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Cindy's Rooftop

6.8Friend Score / 10

#16 of 20 Restaurants in Chicago

Known forsteakoystersshrimp and gritsavocado toast
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Cindy's Rooftop is an upscale restaurant perched atop the Chicago Athletic Association Hotel with some of Chicago's best skyline and Millennium Park views. Go for the steak, oysters, shrimp and grits, or avocado toast, paired with well-crafted drinks. Book events well in advance (months to a year ahead for summer), and note that service can be inconsistent when busy, though food quality remains strong.

Key facts

Hours
Hours not verified
Price$$$
Phone(312) 792-3502
Websitecindysrooftop.com
Nearest transit
Time needed
Best time to go
Last verifiedJuly 21, 2026

Friend Score

6.8/10
  • Value5.5
  • excellence7.5
  • local_love5.0
  • Authenticity6.0
  • fame_sustained7.5
  • distinctiveness8.5
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Last reviewed July 21, 2026 by AskTheCity Editorial.

Cindy's Rooftop — Hours, Friend Score & Local Tips | Ask Chicago