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April 30, 2022
Chicago, IL

Lesley & John

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Things To Do

These are a few of our favorite sites, activities, and restaurants in the city of Chicago! We hope you enjoy your trip to Chicago and please reach out to us if you want additional recommendations!

Chicago History Museum

1601 North Clark Street, Chicago, IL 60614
, (312) 642-4600

DePaul Art Museum

935 West Fullerton Avenue, Chicago, IL 60614
, (773) 325-7506

Admission is always free at the university's on-campus art museum!

Illinois Holocaust Museum & Education Center

9603 Woods Drive, Skokie, IL 60077
, (847) 967-4800

Free admission on the last Friday of every month, including April 29th!

Lincoln Park Zoo

2001 North Clark Street, Chicago, IL 60614
, (312) 742-2000

Free admission every day of the year!

Museum Of Contemporary Art Chicago

220 East Chicago Avenue, Chicago, IL 60611
, (312) 280-2660

The museum is free for anyone 18 and under any day of the week.

Shedd Aquarium

1200 South Lake Shore Drive, Chicago, IL 60605
, (312) 939-2438

Museum of Science and Industry, Chicago

5700 South DuSable Lake Shore Drive, Chicago, IL 60637
, (773) 684-1414

Chicago Cultural Center

78 E Washington St, Chicago, IL 60602
, (312) 744-6630

Admission is always free here. Plus, you can enjoy free building tours!

Wendella Architecture Boat Tour

400 N Michigan Ave, Chicago, IL 60611
, (312) 337-1446

This is a must do in Chicago! It's a city with so much architectural history. Every boat tour is different and I always learn something new! My favorite company is Wendella because you get to go on both the river AND lake!

Magnificent Mile

625 North Michigan Avenue, Chicago, IL 60611

Chicago's very own Rodeo Drive. Shop at every designer imaginable, eat at Michael Jordan's steakhouse, have a cup of coffee at the Starbucks Reserve roastery.

Chinatown

2206 S Wentworth Ave, Chicago, IL 60616

Pedestrian-only streets lined with shops and restaurants, easily accessible from the red line that you can hop on by the hotel!

Cindy's Rooftop

12 South Michigan Avenue, Chicago, IL 60603
, (312) 792-3502

Cindy's Rooftop is a great restaurant & bar with a rooftop that has incredible views of Millennium Park (which is where the infamous "Bean" is). Their food & drinks will not disappoint! I recommend making a reservation a good amount of time in advance as they fill up quickly.

Ella Elli

1349 West Cornelia Avenue, Chicago, IL 60657
, (773) 935-3552

Ella Elli is Lesley's favorite restaurant in the city!

Pequod's Pizza

2207 North Clybourn Avenue, Chicago, IL 60614
, (773) 327-1512

Pequod's is Lesley's favorite spot for deep dish pizza in the city.

The Green Mill

4802 North Broadway, Chicago, IL 60640
, (773) 878-5552

Al Capone's favorite bar! Live music and cocktails seven nights a week.

3 Arts Club Cafe

1300 North Dearborn Street, Chicago, IL 60610
, (312) 475-9116

3 Arts Club is the cafe in the Restoration Hardware store, which is just a block away from the Claridge House. the hotel with our room block. It's a beautiful cafe and store to roam around!

Cloud Gate

201 East Randolph Street, Chicago, IL 60602

Walk around Millennium Park and see the bean, also the rest of the park is great - Jay Pritzker Pavilion is an outdoor amphitheater that's beautiful, there's gardens, etc. You could easily spend half a day there.

The Signature Lounge at the 96th

875 North Michigan Avenue, Chicago, IL 60610

Have drinks in the Hancock building. On the 96th floor, there is a cocktail bar with incredible views of the city. Pro tip: the women's restroom has even better views.

District Brew Yards

417 North Ashland Avenue, Chicago, IL 60622
, (773) 295-1270

Serve-yourself beer hall with 40 taps of local Chicago beer and some of the best BBQ in the city.

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