Best Outdoor Dining Restaurants in Little Italy
2 hand-picked restaurants, critic-reviewed and ranked
Last Updated: February 2026
Our Top Pick
Peanut Park Trattoria
Taylor Street institution from Coalfire team with Chicago Magazine recognition
Notable Picks
8.3
From the Coalfire and Tempesta Market team, this Little Italy trattoria earned Chicago Magazine's Top Restaurants nod with its celebration of Italian classics and handmade pastas. The massive 24-ounce bistecca rivals Chicago's best steakhouses, while the fagioli with gigante beans in garlic-tomato pork broth is Chef Tony Fiasche's personal favorite.
Must-Try Dishes:
Bistecca alla Fiorentina, Chicken Parmesan, Fagioli with Gigante Beans
What Makes it Special: Taylor Street institution from Coalfire team with Chicago Magazine recognition
Worthy Picks
#2
Baobing Bar
7.6
Baobing Bar is a walk-up soft-serve and snack window attached to Duck Duck Goat, serving over-the-top sundaes, jianbing-inspired wraps, and Chinese-fusion bites. It’s a casual way to graze on dim sum-adjacent snacks—like bone marrow dumplings or chili noodles—before or after a West Loop dinner run.
Must-Try Dishes:
Chili Crunch, Jian Bing Thing, Spicy Lamb Noodles
What Makes it Special: Walk-up soft-serve bar pairing playful sundaes with Chinese-inspired snacks.