Businesses for sale in Chicago, IL
Want to buy a business in Chicago? This page rounds up Chicago listings from public listing sites and brokers, and searching them is free. Neighborhood names come up constantly here: Logan Square bakeries, Lincoln Park restaurants and med spas, Old Town gyms, Lincoln Square nail salons, and staffing franchises in the West Loop. You'll also see laundromats, window cleaning routes, medical and therapy practices, and the occasional car dealership. Many asking prices here land well under a million dollars, a realistic range for a first-time buyer. When a seller shares enough numbers, we add a cash-on-cash estimate on our model, a quick way to compare a pizzeria against a salon before you call anyone. Searching the Chicago suburbs instead? We have a separate Naperville page for the west suburbs.
Estimates only — not financial, tax, or legal advice.
2,192 in Chicago · 3,483 including nearby Cook County suburbs
- 2,192listings for sale in Chicago
- 138clear 20% cash-on-cash on our model, incl. nearby towns
- 143clear 1.5x DSCR on our model, incl. nearby towns
Counts include operating businesses and commercial property (2,890 property listings, tagged). Cash-on-cash and DSCR counts cover operating businesses only. Estimate only — not financial or investment advice. Modeled at 30% down, 7.5% interest and a 10-year loan. Listings with implausible figures, placeholder prices or cannabis businesses aren't counted. How we estimate
Businesses for sale in and near Chicago
Showing 1,561–1,584 of 3,483. Listings in Chicago come first, then nearby towns; within each, businesses before commercial property, the most recently seen first.
Listings not seen recently may already be sold or changed, so check the broker's page.
- CrexiCommercial property4814 West 47th StreetChicago, IL · Retail, Special Purpose$1,100,000Last seen Sep 30, 2026Retail, Special Purpose
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4357 N Lincoln AveChicago, IL · Retail$330,000Last seen Sep 30, 2026Retail
- Ask
- $330k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2200 N Cicero Ave, Chicago, IL 60639Chicago, IL · Retail$1,600,000Last seen Sep 30, 2026Retail
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3248 N SHEFFIELD Avenue 1Chicago, IL · Retail, Office$280,000Last seen Sep 30, 2026Retail, Office
- Ask
- $280k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyWest Town Retail Storefront Near Chicago/California CornerChicago, IL · Retail$349,950Last seen Sep 30, 2026Retail
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1543 N Elston AvenueChicago, IL · Retail$2,790,000Last seen Sep 30, 2026Retail
- Ask
- $2.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2312 W Touhy AvenueChicago, IL · Retail$1,200,000Last seen Sep 30, 2026Retail
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyPatten Building – Former Medical Clinic (3,137 SF)Chicago, IL · Office, Retail$799,500Last seen Sep 30, 2026Office, Retail
- Ask
- $800k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2946 N Central AvenueChicago, IL · Retail$2,690,000Last seen Sep 30, 2026Retail
- Ask
- $2.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1870 S Blue Island Ave - Pilsen Redevelopment OpportunityChicago, IL · Retail, Multifamily, Mixed Use$1,400,000Last seen Sep 30, 2026Retail, Multifamily, Mixed Use
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyLou Malnati's - MidwayChicago, IL · Retail$3,882,308Last seen Sep 30, 2026Retail
- Ask
- $3.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3921 N Elston AvenueChicago, IL · Retail$2,399,000Last seen Sep 30, 2026Retail
- Ask
- $2.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyCalumet Heights Retail Building For Sale with 2 Commercial Spaces Plus ParkingChicago, IL · Retail$775,000Last seen Sep 30, 2026Retail
- Ask
- $775k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyNorthwestern Medicine Lincoln SquareChicago, IL · Retail, Office$8,933,000Last seen Sep 30, 2026Retail, Office
- Ask
- $8.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7555 N CaliforniaChicago, IL · Retail$850,000Last seen Sep 30, 2026Retail
- Ask
- $850k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5638 W CHICAGO AVE CHICAGO IL 60651-2619Chicago, IL · Retail, Hospitality, Special Purpose$270,000Last seen Sep 30, 2026Retail, Hospitality, Special Purpose
- Ask
- $270k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property210 S Desplaines ST NEChicago, IL · Mixed Use, Retail, Office$2,699,000Last seen Sep 30, 2026Mixed Use, Retail, Office
- Ask
- $2.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4600 W Armitage AvenueChicago, IL · Retail, Industrial$2,399,000Last seen Sep 30, 2026Retail, Industrial
- Ask
- $2.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4948 W Madison StChicago, IL · Retail, Business for Sale$1,259,900Last seen Sep 30, 2026Retail, Business for Sale
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5159 W Diversey Avenue, Chicago, IL, 60639Chicago, IL · Retail$1,199,000Last seen Sep 30, 2026Retail
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6243 N Clark Street, Chicago, IL, 60660Chicago, IL · Multifamily, Office, Retail, Industrial$1,100,000Last seen Sep 30, 2026Multifamily, Office, Retail, Industrial
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyCorner Retail Condominium in Prime South LoopChicago, IL · Retail$1,950,000Last seen Sep 30, 2026Retail
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4715 W 63rd StreetChicago, IL · Retail, Business for Sale$1,495,000Last seen Sep 30, 2026Retail, Business for Sale
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5301-5305 N. Harlem Ave.Chicago, IL · Retail$1,200,000Last seen Sep 30, 2026Retail
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
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