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Chicago
Windy City Magazine
Discover Chicagoland and the Businesses That Drive It

South Side

6 entries

Beverly & Morgan Park

Chicago’s only hills, the Ridge Historic District and a South Side Irish parade. Home to many police officers, firefighters and teachers. Businesses in Beverly & Morgan…

$250k–$900k

Bridgeport & Chinatown

Bridgeport’s political history and Guaranteed Rate Field; Chinatown’s Wentworth Avenue restaurants, Ping Tom Park and the Chinatown Square mall. Businesses in Bridgeport & Chinatown Directory listings…

$200k–$800k

Bronzeville

Center of Black Chicago in the Great Migration era, with landmark greystones on King Drive, the Harold Washington Cultural Center and new development toward the lake.…

$200k–$900k

Chatham & Pullman

Chatham’s well-kept bungalows and Black-owned businesses on 79th and Cottage Grove; Pullman’s planned company town, now a National Historical Park. Businesses in Chatham & Pullman Directory…

$100k–$350k

Hyde Park

A college town inside the city: 53rd Street shops, the Obama Presidential Center site in Jackson Park and Frank Lloyd Wright’s Robie House. Businesses in Hyde…

$200k–$2M

South Shore & Woodlawn

The South Shore Cultural Center on the lake, the 63rd Street beach and a Woodlawn that is changing with the Obama Center under construction. Businesses in…

$100k–$500k