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Top Picks for Chicago

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53132 Results for Chicago

  • 1-day tour of Chicago, USA

    1-day tour of Chicago, USA

    󱩳[Wind City Tour] See the magnificent scenery of Chicago, visit classic landmarks, and feel the charm of "post-modern architectural style";
    4.5/5
    Satisfactory· 4 reviews
    FromNZD 261.92
  • Chicago Film and TV Tour: Skyscraper Light and Shadow 1-day Tour

    Chicago Film and TV Tour: Skyscraper Light and Shadow 1-day Tour

    󱩳Today you will step onto the streets that inspired Gotham City in "The Dark Knight," experiencing the mystery and solemnity beneath Gothic architecture.
    FromNZD 219.24
  • Chicago: Mob and Crime Bus Tour

    Chicago: Mob and Crime Bus Tour

    󱩳Admire the city's spectacular architecture and Prohibition Era landmarks
    4.3/5
    Good· 64 reviews
    5% off
    Limited-time sale
    FromNZD 81.48NZD 85.77
  • Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929

    Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929

    5.0/5
    Excellent· 1 review
    FromNZD 87.70
  • Chicago River 90-Minute Architecture Tour

    Chicago River 90-Minute Architecture Tour

    4.7/5
    Great· 4.3k reviews· 100+ booked
    FromNZD 78.58
  • Chicago: Ultimate City Attractions Bike Tour

    Chicago: Ultimate City Attractions Bike Tour

    󱩳Behold the beautiful architecture of the Museum Campus
    4.9/5
    Excellent· 10 reviews
    5% off
    Limited-time sale
    FromNZD 99.53NZD 104.77
  • Chicago: Immersive Flyover Journey Ticket

    Chicago: Immersive Flyover Journey Ticket

    󱩳Feel the city's winds and mists thanks to amazing special effects in the Flyover
    4.8/5
    Great· 88 reviews
    5% off
    Limited-time sale
    FromNZD 63.08NZD 66.41
  • The Art Institute of Chicago

    The Art Institute of Chicago

    No. 1 of Best Things to Do in Chicago
    Book now for tomorrow
    Museums
    Themed exhibition halls
    4.7/5
    · 465 reviews
    18% off
    FromNZD 66.78NZD 81.5
  • 360 CHICAGO

    360 CHICAGO

    No. 2 of Best Things to Do in Chicago
    Book now for tomorrow
    Night view
    4.8/5
    · 42 reviews
    10% off
    FromNZD 47.45NZD 52.72
  • 875 North Michigan Avenue

    875 North Michigan Avenue

    No. 1 of Night Attractions in Chicago
    Book now for tomorrow
    Night view
    4.5/5
    · 243 reviews
    5% off
    FromNZD 50.06NZD 52.69
  • Field Museum

    Field Museum

    No. 4 of Best Things to Do in Chicago
    Book now for tomorrow
    Museums
    4.7/5
    · 318 reviews
    7% off
    FromNZD 48.40NZD 52.3
  • Chicago CityPASS

    Chicago CityPASS

    󱩳Save 50% on premium admission to the TOP 5 Chicago attractions See Chicago's top attractions, handpicked and packaged together at a significant savings. Nine consecutive days of validity, including the first day of use
    City passes
    Book now for tomorrow
    5.0/5
    Excellent· 24 reviews· 200+ booked
    FromNZD 246.01
  • Grant Park

    Grant Park

    No. 5 of Best Things to Do in Chicago
    Natural scenery
    Night view
    4.3/5
    · 117 reviews
  • Navy Pier

    Navy Pier

    No. 1 of Family-friendly Attractions in Chicago
    Night view
    4.5/5
    · 341 reviews
    Free
    Chicago City Tour with Architecture River Cruise Option
    Book now for today
    Conditional cancellation
    FromNZD 86.02
  • BIG BUS Chicago hop-on hop-off bus tour

    BIG BUS Chicago hop-on hop-off bus tour

    󱩳Enjoy the beautiful scenery of Chicago on a convenient open-top double-decker bus.
    Bus tours
    Book now for tomorrow
    5.0/5
    Excellent· 3 reviews· 61 booked
    FromNZD 63.64
  • Signature dishes of Chicago bike tour

