Processing your payment

Headout logo. Link to home.
Help

Chicago Attractions

  • All
  • Landmarks
  • Observation Decks
  • Museums

    • Popular things to do

    1

    Family enjoying the view from 360 Chicago observation deck.

    360 Chicago

    Observation Decks
    Discover Chicago's skyline in all its glory at 360 Observation Deck! Marvel at iconic landmarks, like Willis Tower and Lake Michigan, and witness the city's architectural wonders and breathtaking sunset views.
    from $ 30

    2

    Couple lying on glass ledge at SkyDeck, Willis Tower, overlooking Chicago skyline.

    Willis Tower Skydeck Tickets

    Embark on an exhilarating adventure as you stand on the Skydeck's breathtaking glass ledge, suspended 1,353 feet above the vibrant city of Chicago. Ensure your spot by securing tickets that grant you exclusive access to this awe-inspiring experience.
    from $ 42.33

    3

    Chicago Architecture Center facade with city reflections and pedestrians.

    Chicago Architecture Center

    Unlock the stories behind Chicago’s world-famous skyline at the Chicago Architecture Center. Dive into interactive exhibits, then step out on guided walking tours like Must-See Chicago or Walk Through Time. Perfect for architecture lovers and curious explorers, these experiences reveal the design genius that shaped the Windy City.
    from $ 15

    Top experiences in Chicago

    View from the Skydeck at Willis Tower, Chicago, overlooking the cityscape.
    Willis Tower Skydeck Tickets
    Skydeck Chicago Tickets
    from
    $42.33
    Skydeck Chicago Tickets. Rated 4.7 out of 5 from 104 ratings.From $42.33
    Free cancellation
    Couple taking a selfie at Chicago 360 Observation Deck with city skyline view.
    360 Chicago
    360 Chicago Observation Deck Skip-the-Line Tickets
    from
    $30
    360 Chicago Observation Deck Skip-the-Line Tickets. Rated 4.3 out of 5 from 144 ratings.From $30
    Free cancellation
    Family enjoying Chicago skyline view from observation deck.
    City Cards
    Go City Chicago Explorer Pass: Choose from 39 Attractions
    from
    $84
    Go City Chicago Explorer Pass: Choose from 39 Attractions. Rated 4.5 out of 5 from 2112 ratings.From $84
    Free cancellation
    Family enjoying view from Chicago 360 Observation Deck with city skyline.
    360 Chicago
    360 Chicago Sip & View
    from
    $44
    360 Chicago Sip & View. Rated 3.9 out of 5 from 13 ratings.From $44
    Couple taking a selfie in a gallery at The Art Institute of Chicago.
    The Art Institute of Chicago
    The Art Institute of Chicago Tickets
    $40
    The Art Institute of Chicago Tickets. Rated 0 out of 5 from 0 ratings.From $40
    Free cancellation
    Big Bus Chicago tour and Chicago 360 observation deck view.
    Combo
    Combo (Save 10%): Chicago Hop-on Hop-off Bus Tour + 360 Chicago Observation Deck Skip-the-Line Tickets
    from $75
    $67.50
    10% off
    Combo (Save 10%): Chicago Hop-on Hop-off Bus Tour + 360 Chicago Observation Deck Skip-the-Line Tickets. Rated 4.5 out of 5 from 440 ratings.From $67.50
    Free cancellation
    Chicago mirror maze experience with Go City All-Inclusive Pass.
    City Cards
    Go City Chicago All-Inclusive Pass: Choose from 39 Attractions
    from
    $149
    Go City Chicago All-Inclusive Pass: Choose from 39 Attractions. Rated 4.4 out of 5 from 2130 ratings.From $149
    Free cancellation
    Guests exploring architectural models at the Chicago Architectural Center.
    Chicago Architecture Center
    Chicago Architecture Center Exhibit Admission
    $15
    Chicago Architecture Center Exhibit Admission. Rated 0 out of 5 from 0 ratings.From $15
    Free cancellation
    Kualoa Ranch coastline with lush greenery and distant mountains in Oahu, Hawaii.
    Test- LFC Payload- Museums
    Test Exp for Salesforce Testing
    $11.62
    100% off
    Test Exp for Salesforce Testing. Rated 4.8 out of 5 from 121 ratings.0
    Free cancellation
    Skyscrapers at 111 E. Wacker Dr. in Chicago with clear blue sky.
    Chicago Architecture Center
    Chicago Architecture Center Admission With Walk Through Time Tour
    $35
    Chicago Architecture Center Admission With Walk Through Time Tour. Rated 0 out of 5 from 0 ratings.From $35
    Free cancellation
    Guided group walking under Calder's Flamingo sculpture in Chicago.
    Chicago Architecture Center
    Architecture Center Admission with Must-See Chicago Walking Tour
    $35
    Architecture Center Admission with Must-See Chicago Walking Tour. Rated 0 out of 5 from 0 ratings.From $35

