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See the most popular tours and activities in Chicago and see for yourself why they are the Best Sellers!
23Activities

    Availability varies by date for all activities.

  1. 1
    Ascend to the top of the John Hancock Building for extraordinary views of the city at 360 Chicago! Spot noteworthy structures during the day and marvel at the illuminated skyline at night.

    From USD26.50

    Daily
  2. 2
    Learn about the past and present of Chicago with a visit to Wicker Park, Old Polonia and other historic neighborhoods! Also, get to enjoy unique and tasty treats as you walk along.

    USD49.00

    Sun, Thu, Fri
    3 hour(s) (afternoon)
  3. 3
    Step into the past and explore the Chicago bars and speakeasies with an expert guide. See top sites like the Magnificent Mile, Tribune Tower and more. Get to hear an engaging commentary as you go along!
    Meal Provided

    USD38.00

    Sun, Mon, Thu, Fri, Sat
    3 hour(s) (afternoon, evening)
  4. 4
    Tour the best of Chicago aboard an open top bus and get the best view of the city's most iconic skyscrapers like Willis Tower and John Hancock and the vast Lake Michigan. Revel in the flexibility of the tour and make the most out of your trip!

    From USD46.00

    Daily
  5. 5
    See everything the "Windy City" has to offer on a four-hour bus tour. Visit the Lincoln Park, Washington Park and drive along the Chicago Outer drive for a panoramic view of the city. Add thrill to your experience with a visit to 360 Chicago!
    Accessible

    From USD52.95

    Daily
    4.5 - 5 hour(s) (morning, afternoon)
  6. 6
    Whether you know it as the Willis Tower or the Sears Tower, head to the top and take in the views from the Sky Deck and the heart-pounding thrill of the Ledge.
    Accessible

    USD23.00

    Daily
  7. 7
    Get the complete Chicago experience with a bus tour through the city's South Side, North Side or both! Then take a narrated cruise along the longest lake in the world to admire the local architecture.
    Accessible

    From USD73.95

    Daily
    2.5 - 4.5 hour(s) (morning, afternoon)
  8. 8
    Spend the evening on the calm waters of Lake Michigan aboard the luxurious Odyssey and enjoy a delicious dinner, upscale entertainment and picture perfect views of Chicago's iconic skyline and landmarks like the Willis Tower and John Hancock Center.
    Meal Provided
    Accessible

    From USD149.46

    Mon, Tue, Wed, Thu, Fri, Sat
    (evening)
  9. 9
    Explore the incredible architecture of Chicago as your guide takes you along a creative route that weaves through buildings, secret short-cuts and the pedway. Visit sites like the "Chicago Picasso" and Chicago Cultural Center.

    USD28.00

    Daily
    2.5 hour(s) (morning, afternoon)
  10. 10
    Explore Chicago from the comfort of a tour bus and learn interesting facts about the city from your guide. Pass the famous "Loop" and see the Wrigley Building as well as the John Hancock Center.
    Accessible

    USD34.95

    Daily
    2.5 hour(s) (morning, afternoon)
  11. 11
    Buckle up on this comprehensive sightseeing cruise of Chicago that leaves no famous landmark behind. Hop aboard a speedboat and race past the Windy City skyline while taking in the scenery.

    From USD32.40

    Daily
    1 - 2 hour(s) (afternoon, evening)
  12. 12
    There's no better way to enjoy the panoramic scenes of Chicago but through a 360-degree view deck atop John Hancock Building. Then, delight in an exquisite half -bottle of Italian Prosecco.

    USD70.00

    Daily
    (morning)
  13. 13
    See the entire city of Chicago atop the John Hancock Building at 360 Chicago! Marvel at the panoramic view of the city skyline and Lake Michigan, explore its multimedia exhibits and learn a thing or two about the timeless city.

    From USD22.00

    Daily
  14. 14
    Embark on an evening of a lifetime with a sunset cruise on Lake Michigan, and enjoy a mouthwatering buffet, perfect views of Chicago, entertainment and more!
    Meal Provided
    Accessible

    From USD108.66

    Daily
    (evening)
  15. 15
    Hop on a Segway and follow your guide through the city streets of Chicago. See iconic sites like The Field Museum, Adler Planetarium, Grant Park and more! Admire the city lights as you glide along.

    USD70.85

    Daily
    2 - 2.5 hour(s) (evening)
  16. 16
    Explore the "Windy City" the most comfortable way, on a smooth gliding Segway. Let your guide take you to popular landmarks such as Adler Planetarium, Buckingham Fountain, Millennium Park and more!

    From USD70.85

    Daily
    2.5 - 3.5 hour(s) (morning, afternoon, evening)
  17. 17
    Learn all about Chicago architecture and its connection with art, history & pop culture on a jam-packed tour perfect for locals and visitors alike. See the Michigan Avenue Bridge and Diamond Building!

    USD25.00

    Sun, Wed, Fri, Sat
    2 hour(s) (afternoon, evening)
  18. 18
    See the very best of Chicago with an expert guide on a comfortable mini bus and then head out on a river cruise along over 40 iconic architectural landmarks.
    Pick-up Provided

    USD70.00

    Sun, Tue, Wed, Thu, Fri, Sat
    3.5 - 4 hour(s) (morning, afternoon)
  19. 19
    The World's Columbian Exposition was a monument to culture and ingenuity. See the beauty of this era first hand on this comprehensive guided tour. Admire the Monadnock Building, among other Chicago top sites!

    USD45.00

    Wed, Fri, Sat
    3.5 hour(s) (afternoon)
  20. 20
    See the very best of Chicago in the comfort of an air-conditioned mini bus as your knowledgeable guide takes you to the landmark locations of the "Windy City".
    Pick-up Provided

    USD35.00

    Mon
    2 - 3 hour(s) (morning, afternoon)