American restaurant · Loop
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"The Cherry Circle Room is a foodie destination within the Chicago Athletic Association, retaining its midcentury design with soundproof booths and a discreet entrance." - Mitchell Friedman
Bar · Wrightwood Neighbors
Delilah's is a whiskey lover's paradise in Chicago, boasting over 1,000 varieties, an electric punk rock vibe, and friendly, knowledgeable bartenders.
9 Postcards
Pizza restaurant · Andersonville
Nestled in Andersonville, Pizza Lobo boasts a vibrant patio vibe with fire pits, a great beer selection, and an array of delicious pizza slices.
8 Postcards
Gay bar · South Shore
6 Postcards
Mexican restaurant · Logan Square
Colorful family-owned BYOB Mexican eatery known for its pambazos (sandwiches). Cash only.
Pan-Asian restaurant · Ravenswood
Casual, family-run Kyrgyz eatery serving hearty Central Asian fare including meat & noodle dishes.
7 Postcards
Soul food restaurant · Lawndale
A cozy gem serving modern soul and Creole dishes, with fast service and a welcoming vibe—perfect for a casual, delicious night out.
15 Postcards
Pho restaurant · Wicker Park
Phodega is a vibrant Vietnamese soup cafe and market, serving comforting pho and delicious snacks amid funky decor and a lively atmosphere.
19 Postcards
Stadium · Lakeview
Wrigley Field offers a cozy and historic baseball experience, enveloped in charming ivy and electric energy that's pure Chicago nostalgia.
Seafood restaurant · Gold Coast
Hugo’s is an upscale seafood haven in Chicago, celebrated for its crab cakes, frog legs, and attentive service in a cozy, inviting atmosphere.
10 Postcards
Restaurant · Logan Square
A lively Logan Square hotspot, this retro-inspired joint blends bottomless brunch fun, karaoke nights, and a charming patio adorned with a bar bus.