3 rooftop bars in Chicago our editors have drunk at, sorted by score. All Chicago nightlife.
Cindy's at Chicago Athletic Association ★ 4.5
The Loop · 12 S Michigan Ave, Chicago, IL 60603
Cindy's rooftop in Chicago sits on the 13th floor of the Chicago Athletic Association with all-season terrace seating that frames Millennium Park and Lake Michigan.
Tip: Weekends fill from 21:00; reserve via OpenTable or arrive at 16:00 for the sunset window. The terrace stays heated and open year-round.
LH Rooftop ★ 4.4
The Loop · 85 E Wacker Dr, Chicago, IL 60601
LH Rooftop in Chicago crowns LondonHouse on the corner of Wacker and Michigan with three tiers of terrace facing the river and the Trump Tower clock face.
Tip: Open every day until midnight, food last call 22:00. The top tier is the photo spot; weekend brunch from 11:00 is the easy walk-in window.
The Up Room ★ 4.3
Wicker Park / Bucktown · 2018 W North Ave, Chicago, IL 60647
The Up Room crowns the 13th floor of The Robey, Wicker Park's tallest building, with a wraparound terrace facing the Loop skyline and the six-corners street.
Tip: Open daily from 17:00, weekends until 01:00. Sunset window books fast; weeknights walk in easy and the inside lounge stays open in winter.