    How Headout makes choosing experiences effortless

    We curate the best ways to experience

    We research and organise all unique experiences - from tickets to tours to special combos - so you get all the choices without the clutter.

    We partner with the best

    Every supplier is vetted for quality, reliability, and value so you only get top rated experiences. No surprises, no disappointments.

    All the best options, in one place

    Each experience is thoughtfully organised to give you maximum availability, great value and an easy way to choose.

    Book with complete peace of mind

    Free cancellations, Flexible payments, and 24/7 support - thoughtfully designed for flexibility, assurance, and total peace of mind.

    1/4

    We curate the best ways to experience
    We partner with the best
    All the best options, in one place
    Book with complete peace of mind
    Download app section background

    What our guests say

    Frangelith Bolivar
    US

    Frangelith

    United States
    Feb 2026
    ‌
    review-image
    ‌
    review-image
    ‌
    review-image

    +1 more

    It was a nice experience. The view he gives us from Chicago was spectacular, and the attention incredible. I give 100 points to this beautiful place

    360 Chicago Observation Deck Skip-the-Line Tickets

    Ashleigh Provan
    US

    Ashleigh

    United States
    Jan 2026
    ‌
    review-image
    ‌
    review-image
    I loved this experience! I went alone and all of the employees were super kind and welcoming. I haven't been to the skydeck in over 10 years so it was great to go back and see the amazing views of Chicago!!

    Skydeck Chicago Tickets

    TANYA RAMAKRISHNAN
    US

    Tanya

    United States
    Jan 2026
    ‌
    review-image
    ‌
    review-image
    ‌
    review-image
    It's a good experience overall. Viewing chicago city from skydeck gives entirely different experience and vibe. It Gives an eagle view of city, states and Lake Michigan 👌 Had a fun time with family and the Ledge view and photos taken also Gives super experience. It adds value to memory.

    Skydeck Chicago Tickets

    Iryna Usyk
    UA

    Iryna

    Ukraine
    Nov 2025
    It was amazing! The view from 360 Chicago was absolutely perfect, and there weren’t too many people, which made the experience even better. Highly recommend!

    Combo: Chicago Hop-on Hop-off Bus Tour + 360 Chicago Observation Deck Skip-the-Line Tickets

    Katrin Kuchel
    DE

    Katrin

    Germany
    Nov 2025
    It was a sunny day with some white clouds, therefore the view was spectacular. Even the shodowy skyline of some of Chicago's skyscrapers could perfectly be seen on Lake Michigan's surface. It was not crowded at all and so we could take as much time as we needed to walk around and enjoy the view.

    Combo: Chicago Hop-on Hop-off Bus Tour + 360 Chicago Observation Deck Skip-the-Line Tickets

    We've served 48 million+ guests and we are here for you

    48 million+

    Happy customers across 10,000+ experiences

    In the media

    Featured and recommended by the best brands

    24 x 7 help center

    Have a question? Live chat with local experts anywhere, anytime