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 1,993–2,016 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 property3742 W Montrose AvenueChicago, IL · Mixed-Use / Other CRE$699,000Last seen Sep 9, 2026Mixed-Use / Other CRE
- Ask
- $699k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property350 E 115th StreetChicago, IL · Mixed-Use / Other CRE$95,000Last seen Sep 9, 2026Mixed-Use / Other CRE
- Ask
- $95k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1-15 N Keeler AvenueChicago, IL · Mixed-Use / Other CRE$1,800,000Last seen Sep 9, 2026Mixed-Use / Other CRE
- Ask
- $1.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4956 N Kimball Avenue SPACE5Chicago, IL · Land / Development$15,000Last seen Sep 9, 2026Land / Development
- Ask
- $15k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property10 E Ontario Street S719Chicago, IL · Land / Development$15,000Last seen Sep 9, 2026Land / Development
- Ask
- $15k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property130 N Garland Court 6-47Chicago, IL · Land / Development$36,000Last seen Sep 9, 2026Land / Development
- Ask
- $36k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3707 W Harrison StreetChicago, IL · Industrial CRE$900,000Last seen Sep 9, 2026Industrial CRE
- Ask
- $900k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6200 S Oakley AveChicago, IL · Industrial CRE$400,000Last seen Sep 9, 2026Industrial CRE
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3846 W 79th StreetChicago, IL · Office CRE$230,000Last seen Sep 9, 2026Office CRE
- Ask
- $230k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4050 Lincoln Ave. - Fully-Rented Office CondoChicago, IL · Office CRE$349,000Last seen Sep 9, 2026Office CRE
- Ask
- $349k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property111 N Wabash Avenue 2122Chicago, IL · Office CRE$69,448Last seen Sep 9, 2026Office CRE
- Ask
- $69k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2856 W 38th PlaceChicago, IL · Multifamily$385,000Last seen Sep 9, 2026Multifamily
- Ask
- $385k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6936 S Green StreetChicago, IL · Multifamily$360,000Last seen Sep 9, 2026Multifamily
- Ask
- $360k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3709 W Armitage AvenueChicago, IL · Multifamily$925,000Last seen Sep 9, 2026Multifamily
- Ask
- $925k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4745 S St. Lawrence AvenueChicago, IL · Multifamily$1,299,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3529 S Prairie AvenueChicago, IL · Multifamily$230,000Last seen Sep 9, 2026Multifamily
- Ask
- $230k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4111 W Monroe StreetChicago, IL · Multifamily$135,000Last seen Sep 9, 2026Multifamily
- Ask
- $135k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5525 W Jackson BoulevardChicago, IL · Multifamily$230,000Last seen Sep 9, 2026Multifamily
- Ask
- $230k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property218 N Kilbourn AvenueChicago, IL · Multifamily$275,000Last seen Sep 9, 2026Multifamily
- Ask
- $275k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6327 S Saint Lawrence AvenueChicago, IL · Multifamily$220,000Last seen Sep 9, 2026Multifamily
- Ask
- $220k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3405 N Seminary AvenueChicago, IL · Multifamily$1,499,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3332 W Congress ParkwayChicago, IL · Multifamily$257,000Last seen Sep 9, 2026Multifamily
- Ask
- $257k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6545 N Natoma StreetChicago, IL · Multifamily$875,000Last seen Sep 9, 2026Multifamily
- Ask
- $875k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2437 N Central AvenueChicago, IL · Multifamily$549,900Last seen Sep 9, 2026Multifamily
- Ask
- $550k
- Cash flow
- Not disclosed
- CoC · our model
- —
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