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 2,161–2,184 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 property4521 S Honore StChicago, IL · Multifamily$1,000,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4537 W Congress ParkwayChicago, IL · Multifamily$699,000Last seen Sep 9, 2026Multifamily
- Ask
- $699k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1541 S Saint Louis AvenueChicago, IL · Multifamily$275,000Last seen Sep 9, 2026Multifamily
- Ask
- $275k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property427 N Lawndale AvenueChicago, IL · Multifamily$295,000Last seen Sep 9, 2026Multifamily
- Ask
- $295k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1513 W ADDISON StreetChicago, IL · Multifamily$1,299,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7441 N Rogers AvenueChicago, IL · Multifamily$1,690,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6618 S Michigan AvenueChicago, IL · Multifamily$499,900Last seen Sep 9, 2026Multifamily
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1548 S Sawyer StreetChicago, IL · Multifamily$769,900Last seen Sep 9, 2026Multifamily
- Ask
- $770k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7839 S Kingston AvenueChicago, IL · Multifamily$1,050,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1814 N Richmond StreetChicago, IL · Multifamily$1,489,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4541 S Forrestville AvenueChicago, IL · Multifamily$1,230,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6558 S Rhodes AvenueChicago, IL · Multifamily$679,000Last seen Sep 9, 2026Multifamily
- Ask
- $679k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2517 W 69TH StreetChicago, IL · Multifamily$359,900Last seen Sep 9, 2026Multifamily
- Ask
- $360k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1312 W North AvenueChicago, IL · Multifamily$1,150,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2859 S Homan AvenueChicago, IL · Multifamily$229,900Last seen Sep 9, 2026Multifamily
- Ask
- $230k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2843 W Fletcher StreetChicago, IL · Multifamily$799,900Last seen Sep 9, 2026Multifamily
- Ask
- $800k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7549 N Rogers AvenueChicago, IL · Multifamily$619,900Last seen Sep 9, 2026Multifamily
- Ask
- $620k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1-15 N Keeler AvenueChicago, IL · Multifamily$1,800,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6316 N Cicero Avenue, Chicago, IL, 60646Chicago, IL · Retail$589,000Last seen Sep 9, 2026Retail
- Ask
- $589k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3550 N Austin Avenue, Chicago, IL, 60634Chicago, IL · Retail CRE$179,000Last seen Sep 9, 2026Retail CRE
- Ask
- $179k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5431 S Halsted Street, Chicago, IL, 60609Chicago, IL · Retail$399,000Last seen Sep 9, 2026Retail
- Ask
- $399k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property414-424 E 71st StreetChicago, IL · Retail CRE$519,000Last seen Sep 9, 2026Retail CRE
- Ask
- $519k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4411 N Kedzie Avenue, Chicago, IL, 60625Chicago, IL · Retail$759,000Last seen Sep 9, 2026Retail
- Ask
- $759k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4962 N Milwaukee AvenueChicago, IL · Multifamily$250,000Last seen Sep 9, 2026Multifamily
- Ask
- $250k
- Cash flow
- Not disclosed
- CoC · our model
- —
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