Pete’s Produce
The original family-run produce market that launched the Pete’s Fresh Market chain, serving Calumet Heights on 87th Street since 1974
Calumet Bakery
South Deering neighborhood bakery serving from-scratch pastries since 1935, famous for its layered Atomic cake
Josephine’s Southern Cooking
Chatham soul food institution for 30-plus years serving gumbo, fried chicken and catfish; a spot Aretha Franklin favored
Oooh Wee It Is
Beloved South Side soul food spot that reopened in Chatham in 2026 with oxtails, smothered shrimp and a new Southern breakfast bar
Club 81 Too
Family-owned mainstay in Chicago’s most isolated neighborhood serving hearty American fare and drinks
Pullman Club Coffee Shop
The historic Pullman district’s only coffee shop, set in the national monument welcome center pouring Metropolis coffee and local pastries
Old Fashioned Donuts
Roseland institution since 1972 famous for enormous hand-made apple fritters, with Mr. Bulloch still frying nearly every day
Original Rainbow Cone
Century-old Chicago icon (since 1926) serving its signature five-flavor sliced ice cream cone
Cork & Kerry
Beverly’s favorite Irish pub since 2000 with 20-plus beers on tap and a 300-person beer garden on Western Avenue
Bacon & Jam
Neighborhood breakfast-and-lunch spot run by brothers who grew up in Mount Greenwood, across from St. Christina Church