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 289–312 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 property250 E 115th StreetChicago, IL · Mixed Use$375,000Last seen Sep 30, 2026Mixed Use
- Ask
- $375k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property9901 S Ewing AvenueChicago, IL · Mixed Use$399,000Last seen Sep 30, 2026Mixed Use
- Ask
- $399k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4158 S Western AvenueChicago, IL · Mixed Use$875,000Last seen Sep 30, 2026Mixed Use
- Ask
- $875k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7847 S Maryland Chicago, ILChicago, IL · Mixed Use, Multifamily$176,000Last seen Sep 30, 2026Mixed Use, Multifamily
- Ask
- $176k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property10610 S Vincennes AvenueChicago, IL · Retail, Mixed Use$285,000Last seen Sep 30, 2026Retail, Mixed Use
- Ask
- $285k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6222 N Broadway StreetChicago, IL · Mixed Use$1,700,000Last seen Sep 30, 2026Mixed Use
- Ask
- $1.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1835 N Humboldt BoulevardChicago, IL · Mixed Use$1,075,000Last seen Sep 30, 2026Mixed Use
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property310 S Halsted StreetChicago, IL · Mixed Use$10,500,000Last seen Sep 30, 2026Mixed Use
- Ask
- $11M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5729-5743 W. Chicago Avenue, Chicago, IL 6065Chicago, IL · Mixed Use$2,999,999Last seen Sep 30, 2026Mixed Use
- Ask
- $3.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property735 W 47th StreetChicago, IL · Mixed Use, Retail$300,000Last seen Sep 30, 2026Mixed Use, Retail
- Ask
- $300k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property700 N Kedzie AvenueChicago, IL · Mixed Use$750,000Last seen Sep 30, 2026Mixed Use
- Ask
- $750k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5744 North Ridge AvenueChicago, IL · Retail, Mixed Use, Land$575,000Last seen Sep 30, 2026Retail, Mixed Use, Land
- Ask
- $575k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5316 W. North AvenueChicago, IL · Mixed Use, Multifamily, Office$469,900Last seen Sep 30, 2026Mixed Use, Multifamily, Office
- Ask
- $470k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5844 N Milwaukee AvenueChicago, IL · Mixed Use$1,600,000Last seen Sep 30, 2026Mixed Use
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2822 N Milwaukee AvenueChicago, IL · Mixed Use, Multifamily, Retail$724,000Last seen Sep 30, 2026Mixed Use, Multifamily, Retail
- Ask
- $724k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6135 N ELSTON AvenueChicago, IL · Mixed Use$849,000Last seen Sep 30, 2026Mixed Use
- Ask
- $849k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1704 N Damen AvenueChicago, IL · Mixed Use, Retail$3,299,000Last seen Sep 30, 2026Mixed Use, Retail
- Ask
- $3.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3804 W NORTH AvenueChicago, IL · Mixed Use$290,000Last seen Sep 30, 2026Mixed Use
- Ask
- $290k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6050 S Pulaski RoadChicago, IL · Mixed Use$375,000Last seen Sep 30, 2026Mixed Use
- Ask
- $375k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property616 W 120th StreetChicago, IL · Mixed Use$25,000Last seen Sep 30, 2026Mixed Use
- Ask
- $25k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5948 W Diversey AvenueChicago, IL · Mixed Use$498,900Last seen Sep 30, 2026Mixed Use
- Ask
- $499k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1321 W 18th StreetChicago, IL · Mixed Use$950,000Last seen Sep 30, 2026Mixed Use
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5742 W Chicago AvenueChicago, IL · Mixed Use$375,000Last seen Sep 30, 2026Mixed Use
- Ask
- $375k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5788 S Archer AvenueChicago, IL · Mixed Use$699,900Last seen Sep 30, 2026Mixed Use
- Ask
- $700k
- Cash flow
- Not disclosed
- CoC · our model
- —
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