Fast food restaurant · Southern View
4
Family‑owned since 1946 and tied to the Waldmire legacy, this Route 66 icon still hand‑dips its namesake dogs. Frequently cited in state travel features for its enduring local character.
Puerto Rican restaurant · Sheridan Park
Puerto Rican eatery with rum bar, serving traditional dishes
9 Postcards
Coffee shop · River North
Italian-style coffeehouse with house-brand beans & pastries
1 Postcard
Mexican restaurant · Sheffield Neighbors
Sonoran-style cantina serving frozen margaritas & tacos
5 Postcards
Middle Eastern restaurant · Wrightwood Neighbors
Michelin-starred Middle Eastern eatery with hearth-baked pita & salatim
72 Postcards
Ice cream shop · Lincoln Square
Artisanal vegan soft serve, pastries, and coffee.
6 Postcards
Mexican restaurant · West Town
Upscale Mexican eatery with 3 bars, rooftop, & traditional Jalisco dishes
24 Postcards
Italian restaurant · Wicker Park
Neapolitan pizza, fresh pasta, authentic Italian fare, great wine
2 Postcards
Night club · Near West Side
Concert venue & restaurant with eclectic menu and jazz club vibe
Butcher shop · West Town
Butcher shop & cafe with charcuterie, pastries, sandwiches & market
41 Postcards
Ice cream shop · Lakeview
Creative, unique ice cream flavors made from local ingredients.