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October 18, 2025
Chicago, IL

Maddison & Matthew

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    Things To Do

Things To Do

A few fun things to do around the city!

Cloud Gate

201 East Randolph Street, Chicago, IL 60602

See the Bean in Grant Park!

Lincoln Park Zoo

Chicago, IL 60614

Free admission!

Lincoln Park Conservatory

2391 North Stockton Drive, Chicago, IL 60614

Free admission but recommend reserving a time slot ahead of time!

Adler Planetarium

1300 South Dusable Lake Shore Drive, Chicago, IL 60605

The Art Institute of Chicago

111 South Michigan Avenue, Chicago, IL 60603

Chicago River Architecture Tour

112 East Wacker Drive, Chicago, IL 60601

Best at night but dress warm!

Puttery

932 West Randolph Street, Chicago, IL 60607

The Chicago Theatre

175 North State Street, Chicago, IL 60601

Shedd Aquarium

1200 South Dusable Lake Shore Drive, Chicago, IL 60605

Willis Tower Skydeck

233 South Wacker Drive, Chicago, IL 60606

(also known as the Sears Tower)

Flyover Chicago at Navy Pier

600 East Grand Avenue, Chicago, IL 60611

Pequod's Pizza

2207 North Clybourn Avenue, Chicago, IL 60614

the best deep dish in the city.... in our opinion ;)

Garfield Park Conservatory

300 North Central Park Avenue, Chicago, IL 60624

Reservations required!

Chicago Gangsters and Ghosts Tours

71 East West Wacker Drive, Chicago, IL 60601

Fulton Market District

Chicago, IL

Great area for shopping, restaurants, and bars!

For all the days along the way
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