After trying to push through 40-degree days with shorts and hot tub boats on the river, Chicagoans go full-tilt from May to September. Sidewalk patios fill up with daydrinkers and their dogs. Hour-long lines form outside of tiny italian ice stands. Eating outside for as long as possible becomes an act of reclamation. It's important to know which spots will help you make the most of Chicago’s best weeks. Enter this guide, which has a rooftop with casually amazing views, a tiny patio with pop-ups from some of Chicago's hardest-to-get-into restaurants, and so much more. Check back each week until Labor Day for the latest addition.