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Innovative educational tours designed specifically for students



Known as the "Windy City," Chicago's famous (and infamous) cast of characters range from gangster Al Capone to media maven Oprah Winfrey, and is home to the ground-breaking Second City comedy club, where entertainers like Tina Fey cut their teeth! 

Chicago provides student groups with the opportunity to learn more about this historical gateway to the "Wild West," and its continued economic importance as a thriving hub of international transportation, trade and commerce. Join us on a "gangster tour" of the city, learn about the Prohibition Era, the Great Fire of 1871, and the beginnings of industrial manufacturing in America.

Experience the city's vibrant blues & jazz traditions, as well as Chicago's historic sports franchises! What started as a Fort at the mouth of Lake Michigan in 1795 has evolved into a cutting edge example of scenic lakefront development and urban innovation, upheld around the world as a shining example of a "City That Works." With its wide array of architecture and its forward-thinking eco-friendly mindset, come witness what makes this city one of the most magnificent in the world!



  • Depart from your school.
  • En route, your Activities Director will keep students active and involved.
  • Learn more about the history and geography of each state that you pass through.
  • Arrive in Chicago. Check into your accommodation.
  • Participate in an orientation walking tour of the hotel area and the "Magnificent Mile."
  • You will see the historic Wrigley and Tribune buildings, the Old Water Tower, Niketown, Capone's, the Hard Rock Café, the Rock 'N Roll McDonald's, Planet Hollywood and much, much more!
  • Dinner (included).
  • Continue with your walking tour or swim in your hotel's lifeguarded pool.
  • Overnight. Evening security is provided exclusively for your group from 11:00pm to 6:00am each night.


  • Breakfast (included).
  • Board your coach for a gangster tour of Chicago! This tour is led by a colourful character from Chicago's past who will show you 15 of the historic sites from the Prohibition Era in Chicago.
  • Visit the Chicago Board of Trade.
  • Students can purchase lunch either at Navy Pier or North Pier.
  • Visit the John G. Shedd Aquarium and Oceanarium. This is the world's largest aquarium and is home to more than 6,000 aquatic species from all throughout the world.
  • Dinner (included).
  • Attend Chicago White Sox baseball game at the new Comiskey Park!
  • Overnight.


  • Breakfast (included).
  • Visit the Field Museum (Chicago's museum of natural history).
  • Students can purchase lunch.
  • Enjoy a bird's-eye view of one of the world's most modern skylines from the top of the Sear's Tower!
  • Souvenir shopping time is allotted in the North Michigan Avenue area.
  • Dinner and an evening of entertainment is at Medieval Times (included)!
  • Overnight.


  • Breakfast (included).
  • Attend the Blues Schoolhouse at the House of Blues. This in-depth workshop allows you to learn about the roots of Blues music.
  • Students can purchase lunch.
  • Participate in our guided tour of the "Loop," the historic commercial centre of downtown Chicago (and Chicago's rapid transit two mile hub of elevated railroad). The tour focuses on architecture from the 1890's to the 1950's. Your group may also wish to drive to Wrigley Field and the United Center.
  • Dinner is at the Hard Rock Café (included)!
  • Attend a sporting event, a comedy club, a jazz club or a theatrical performance.
  • Overnight.


  • Check out of your accommodation.
  • Breakfast (included).
  • Depart for your school.

(4-day tours are also available.)

Would you like to schedule this tour for your group ?

819 Yonge Street, 2nd floor
Toronto, Ontario M4G 2G9

Tel: 416.928.3227 or 1.800.465.1532
Ont. Reg #2970024

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