Cocktail
•Reservations Suggested
•$$
•Cindy's Rooftop
About this Bar
Cindy’s Rooftop is your sky-high escape above the city, offering stunning views and seriously elevated drinks. From its lush indoor greenhouse setting to a wraparound terrace, this is where you go to sip cocktails with the skyline glimmering all around you.
Sip & Savor: The Drink Menu
Inventive cocktails with seasonal ingredients that change throughout the year.
Extensive list of local and international wines and bubbly.
Fan-favorite large-batch punches perfect for sharing among friends.
Curated craft beers and creative non-alcoholic options available.
Atmosphere & Ambiance
Panoramic rooftop views of Millennium Park and Lake Michigan.
Gorgeous sunlit space by day, moody and sparkling at night.
Indoor/outdoor setup with floor-to-ceiling windows and a vibrant greenhouse feel.
Chic decor and cozy firepits for cooler seasons.
Plenty of Insta-worthy photo ops (especially at sunset!).
Why We Love It
Explore Cindy's Rooftop
Visit this bar's website for more information.
Vibe Check
Your shortcut to discovering your dream atmosphere.
Age
Legal, Barely
+40 And Frisky
Hype Level
Chat & Chill
Dance 'til Dawn
Drink Complexity
Brews & Basics
Elevated Sips
Mingle Factor
Personal Bubbles
Buzzy
Who's There
Locals
Tourists Hotspot
What's Playing
EDM
Pop
Location
Chicago, IL
About the neighborhood
Cindy’s Rooftop sits atop one of Chicago’s most iconic hotels in the heart of the Loop! This area is bustling with energy, surrounded by Millennium Park, the Art Institute, and endless city adventures. Whether you’re exploring world-class museums, catching a show, or just soaking in that unbeatable skyline, you’re right in the middle of it all.
Step outside the elevator, and you’ll find yourself in a neighborhood pulsing with city vibes 24/7—think famous public art, crowds heading to Cloud Gate, and the lakefront just blocks away. A perfect launchpad for a memorable night or the ultimate after-dark hangout.
Frequently Asked Questions
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