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Chicago Bus Tour

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! Your Chicago bus tour includes such world-famous sites as the Art Institute of Chicago and the iconic Willis Tower (formerly the "Sears Tower"), with its dazzling view from atop. A guided tour of Chicago shows you all the famous city sights, then shop the famous waterfront Navy Pier. This Chicago group vacation package takes you aboard a cruise on Lake Michigan, with its beautiful view of the cityscape. This bus tour to Chicago also treats your group with a visit to the Museum of Science and Industry, and to two nights of unforgettable entertainment! Do Chicago by bus for an exciting city experience your group will never forget!

Michigan Avenue Bridge at Night in Chicago

Michigan Avenue Bridge at Night in Chicago

Navy Pier - The Premiere Entertainment Center in Chicago

Navy Pier - The Premiere Entertainment Center in Chicago

See ALL of Chicago from the World Famous Observation Deck

See ALL of Chicago from the World Famous Observation Deck

World Renowned Art Insitute of Chicago

World Renowned Art Insitute of Chicago

Dusable Museum of African American History

Dusable Museum of African American History

Field Musem in Chicago

Field Musem in Chicago

Enjoy a Skyline Cruise on Lake Michigan

Enjoy a Skyline Cruise on Lake Michigan

Buckingham Fountain - a Chicago Landmark

Buckingham Fountain - a Chicago Landmark


Our 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

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 the price YOU want to charge printed on them. 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.

25 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.