Close Icon
Gear IconImportant Reminder:The Foursquare City Guide app officially sunset on December 15, 2024, with the web version following in early 2025. However, your check-in journey doesn’t end here! Join us on Swarm, where new adventures await.
Learn more
Chicago Summer Guide: Best Rooftops
NoMI is one of Chicago Summer Guide: Best Rooftops.

1. NoMI

8.6
800 N Michigan Ave (North Rush Street), Chicago, IL
New American Restaurant · Streeterville · 107 tips and reviews

Christopher F.Christopher Floss: My wife and I absolutely love the venue at the NoMi! It's a must try if you're looking for an outdoor rooftop in Chicago's gold coast neighborhood.

Cindy's is one of Chicago Summer Guide: Best Rooftops.

2. Cindy's

8.9
12 S Michigan Ave (btwn E Madison & E Monroe St), Chicago, IL
New American Restaurant · The Loop · 146 tips and reviews

ChicagoistChicagoist: This rooftop bar atop the Chicago Athletic Association hotel boasts incredible cocktails, a gorgeous design and a view of Millennium Park unmatched by any other bar in Chicago. Read more.

Sidetrack is one of Chicago Summer Guide: Best Rooftops.

3. Sidetrack

9.0
3349 N Halsted St (btwn Roscoe & Buckingham), Chicago, IL
Gay Bar · Lake View East · 158 tips and reviews

Scott M.Scott Miller: If its summer go for the slushies. Always a good choice.

GreenRiver is one of Chicago Summer Guide: Best Rooftops.

4. GreenRiver

259 E Erie St Fl 18 (North Fairbanks Ct), Chicago, IL
Restaurant · Streeterville · 20 tips and reviews

Adrian D.Adrian De Smul: Great bar with an extensive cocktail menu on the 18th floor

Fountainhead is one of Chicago Summer Guide: Best Rooftops.

5. Fountainhead

1970 W Montrose Ave (at N Damen Ave), Chicago, IL
Bar · Ravenswood · 100 tips and reviews

Chris S.Chris Steele: In the summer, the rooftop deck has no equal for miles around. In the winter, the main bar is just right for holing up with your new favorite beer, your traveling companion and a few tall tales.

ZED451 is one of Chicago Summer Guide: Best Rooftops.

6. ZED451

739 N Clark St (at Superior St), Chicago, IL
Steakhouse · Near North Side · 107 tips and reviews

Aaron C.Aaron Cruz: Grab a drink on the rooftop and Happy Hour and enjoy the fresh air and Chi-town skyline. Mojitos and their desserts are recommended.

Twisted Spoke is one of Chicago Summer Guide: Best Rooftops.

7. Twisted Spoke

8.3
501 N Ogden Ave (at Grand Ave), Chicago, IL
Burger Joint · West Town · 140 tips and reviews

Jennifer S.Jennifer Straub: Typical biker bar. Amazing rooftop patio in the summer and an endless selection of never-heard-of-that-before beer.

Drumbar is one of Chicago Summer Guide: Best Rooftops.

8. Drumbar

201 E Delaware Pl (at Mies van der Rohe Way), Chicago, IL
Cocktail Bar · Streeterville · 68 tips and reviews

DeneenDeneen: Excellent spot with one of the best patios in the city! Inside feels like you're hanging out at a cool friend's apartment. Great craft cocktails - the Storm is yummy - and friendly servers/bartenders.

Reggie's Trainwreck Rooftop Deck is one of Chicago Summer Guide: Best Rooftops.

9. Reggie's Trainwreck Rooftop Deck

8.2
2107 S State St, Chicago, IL
Beer Garden · South Loop · 24 tips and reviews

CollegeFashionistaCollegeFashionista: Reggies is my favorite place to see a show, or drink on the rooftop terrace when the weather permits it.

Raised Rooftop at Renaissance Hotel is one of Chicago Summer Guide: Best Rooftops.

10. Raised Rooftop at Renaissance Hotel

8.7
1 W Wacker Dr, Chicago, IL
Roof Deck · The Loop · 22 tips and reviews

Tony D.Tony Dmartino: Rooftop bar. Great view of Chicago River and Loop buildings. Third level rooftop with glass walls so you am still see all the hustle and bustle of Chicago beneath you

ROOF on theWit is one of Chicago Summer Guide: Best Rooftops.

11. ROOF on theWit

7.7
201 N State St (at Lake St), Chicago, IL
Hotel Bar · The Loop · 131 tips and reviews

Aaron C.Aaron Cruz: An up-top colorful bar will make for a relaxing, summertime experience. It will get crowded in a hurry, but there is a reason for that. It's a place to experience. Whiskey drinks hit the spot here.

Homestead on the Roof is one of Chicago Summer Guide: Best Rooftops.

12. Homestead on the Roof

8.1
1924 W Chicago Ave (at Winchester), Chicago, IL
New American Restaurant · East Ukrainian Village · 26 tips and reviews

Chicago TribuneChicago Tribune: This 80-seat rooftop restaurant is a virtually perfect urban oasis. Read more.

LH Rooftop is one of Chicago Summer Guide: Best Rooftops.

13. LH Rooftop

8.6
85 E Wacker Dr, Chicago, IL
Hotel Bar · The Loop · 24 tips and reviews

Randal C.Randal Collins: Cocktails are very good, and the view is excellent!