Chicago Sightseeing Tours, Chicago tours & activities, fun things to do in Chicago | VELTRA

This site uses cookies. By continuing to browse the site you are agreeing to our use of cookies. Find out more here

Discover the different sides of Chicago on a variety of sightseeing tours! Explore the city on a walking tour and learn about its history, architecture and famous sights. Glide past Chicago landmarks on a Segway or take a bike on the Lakefront Trail. Try authentic Chicago-style pizza on a food tour or meet locals on a pub crawl and experience Chicago nightlife.
1/1 pages

    Availability varies by date for all activities.

  1. No.1
    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!

    From USD52.95

    4.5 - 5 hour(s) (morning, afternoon)
  2. No.2
    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.


    2.5 hour(s) (morning, afternoon)
  3. No.3
    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.


    2.5 hour(s) (morning, afternoon)
  4. Tick one off of your bucket list and fly a helicopter yourself! Learn how to maneuver in the air without the hours and hours of training and high cost. In just a short time, acquire a unique skill and fly over Chicago's green landscapes.


    1 hour(s) (morning, afternoon, evening)
  5. Experience the Chicago skyline like no other! Fly over Downtown's top landmarks like the John Hancock Building, Willis Tower and United Center. Get a glimpse of the Wrigley Field and keep an eye out for the Chicago Cubs. Make memories from the skies!


    1 hour(s) (morning, afternoon, evening)
  6. 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

  7. 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

    1 - 2 hour(s) (afternoon, evening)
  8. 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

    2.5 - 3.5 hour(s) (morning, afternoon, evening)
  9. 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.


    Sun, Thu
    3 hour(s) (afternoon)
  10. 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!


    Wed, Fri
    2 hour(s) (afternoon, evening)
  11. 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


    Sun, Tue, Wed, Thu, Fri, Sat
    3.5 - 4 hour(s) (morning, afternoon)
  12. 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!


    Wed, Fri, Sat
    3.5 hour(s) (afternoon)
  13. 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


    Sun, Tue, Wed, Thu, Fri, Sat
    2 - 3 hour(s) (morning, afternoon)
  14. 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!


    Sun, Mon, Thu, Fri, Sat
    3 hour(s) (afternoon, evening)
  15. Take an evening guided tour of Chicago and be treated to a colorful display of fireworks over Lake Michigan. Also, see famous sites such as The Field Museum, Adler Planetarium, Grant Park and more!


    Wed, Sat
    3 hour(s) (evening)
  16. Head out across the "Windy City" for a guided tour to see its many iconic landmarks and locations. Enjoy a slice of the famous Chicago deep dish pizza as you learn new fun facts about the city.


    6 hour(s) (morning, afternoon)
  17. Head to the south shore of Chicago and immerse yourself in a fascinating culture and history. This guided tour will take you past the best of the city as you learn new facts from an expert guide.


    2.5 hour(s) (afternoon)
  18. Explore Northwest Chicago with views from above! Fly past the biggest shopping mall in Illinois called Woodfield Mall, the luxurious Barrington Hills village and the Grand Victoria Casino, among others. See the outline of Fox River tracing Chicago.


    1 hour(s) (morning, afternoon, evening)

Browse by Chicago