The J. Parker
1816 N. Clark St., 312-254-4747, jparkerchicago.com
Best new: With the skyline to the south and Lake Michigan seemingly everywhere else, the view atop the Hotel Lincoln has no equal among rooftop bars beyond the nosebleed contingent found downtown. Sate your palate with signature cocktails and a food menu crafted by chef Paul Virant (Perennial Virant). For a perfect night, try the Four Score (vodka, Aperol, rhubarb, lemon, and mint syrup) with one of the bar’s superb seasonal small plates—just make sure to beat the 6 p.m. rush.
1970 W. Montrose Ave., 773-697-8204, fountainheadchicago.com
Best overall: This Ravenswood gem cycles in and out of 20-plus craft beers and serves chef Cleetus Friedman’s artisanal snacks from a delightfully airy second-floor spot.