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Chicago Bus Tour for 2024

The Best Prices of Any Group Bus Tour Company in America

See Chicago by bus!

Experience one of America's most vibrant cities on our group bus trip to Chicago! See the breathtaking downtown and lakefront from 1000 feet above the city at the 360 Chicago (formerly the John Hancock Observatory) and then sit back and relax during a cruise on Lake Michigan, with a unique view of the city skyline. A guided tour of Chicago shows you all the famous city sights, then shop the famous waterfront Navy Pier. Your group will also enjoy a guided tour of the fascinating Money Museum housed at the historic Federal Reserve Bank of Chicago and will visit the Museum of Science and Industry. Last, but not least, your group will be treated to a visit to a Chicago-area casino! Do Chicago by bus for an exciting city experience your group will never forget!

Here's what Group Leaders are saying about Diamond Tours

  • I have led over 10 tours with Diamond Tours as a Group Leader. I wouldn't go with any other company, their itineraries and cost are unbeatable.

    Cory, County Department Group Leader, August, 2022

  • Thanks for all the behind the scenes work that you all do. Makes my job "look" easy!!

    Kathy, Group Leader, October, 2022

Our 2024 Chicago Bus Trip Includes:

You Get More with Diamond Tours!

Price Includes Transportation

We’ll pick up your group at the location YOU choose. We use only top-quality motorcoaches with at least 54 seats that are restroom and video equipped

3 Free Trips

With 49 paid participants, or 2 free trips with 40 paid participants (30 people minimum). We can also accommodate smaller groups.

Free Personalized Color Flyers

Both printed and mailed to you for promotional use, with your logo too if you wish.

On-Site Support

Our on-site Destination Managers make sure your group's bus trip goes as planned

All Documents Needed

Weeks before your group's trip, you'll get detailed itineraries for your group and the bus driver will get detailed directions.

30 Years of Experience

The largest and best bus tour company in America

Booking Tours is RISK FREE – No Deposit Required

To Book a Tour, Follow These Simple Steps:

  • Register to get the exact prices and itineraries for your group's unique starting location.
  • Choose your group's bus tour
  • Call us with your preferred travel dates for the tour you have selected.
  • We'll hold that trip date for FREE, send you all the promotional materials you need, and give you time to promote the tour.
  • When you have the deposit from your group, send it to Diamond Tours.
  • If you need to cancel, there's no obligation.

As you can see, no other bus tour company in America makes it so easy and risk free to make a reservation. For answers to Frequently Asked Questions, refer to our FAQ's Page or Contact Us directly.