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There’s the J Parker that’s very close but that’s not very fancy. You could do Z Bar at the Peninsula which would be a quick Uber ride.
I have always enjoyed Cindy's - https://www.cindysrooftop.com/ and ROOF on theWit is stunning, https://roofonthewit.com/, you may also want to check out Upstairs at The Gwen - https://www.thegwenchicago.com/dining/upstairs-at-the-gwen/ I have heard good things about the Rooftop at Nobu Hotel Chicago
but I have not been there myself just yet. Good luck!
Cindy's was going to be my recommendation too! Can't go wrong there. I also recently checked out this new spot called Raised (at least I think it's new). Vibes were great there. Oh and I just looked up rooftop bars in Chicago to see if theres anything I missed and here are a ton of recommendations: https://www.timeout.com/chicago/bars/rooftop-bars-the-best-outdoor-drinking-patios-in-chicago
London House