Franconello

Franconello's patio offers that rare Chicago combination—Italian elegance without pretension. The outdoor space feels like a secret garden where your nonna might serve you a perfectly chilled glass of Pinot Grigio. While the beer selection won't impress your craft-loving friends, the wine list shines and the cocktails are mixed with a generous hand.

The patio fills quickly during happy hour with tourists who've ventured beyond downtown, all discovering what locals have known for years—the full menu is available outside, and yes, you should absolutely order the calamari. The upscale prices are justified by portions that ensure leftovers for tomorrow's lunch.

Families are welcome, though the romantic atmosphere might make you wish you'd hired a babysitter. The free parking lot—practically unicorn-rare in this neighborhood—seals the deal. Just remember to book ahead; this isn't the spot for spontaneous Friday outings unless you enjoy the fine art of hovering near departing diners.