    Signature dishes of Chicago bike tour

    󱩳Ride around Chicago as you listen to an expert guide
    FromNZD 158.14
  • The Chicago Theatre Tour Experience

    The Chicago Theatre Tour Experience

    Performance/show tickets
    FromNZD 52.77
  • Willis Tower

    Willis Tower

    No. 4 of Night Attractions in Chicago
    Immediate access
    Book now for today
    Night view
    4.5/5
    · 506 reviews
    17% off
    FromNZD 74.20NZD 89.65
  • Go City: Chicago Explorer Pass (Discover over 30 top attractions | 360 CHICAGO, Skydeck Chicago & more)

    Go City: Chicago Explorer Pass (Discover over 30 top attractions | 360 CHICAGO, Skydeck Chicago & more)

    󱩳Save up to 50% vs buying individual tickets Go at your own pace with 30 days validity from your first attraction visit Perfect for ticking a few firm favourites off your bucket list
    City passes
    Book now for today
    4.0/5
    Good· 2 reviews· 76 booked
    FromNZD 147.61
  • Chicago Architecture Cruise Experience from Michigan Avenue|Depart from Navy Pier

    Chicago Architecture Cruise Experience from Michigan Avenue|Depart from Navy Pier

    󱩳Board the Chicago Architecture River Cruise and admire the stunning skyline
    Book now for tomorrow
    FromNZD 102.58
  • Chicago: Highlights & Attractions Walking Tour

    Chicago: Highlights & Attractions Walking Tour

    FromNZD 87.75
  • Hidden In Plain Sight: Chicago Prohibition Tour

    Hidden In Plain Sight: Chicago Prohibition Tour

    FromNZD 71.66
  • Millennium Park

    Millennium Park

    2026 Americas 50 - Night Attractions
    Night view
    4.6/5
    · 595 reviews
    Free
    Explore Chicago’s Hidden Past: Prohibition Culture & Architecture
    Book now for today
    Conditional cancellation
    FromNZD 87.79
  • Scenic Chicago Night Tour

    Scenic Chicago Night Tour

    FromNZD 298.85
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Trip.com Picks

Popular Chicago Tours

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Popular Activities

Chicago Favorites Ultimate Food and Walking Tour Millennium Park self-guided walking audio tour in ChicagoBite into Chicago: Discover the City’s Most Iconic FoodChicago highlights and hidden gems self-guided audio tourChicago: Field Museum of Natural History Ticket or VIP TourChicago: Museum of Ice Cream Entry TicketChicago: 360 Chicago Observation Deck Sip and View TicketChicago: Loop Neighborhood Guided Walking TourChicago: River North Walking Food Tour'Spray Paint & Sip' urban art workshop in ChicagoChicago River 45-Minute Architecture Tour from Magnificent MileChicago River 90-Minute Architecture TourChicago Downtown Walking Tour & Lake Michigan Cruise TicketsChicago: 2-Hour Kayak Rental from BridgeportChicago: Moonlight Paddle Tour on the Chicago River
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Reviews/Trip Moments

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Reviews: 1-day tour of Chicago, USA
Guest User2024-07-02
The master is super good, punctual and kind. The experience is great, the overall is awesome, the service is very good, and the price is high.
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Reviews: Chicago: Mob and Crime Bus Tour
Guest User2025-10-18
Our guide, J, was very enthusiastic and knowledgeable and a terrific storyteller! Saw and heard about some great historical moments in the dark days of Chicago
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Reviews: Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929
Guest User2025-10-26
very nice view, detailed explanation of buildings of Chicago. I recommend late afternoon or evening time to jump on the cruise
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Reviews: Chicago River 90-Minute Architecture Tour
Guest User2025-07-20
Please change speakers on the top deck. It's ear splittingly loud if you are unfortunate to sit anywhere near it. 90 decibels for a 90 minute cruise resulted in ears ringing all night. The tour guide himself was fantastic though. If you upgrade your speakers to higher fidelity ones rather than jbl you won't require such high volume.
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Reviews: Chicago: Ultimate City Attractions Bike Tour
Guest User2025-09-15
Amazing guide and tour. Bikes were excellent and gave us chance to see so much of the city you wouldn’t access on any other tour. Loved it!!

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