Where & Wear: Cindy's Rooftop
Located right on the Magnificent Mile, Cindy's Rooftop offers a sleek bar atmosphere with a lovely rooftop complete with views of Millennium Park and beyond. I decided to go here with a friend after she hyped up the Instagram-ability of the photos she could take there (such is our generation). It's the perfect place to grab drinks without having to strain to hear what your friend is saying, which is a huge plus for me.
Image via
I went for the "Grey Garden" and the "Howl at the Jun" cocktails, which were fantastic and gorgeous to look at. I highly recommend experimenting with the fun and kitschy cocktail list that Cindy's offers and dolling yourself up to your heart's content. As far as dress code goes, I'd recommend keeping it classy and simple. I opted for my leather leggings from Aritzia and a shiny button up from H&M with thigh-high boots.
Cindy's Rooftop. 12 S Michigan Ave. $$
Featured image via Cindy's website.
