Jam

937 N Damen Ave 773-489-0302

Getting into a jam has never been so fun. Scarf down housemade biscuits, malted custard French toast, and cured meats at an affordable price at this breakfast and lunch joint.

Dovetail Chicago

1452 W Chicago Ave 312-243-3100

Step into the sweet vintage shop and drink in the well-edited selection of jewelry and clothes (retro frocks, pencil skirts, silk tie blouses) and the incredible shoe display.

Photo: Courtesy of Dovetail Chicago

West Town Tavern

1329 W Chicago Ave 312-666-6175

Not your typical tavern, West Town offers down-home food with upscale flavors. Leave your ’tude at the door, cozy up against exposed brick, and chow on truffle potato chips and weekly specials like smoked kalua pig with goat cheese hash. You’ll never want to leave.

Photo: Jeff Kouck / Courtesy of West Town Tavern

Green Grocer Chicago

1402 W Grand Ave 312-624-9508

Keep independent grocers alive at this adorable West Town spot. Find local sauces, dairy, veggies, bulk grains, and organic wellness products. A sweet, helpful staff makes the experience all the richer.

Photo: Dan Wendt

Piccolo Sogno

464 N Halsted St 312-421-0077

Mamma mia! The patio alone is reason to dine at this foodie fave. Handmade pastas, paper-thin pizzas, fresh catch, and a homey vibe.

Photo: Novelli Photos / Courtesy of Piccolo Sogno