10 Must-See Places On the South Side of Chicago

Plein Air Cafe

best places south side chicago
Photo Credit: Plein Air Cafe

5751 South Woodlawn Avenue

This adorable French cafe on the University of Chicago campus is just the kind of warm and inviting atmosphere you need to start your day. Delicious breakfast entrees, lunch sandwiches, and artisan coffees will have you coming back for more.

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The Promontory

best places south side chicago
Photo Credit: 16 on Center

5311 South Lake Park Avenue West

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If you’re looking for places to see in Hyde Park of Chicago, we recommend visiting this multi-level restaurant and live music venue. Whether you’re there for brunch, dinner, or a live performance, you and your group are guaranteed to leave happy.

 

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Original Pancake House

best places south side chicago
Photo Credit: Harrigan Bros.

1358 East 47th Street

Even though this pancake house has outposts all over the world, it’s just so good, we can’t pass it up whenever we’re in the south side of Chicago. And to no surprise, it’s always busy. Our recommendation – the oven baked Apple Pancake.

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Burnham Park

best places south side chicago
Photo Credit: Chicago Park District

5491 South Shore Drive

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If you need to catch some fresh air, Burnham Park in Chicago is the perfect place to do so, for kids and adults alike. There are plenty of things to see at this 600-acre park  – a playground area, a beachfront, harbors, and the lakefront trail.

 

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Pier 31

best places south side chicago
Photo Credit: Pier 31 via Facebook

3101 South Lake Shore Drive

Pier 31 is a total necessity for summer. Head to this beachfront patio restaurant for food, drinks, live music, dancing, and a prime spot on the lake.

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William Rainey Harper Memorial Library at University of Chicago

best places south side chicago
Photo Credit: Robert Kozloff for University of Chicago

1116 East 59th Street

The University of Chicago’s iconic Gothic architecture is displayed gorgeously at the Harper Memorial Library. Gaze up at the towering vaulted ceiling and massive chandeliers to see a place unlike anywhere else in Chicago.

 

57th Street Beach

best places south side chicago
Photo Credit: Youtube

57th Street and Lake Shore Drive

For a change of pace, 57th Street Beach is one of the more underrated beaches on the south side of Chicago. Located near the Museum of Science & Industry, this beach covers all your summer needs – swimming, sun, a food stand, and outstanding views of the skyline.

 

Alan Miller House

best places south side chicago
Photo Credit: Allan Miller House

7121 South Paxton Avenue

Designed by John S. Van Bergen, this prairie-style house built in 1913 is a prime example of the Midwest’s renowned school of architecture. It’s an official Chicago landmark and is also listed on the National Register of Historic Places. It’s a private residence, but they probably won’t mind if you catch a quick glimpse of the outside as you’re driving by.

 

Stony Island Arts Bank

best places south side chicago
Photo Credit: Eric Allix Rogers for Open House Chicago

6760 South Stony Island Avenue

If you’re looking for places in Chicago to see exhibitions and archived work from famous artists, travel to Stony Island Arts Bank. The dilapidated interiors of the building have become part of the intrigue. The building is currently undergoing construction again, so stay tuned for updates later this spring.

 

Wood Street Urban Farm

best places south side chicago
Photo Credit: Eric Allix Rogers for Open House Chicago

5814 South Wood Street

Wood Street Urban Farm has set an impressive standard for local organizations supporting communities in need. Growing fresh, organic produce in Englewood, it is the city’s only USDA-certified urban farm, and they take their mission a step further by offering job training for individuals from underserved communities. Visit the on-site farm stand that includes cooking demos and recipe cards for healthy meals, or buy their produce from the Green City Market or Logan Square Market.

 

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