Midway airports. Professional driver, fixed price per person, available 24/7. Sedan fits 3, SUV fits 5 passengers.
94 reviews
3.77★
Duration
1h
Every dayLive guide ENHotel pickupFree cancellationfromUS$ 90per group
Chicago MDW Airport to Downtown: Private Transfer 24/7
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Chicago MDW Airport to Downtown: Private Transfer 24/7Private car from Midway Airport to Chicago downtown with professional driver, flight tracking & 60-min wait included. Available round-the-clock.
54 reviews
3.48★
Duration
30m–1h
Every dayHotel pickupFree cancellationfromUS$ 50per person
Chicago City Tour: 20+ Stops & Skyline Views No Filler
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Chicago City Tour: 20+ Stops & Skyline Views No FillerChicago city tour covering 20+ landmarks: Millennium Park, Riverwalk, Willis Tower, Grant Park & more. Shared tour, air-conditioned vehicle, bottled water & snacks included.
21 reviews
3.81★
Duration
4h–8h
Next departure: 31 Jan 2027Live guide EN · AR · FRPickup optionalFree cancellationfromUS$ 150per person
Chicago Midway to Downtown: Private Sedan with Meet & Greet
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Chicago Midway to Downtown: Private Sedan with Meet & GreetPrivate sedan transfer from Chicago Midway Airport to downtown hotels. Meet & greet, luggage help, professional driver. Up to 3 passengers, 24/7 available.Every dayFree cancellationfromUS$ 133per group
O'Hare to Chicago: Private Airport Transfer & Meet-Greet
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O'Hare to Chicago: Private Airport Transfer & Meet-GreetPrivate airport transfer from O'Hare (ORD) to Chicago hotels. Air-conditioned vehicle, meet-and-greet at arrivals, 60 mins free wait. Fixed price, flight tracking.
Duration
45m
Every dayHotel pickupFree cancellationfromUS$ 90per person
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