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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 (101–120 of 142)

Chicago: Cloud Gate, Architecture & Grant Park Full Day
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Chicago: Cloud Gate, Architecture & Grant Park Full DayChicago full-day tour: Cloud Gate, architecture tour, Grant Park & Buckingham Fountain. Optional Art Institute or 360 Chicago views. Professional guide.
4 reviews
4.00★
Duration
8h–10h
Mon
08:00
Live guide ENHotel pickupFree cancellationfromUS$ 194per person
Chicago to Milwaukee Day Trip: Harley-Davidson Museum & Art
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Likely to sell out
Chicago to Milwaukee Day Trip: Harley-Davidson Museum & ArtDay trip from Chicago to Milwaukee with professional guide and driver, exploring the Harley-Davidson Museum, Public Market.
4 reviews
5.00★
Duration
1d
Fri and Sat
08:00
Live guide ENFree cancellationfromUS$ 125per person
Learn to Make Mole in Chicago: Authentic Mexican Class
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Likely to sell out
Learn to Make Mole in Chicago: Authentic Mexican ClassMake authentic Mexican mole with Carla, a chef trained at a Michelin-starred restaurant, learning the traditional spice blend and technique in a two-hour.
4 reviews
5.00★
Duration
2h
Every day
13:00
Live guide EN · ESFree cancellationfromUS$ 186per person
Chicago Brewery Tour: 5 Micro Breweries with Homemade Guacamole
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Chicago Brewery Tour: 5 Micro Breweries with Homemade GuacamoleFive craft breweries in Chicago's Fulton Market district with homemade guacamole, tortilla chips, and 15 ounces of beer tasting included.
4 reviews
5.00★
Duration
1h 30m
start times · Wed–Sun
3
Live guide EN · ESFree cancellationfromUS$ 63per person
Midway to Downtown Chicago: Private Luxury SUV Transfer
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Midway to Downtown Chicago: Private Luxury SUV TransferPrivate car service from Chicago Midway Airport to downtown hotels. Curbside pickup, professional drivers, up to 7 passengers, 60-minute wait time included. Available 24/7.
4 reviews
5.00★
Every dayPickup optionalFree cancellationfromUS$ 175per group
Chicago Airport Transfer: Private Sedan & WiFi
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Chicago Airport Transfer: Private Sedan & WiFiPrivate sedan transfer from Chicago airport with driver holding nameplate, WiFi, bottled water, and confirmation email with vehicle details. Up to 18 miles, all fees included.
4 reviews
4.00★
Duration
30m–45m
Every dayPickup optionalFree cancellationfromUS$ 179per group
Chicago Full-Day Walking Food Tour: Cloud Gate to deep dish
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Chicago Full-Day Walking Food Tour: Cloud Gate to deep dishChicago's iconic foods, Millennium Park, Riverwalk and the Bean in one 5-hour walking tour with free 2-hour bike or kayak rental after.
3 reviews
5.00★
Duration
5h
Sat
10:30
Live guide ENFree cancellationfromUS$ 99per person
Luxury SUV Airport Transfer Chicago: O'Hare & Midway Pickup
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Luxury SUV Airport Transfer Chicago: O'Hare & Midway PickupPrivate luxury SUV transfer from Chicago's O'Hare or Midway airport with professional driver and curbside pickup.
3 reviews
5.00★
Duration
30m–1h
Every dayPickup optionalFree cancellationfromUS$ 205per group
Chicago Executive Limo Service: Private Car with WiFi
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Chicago Executive Limo Service: Private Car with WiFiPrivate sedan, SUV or Sprinter van in Chicago with professional chauffeur, bottled water and onboard WiFi. Pickup notifications keep you informed from one hour before arrival.
3 reviews
5.00★
Duration
1h
Every dayHotel pickupFree cancellationfromUS$ 180per group
O'Hare to Chicago Downtown Taxi: Private Airport Transfer
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O'Hare to Chicago Downtown Taxi: Private Airport TransferPrivate taxi from O'Hare Airport to Chicago Downtown with real-time flight tracking. Your driver meets you at baggage claim and handles all tolls.
