Historic Chicago South Side Land + River

Step back in Chicago’s history

Historic Chicago South Side Land + River

This tour will take you past all the sights of Chicago’s Historic South Side. You will head south out of the Loop down Michigan Avenue past Art Institute of Chicago, the starting point of historic Route 66, Grant Park and the site of Chess Records. Your journey will continue along Lake Michigan on South Lake Shore Drive. Traveling on you will see President Obama’s home, University of Chicago and Jackson Park and the Museum of Science & Industry. The return trip will take you through Museum Campus and past Buckingham Fountain You will also enjoy a 90-minute Architecture River Cruise.

Highlights include: Art Institute of Chicago Starting point of historic Route 66 Grant Park(Chicago’s Front Lawn) Chess Records site Lake Michigan along South Lake Shore Drive President Barack Obama’s Home Robie House(U.S. National Historic Landmark designed by Frank Lloyd Wright) University of Chicago Jackson Park – Location of Chicago’s World Fair of 1893 Museum of Science & Industry Museum Campus – Solider Field, Adler Planetarium, Shedd Aquarium & Field Museum Buckingham Fountain Neighborhoods include: Chinatown,Kenwood,Hyde Park & Woodlawn 90-minute Architecture River Cruise

Chicago Tours

Chicago Tours

See the Chicago’s top attractions and landmarks.

Due to COVID-19, this tour is not operating at the moment.

You must email Chicago Line Cruises to request your cruise time at info@chicagoline.com. Be sure to provide your name as it is on your confirmation, number of passengers and Gray Line confirmation number. A member of Chicago Line Cruises will reply to your email with confirmation of date and time.

Tour Exclusions

  • Food and beverage
  • Optional gratuities
  • Transportation to/from Chicago Line Cruises

Tours operated by:
Gray Line Chicago
17 E Monroe Street
Chicago, IL 60603
Phone: +1 312-251-3100