Rhonda F.
12/9/2025
Everything was wonderful on our visit. I had friends visiting from Charleston so we decided to embrace the weather and have a cocktail al fresco. The outdoor area is adorable. We had sofa...
Upstairs at the Gwen
$$
Closed
(170)
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521 N Rush St Fl 5
Chicago, IL 60611
Discover one of Chicago’s best-kept secrets, an Art Deco-inspired rooftop retreat, offering seemingly endless skyline vistas, sunrise-to-sundown dining, and masterful mixology in a laid-back, twinkle-lit atmosphere. Sunny summer afternoons make our open-air terrace a natural choice, but Upstairs at The Gwen takes patio season well into the winter. Reimagined for colder temperatures with warm drinks and fire pits, get cozy on the terrace for curling and cocktails, a bucket-list experience unique to The Gwen.
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Reviews
3.5170 reviews
Melanie B.
9/21/2025
The views are great, but my last time here, we waited 30 min for just the appetizers. -- hummus and melon with prosciutto. Nothing that's even cooked. It took forever to take our orders for our...
Derrick C.
9/13/2025
I would recommend if you're looking for a lounge and chill vibe. This rooftop doesn't have too much of a view as it's tucked in between buildings. Went on a Monday, our server was great....
Shannon E.
8/25/2025
Service was an A+ Vibe was an A+++ I got the "girl dinner". Super cute and yummy. I loved the relaxed feel of the place. In the middle of the city, but so relaxing.
Ashley C.
8/25/2025
This was definitely a nice light drink. Bartender was super polite. Normally when I visit spots, the flutes are so small, but not this one. I ordered a French 75 with tequila.
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