2 reviews
5.00★
Duration
15m–6h
Every dayHotel pickupFree cancellationfromUS$ 145per group
Midway to Chicago Downtown: Luxury SUV Transfer & Meet Inside
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Midway to Chicago Downtown: Luxury SUV Transfer & Meet InsidePrivate SUV transfer from Chicago Midway Airport to downtown hotels. Driver meets you at baggage claim with luggage help. 24/7 service, fixed pricing.
2 reviews
5.00★
Every dayFree cancellationfromUS$ 240per group
Chicago Private Neighborhoods Tour: Gold Coast to Chinatown
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Chicago Private Neighborhoods Tour: Gold Coast to ChinatownPrivate tour of Chicago's five neighborhoods with English-speaking driver: Gold Coast mansions, Lincoln Park, Wrigley Field, Hyde Park.
1 review
5.00★
Duration
4h
start times · Every day
15
Live guide ENHotel pickupFree cancellationfromUS$ 217per person
Chicago Airport Transfer: Private Car or SUV to Your Hotel
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Chicago Airport Transfer: Private Car or SUV to Your HotelPrivate transfer from Chicago O'Hare or Midway airport to your hotel in a luxury Audi A8 or Cadillac Escalade.
1 review
5.00★
Duration
45m
Every dayHotel pickupFree cancellationfromUS$ 147per person
Yucatan Dinner in Chicago: Michelin-Trained Chef's Home Cooking
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Likely to sell out
Yucatan Dinner in Chicago: Michelin-Trained Chef's Home CookingCook and eat Yucatan cuisine in Chicago with Chef Carla, trained at a Michelin Star restaurant in Spain. Aperitif, cocktails and digestif included over two hours.
1 review
5.00★
Duration
2h
Next departure: 18 Sep 2027Live guide EN · ESFree cancellationfromUS$ 205per person
O'Hare to Chicago Private Transfer Business Car Meet & Greet
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O'Hare to Chicago Private Transfer Business Car Meet & GreetPrivate transfer from O'Hare Airport to your Chicago hotel in a disinfected business car with professional driver, meet-and-greet service, and luggage assistance.
1 review
5.00★
Duration
30m
Every dayLive guide ENHotel pickupFree cancellationfromUS$ 159US$ 149per person
Chicago to O'Hare Airport: Luxury SUV Transfer & Meet-Greet
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Chicago to O'Hare Airport: Luxury SUV Transfer & Meet-GreetPrivate SUV transfer from Chicago hotels to O'Hare Airport with professional driver, meet-and-greet, and disinfected vehicle. Fixed pricing, luggage assistance included.
1 review
5.00★
Duration
30m
Every dayLive guide ENHotel pickupFree cancellationfromUS$ 211US$ 200per person
Chicago O'Hare Airport Transfer: Luxury SUV with Hotel Pickup
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Chicago O'Hare Airport Transfer: Luxury SUV with Hotel PickupLuxury SUV transfer from Chicago hotels to O'Hare Airport. Professional chauffeur, fixed pricing, flight tracking, bottled water and chargers included.
1 review
5.00★
Duration
30m–1h
Every dayHotel pickupFree cancellationfromUS$ 150per group
Chicago Flag Bus Tour: City landmarks and history
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Chicago Flag Bus Tour: City landmarks and historyA 90-minute bus tour through Chicago's landmarks with a live English-speaking guide: learn how Fort Dearborn, the Great Chicago Fire.
Duration
1h 30m
start times · Mon–Thu
2
Live guide ENInstant confirmationfromUS$ 42per person
360 Chicago: 94th Floor Views & Fast Pass Entry
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Travelers' pick
360 Chicago: 94th Floor Views & Fast Pass Entry360 Chicago observation deck at 1,000 feet with fast-pass line skip, CloudWalk art exhibit, and CloudBar. 40-second elevator ride on Michigan Avenue.
Duration
1h–2h
start times · Every day
27
Free cancellationfromUS$ 35per person
Chicago: Christmas Eve Dinner Cruise Lake Michigan & DJ
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Chicago: Christmas Eve Dinner Cruise Lake Michigan & DJThree-hour Christmas Eve dinner cruise on Lake Michigan with chef-prepared plated menu, DJ entertainment, and skyline views. Full bar included.
Duration
3h
Thu
18:00
Free cancellationfromUS$ 149per person
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