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 1,225–1,248 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 property9330 S Laflin StreetChicago, IL · Multifamily$299,900Last seen Sep 30, 2026Multifamily
- Ask
- $300k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property11327 S King DriveChicago, IL · Multifamily$679,000Last seen Sep 30, 2026Multifamily
- Ask
- $679k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7959 S Muskegon AvenueChicago, IL · Multifamily$549,900Last seen Sep 30, 2026Multifamily
- Ask
- $550k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property735 E 88th Street - 6-Unit Apartment BuildingChicago, IL · Multifamily$495,000Last seen Sep 30, 2026Multifamily
- Ask
- $495k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3450 S Leavitt StreetChicago, IL · Multifamily$400,000Last seen Sep 30, 2026Multifamily
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5609 South Michigan AvenueChicago, IL · Multifamily$2,900,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4357 N Lincoln Avenue CChicago, IL · Multifamily, Retail$330,000Last seen Sep 30, 2026Multifamily, Retail
- Ask
- $330k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property910 N ASHLAND AvenueChicago, IL · Land, Multifamily, Retail$489,900Last seen Sep 30, 2026Land, Multifamily, Retail
- Ask
- $490k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7938 S Langley AvenueChicago, IL · Multifamily$341,900Last seen Sep 30, 2026Multifamily
- Ask
- $342k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6621 S Drexel AvenueChicago, IL · Multifamily$959,900Last seen Sep 30, 2026Multifamily
- Ask
- $960k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7954 S Harvard AvenueChicago, IL · Multifamily$495,000Last seen Sep 30, 2026Multifamily
- Ask
- $495k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7016 S EAST END AvenueChicago, IL · Land, Multifamily$600,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property35 N Mayfield AvenueChicago, IL · Multifamily$629,000Last seen Sep 30, 2026Multifamily
- Ask
- $629k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyDevelopment Site - 4401 S Wabash AveChicago, IL · Multifamily, Land$599,000Last seen Sep 30, 2026Multifamily, Land
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8152 South Laflin StreetChicago, IL · Multifamily$900,000Last seen Sep 30, 2026Multifamily
- Ask
- $900k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3018 W Polk StreetChicago, IL · Multifamily$825,000Last seen Sep 30, 2026Multifamily
- Ask
- $825k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3804 W Ohio StreetChicago, IL · Multifamily$989,900Last seen Sep 30, 2026Multifamily
- Ask
- $990k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1736 W Beach AvenueChicago, IL · Multifamily$1,299,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8714 S COMMERCIAL AVE | Mixed-Use PropertyChicago, IL · Mixed Use, Multifamily$450,000Last seen Sep 30, 2026Mixed Use, Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6209 S. Michigan AveChicago, IL · Multifamily$1,000,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4040 S Calumet AvenueChicago, IL · Multifamily$749,000Last seen Sep 30, 2026Multifamily
- Ask
- $749k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property812 S MILLER ST UNIT G CHICAGO IL 60607-4200Chicago, IL · Multifamily$500,000Last seen Sep 30, 2026Multifamily
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1901 W. Garfield Blvd.Chicago, IL · Multifamily$850,000Last seen Sep 30, 2026Multifamily
- Ask
- $850k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3055 W Lawrence AvenueChicago, IL · Multifamily, Mixed Use$749,000Last seen Sep 30, 2026Multifamily, Mixed Use
- Ask
- $749k
- Cash flow
- Not disclosed
- CoC · our model
- —
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