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 2,017–2,040 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 property6359 S Rhodes AvenueChicago, IL · Multifamily$249,999Last seen Sep 9, 2026Multifamily
- Ask
- $250k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6753 S Loomis BoulevardChicago, IL · Multifamily$299,000Last seen Sep 9, 2026Multifamily
- Ask
- $299k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property446 N Pine AvenueChicago, IL · Multifamily$675,000Last seen Sep 9, 2026Multifamily
- Ask
- $675k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1053 N Lawndale AvenueChicago, IL · Multifamily$90,000Last seen Sep 9, 2026Multifamily
- Ask
- $90k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4327 W Monroe StreetChicago, IL · Multifamily$310,000Last seen Sep 9, 2026Multifamily
- Ask
- $310k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5001-5015 N Harlem AvenueChicago, IL · Multifamily$749,000Last seen Sep 9, 2026Multifamily
- Ask
- $749k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1524 E Marquette RoadChicago, IL · Multifamily$350,000Last seen Sep 9, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property824 N CALIFORNIA AvenueChicago, IL · Multifamily$640,000Last seen Sep 9, 2026Multifamily
- Ask
- $640k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6959 S EBERHART AvenueChicago, IL · Multifamily$250,000Last seen Sep 9, 2026Multifamily
- Ask
- $250k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5809 S Indiana AvenueChicago, IL · Multifamily$965,000Last seen Sep 9, 2026Multifamily
- Ask
- $965k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6140 S Aberdeen StreetChicago, IL · Multifamily$285,000Last seen Sep 9, 2026Multifamily
- Ask
- $285k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4218 W Gladys AvenueChicago, IL · Multifamily$32,000Last seen Sep 9, 2026Multifamily
- Ask
- $32k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5037 W West End AvenueChicago, IL · Multifamily$449,999Last seen Sep 9, 2026Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3630 S Giles AvenueChicago, IL · Multifamily$360,000Last seen Sep 9, 2026Multifamily
- Ask
- $360k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property111 N Wabash Avenue 1618Chicago, IL · Multifamily$50,000Last seen Sep 9, 2026Multifamily
- Ask
- $50k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6050 N Washtenaw AvenueChicago, IL · Multifamily$900,000Last seen Sep 9, 2026Multifamily
- Ask
- $900k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6016 S Carpenter StreetChicago, IL · Multifamily$355,000Last seen Sep 9, 2026Multifamily
- Ask
- $355k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1622 N Keating AvenueChicago, IL · Multifamily$419,900Last seen Sep 9, 2026Multifamily
- Ask
- $420k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7601 S Hermitage AvenueChicago, IL · Multifamily$830,000Last seen Sep 9, 2026Multifamily
- Ask
- $830k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4322 N Hoyne AvenueChicago, IL · Multifamily$1,295,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1632 S Homan AvenueChicago, IL · Multifamily$599,000Last seen Sep 9, 2026Multifamily
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3544 N Halsted StreetChicago, IL · Multifamily$1,950,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6415 S Drexel AvenueChicago, IL · Multifamily$120,000Last seen Sep 9, 2026Multifamily
- Ask
- $120k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property915 S Kedzie AvenueChicago, IL · Multifamily$620,000Last seen Sep 9, 2026Multifamily
- Ask
- $620k
- Cash flow
- Not disclosed
- CoC · our model
- —
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