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 937–960 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 property1327 W Washington Boulevard 105Chicago, IL · Multifamily, Office$475,000Last seen Sep 30, 2026Multifamily, Office
- Ask
- $475k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1957 E 72nd StreetChicago, IL · Multifamily$539,000Last seen Sep 30, 2026Multifamily
- Ask
- $539k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7611 S Green StreetChicago, IL · Multifamily$269,000Last seen Sep 30, 2026Multifamily
- Ask
- $269k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4930 S Indiana AvenueChicago, IL · Multifamily$1,875,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5813 S Wabash AvenueChicago, IL · Multifamily$479,000Last seen Sep 30, 2026Multifamily
- Ask
- $479k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5200 W Byron StreetChicago, IL · Multifamily$699,900Last seen Sep 30, 2026Multifamily
- Ask
- $700k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1815 S Peoria StreetChicago, IL · Multifamily$609,900Last seen Sep 30, 2026Multifamily
- Ask
- $610k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2642 N Nordica AvenueChicago, IL · Multifamily$549,000Last seen Sep 30, 2026Multifamily
- Ask
- $549k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property161 W Harrison StreetChicago, IL · Multifamily, Retail$899,500Last seen Sep 30, 2026Multifamily, Retail
- Ask
- $900k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7914 S Essex AvenueChicago, IL · Multifamily$499,000Last seen Sep 30, 2026Multifamily
- Ask
- $499k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3541 W Wrightwood AvenueChicago, IL · Multifamily$650,000Last seen Sep 30, 2026Multifamily
- Ask
- $650k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property10700 S Avenue MChicago, IL · Multifamily$295,000Last seen Sep 30, 2026Multifamily
- Ask
- $295k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5633 W 64th Place WChicago, IL · Multifamily$294,999Last seen Sep 30, 2026Multifamily
- Ask
- $295k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5318 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 property3031 W WARREN BoulevardChicago, IL · Multifamily$880,000Last seen Sep 30, 2026Multifamily
- Ask
- $880k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1513 W 87th StreetChicago, IL · Multifamily, Retail, Mixed Use$950,000Last seen Sep 30, 2026Multifamily, Retail, Mixed Use
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4355 W Le Moyne StreetChicago, IL · Multifamily$549,000Last seen Sep 30, 2026Multifamily
- Ask
- $549k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4542 N Long AvenueChicago, IL · Multifamily$599,000Last seen Sep 30, 2026Multifamily
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2012 W 21st PlaceChicago, IL · Multifamily$789,900Last seen Sep 30, 2026Multifamily
- Ask
- $790k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property42 N Long AvenueChicago, IL · Multifamily$360,000Last seen Sep 30, 2026Multifamily
- Ask
- $360k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property921 W Van Buren Street 230Chicago, IL · Multifamily, Office$349,900Last seen Sep 30, 2026Multifamily, Office
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property16 E 118TH PlaceChicago, IL · Multifamily$350,000Last seen Sep 30, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5948 S Washtenaw AvenueChicago, IL · Multifamily$450,000Last seen Sep 30, 2026Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8011 S Dante AvenueChicago, IL · Multifamily$349,900Last seen Sep 30, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
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