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 313–336 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 property731 W 47th StreetChicago, IL · Mixed Use$750,000Last seen Sep 30, 2026Mixed Use
- Ask
- $750k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7042 S Princeton StreetChicago, IL · Mixed Use$949,900Last seen Sep 30, 2026Mixed Use
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2913 W 63rd StreetChicago, IL · Mixed Use, Retail$259,900Last seen Sep 30, 2026Mixed Use, Retail
- Ask
- $260k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2001 W 35th StreetChicago, IL · Mixed Use$469,900Last seen Sep 30, 2026Mixed Use
- Ask
- $470k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4445-4447 N Broadway StreetChicago, IL · Mixed Use$1,350,000Last seen Sep 30, 2026Mixed Use
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4606 S Ashland AvenueChicago, IL · Mixed Use$475,000Last seen Sep 30, 2026Mixed Use
- Ask
- $475k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4351 N Western AvenueChicago, IL · Mixed Use$924,500Last seen Sep 30, 2026Mixed Use
- Ask
- $925k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4156 S Western AvenueChicago, IL · Mixed Use$400,000Last seen Sep 30, 2026Mixed Use
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2721 W Peterson AvenueChicago, IL · Mixed Use$999,500Last seen Sep 30, 2026Mixed Use
- Ask
- $1000k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property539 W 119th StreetChicago, IL · Mixed Use$145,000Last seen Sep 30, 2026Mixed Use
- Ask
- $145k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2350 W Grand AvenueChicago, IL · Mixed Use$1,150,000Last seen Sep 30, 2026Mixed Use
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property815 N MILWAUKEE AvenueChicago, IL · Mixed Use$1,450,000Last seen Sep 30, 2026Mixed Use
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2711 E 93rd StreetChicago, IL · Mixed Use$319,000Last seen Sep 30, 2026Mixed Use
- Ask
- $319k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8462 S Commercial AvenueChicago, IL · Mixed Use$249,000Last seen Sep 30, 2026Mixed Use
- Ask
- $249k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5550 S PULASKI RoadChicago, IL · Mixed Use$689,900Last seen Sep 30, 2026Mixed Use
- Ask
- $690k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4150-4158 S Western AvenueChicago, IL · Mixed Use$710,000Last seen Sep 30, 2026Mixed Use
- Ask
- $710k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7455 W. Irving Park Rd.Chicago, IL · Mixed Use$949,000Last seen Sep 30, 2026Mixed Use
- Ask
- $949k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property601 W 47th StChicago, IL · Retail, Mixed Use$615,000Last seen Sep 30, 2026Retail, Mixed Use
- Ask
- $615k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1224 W 59th StreetChicago, IL · Retail, Mixed Use$4,600,000Last seen Sep 30, 2026Retail, Mixed Use
- Ask
- $4.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property935 E 75th StreetChicago, IL · Mixed Use$215,000Last seen Sep 30, 2026Mixed Use
- Ask
- $215k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8110 S Cottage Grove Avenue SChicago, IL · Retail, Mixed Use$299,000Last seen Sep 30, 2026Retail, Mixed Use
- Ask
- $299k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3000 West Diversey Ave. Chicago, IL 60647Chicago, IL · Mixed Use, Retail$750,000Last seen Sep 30, 2026Mixed Use, Retail
- Ask
- $750k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5840 W Roosevelt RoadChicago, IL · Mixed Use$449,900Last seen Sep 30, 2026Mixed Use
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2221 W 21st StreetChicago, IL · Mixed Use$399,900Last seen Sep 30, 2026Mixed Use
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
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