Upstairs at The Gwen in Chicago
Photo: Upstairs at The Gwen's website

Upstairs at The Gwen

Streeterville Chicago, ILCocktail bar 4.0 (422 reviews)$20–80

Upstairs at The Gwen is a cocktail bar serving New American small plates on a rooftop terrace with skyline views. Expect seasonal drinks, live performances, and fast service.

Outdoor seating

Upstairs at The Gwen has outdoor seating.

Food & drinks

  • Beer
  • Cocktails
  • Food at bar
  • Happy hour drinks
  • Hard liquor
  • Private dining room
  • Wine

Highlights

  • Fast service
  • Great cocktails
  • Great wine list
  • Live performances
  • Rooftop seating
  • Sports
  • Casual
  • Cozy
  • Trendy
  • Upscale
  • Groups
  • LGBTQ+ friendly
  • Tourists
  • Transgender safespace

Good to know

  • Takeout
  • Delivery
  • Reservations required
  • Accepts reservations
  • Wi-Fi
  • Wheelchair accessible entrance
  • Wheelchair accessible parking lot
  • Wheelchair accessible restroom

Hours

Monday7 AM–11 PM
Tuesday7 AM–11 PM
Wednesday7 AM–11 PM
Thursday7 AM–11 PM
Friday7 AM–1 AM
Saturday7 AM–1 AM
Sunday7 AM–11 PM

Map

Contact

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Details from Google Maps listing data, last checked October 5, 2026