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 481–504 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 property4755 N Washtenaw Avenue P-11Chicago, IL · Land, Special Purpose$19,500Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $20k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property921 W Van Buren Street , 2BChicago, IL · Special Purpose$399,900Last seen Sep 30, 2026Special Purpose
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4755 N Washtenaw Avenue P-25Chicago, IL · Land, Special Purpose$19,500Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $20k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1734 W Foster Avenue P-4Chicago, IL · Land, Special Purpose$15,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $15k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property57 E Delaware Place 150Chicago, IL · Land, Special Purpose$40,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $40k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2 E Erie Street G-549Chicago, IL · Land, Special Purpose$30,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $30k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property655 W Irving Park Road V020Chicago, IL · Land, Special Purpose$17,500Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $18k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1212 N La Salle Drive P313Chicago, IL · Land, Special Purpose$30,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $30k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property600 N Fairbanks Court P4-5Chicago, IL · Land, Special Purpose$50,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $50k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property33 W Ontario Street P11-W27Chicago, IL · Land, Special Purpose$12,500Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $13k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1400 S Michigan Avenue P-251Chicago, IL · Land, Special Purpose$25,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $25k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property55 E Erie Street P-118Chicago, IL · Land, Special Purpose$26,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $26k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property401 N Wabash Avenue P457Chicago, IL · Land, Special Purpose$50,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $50k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property900 N Kingsbury Street P-160Chicago, IL · Land, Special Purpose$19,900Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $20k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1014 W Roscoe Street OP-Chicago, IL · Land, Special Purpose$25,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $25k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1255 S STATE Street R424Chicago, IL · Land, Special Purpose$21,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $21k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property520 W Huron Street GU-57Chicago, IL · Land, Special Purpose$25,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $25k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2844 W Addison Street P1Chicago, IL · Land, Special Purpose$25,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $25k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2348 E 71st Street P-18Chicago, IL · Land, Special Purpose$22,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $22k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property10 E Ontario Street S-515Chicago, IL · Land, Special Purpose$18,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $18k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property655 W Irving Park Road V233Chicago, IL · Land, Special Purpose$17,500Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $18k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7334 S Halsted StreetChicago, IL · Special Purpose$95,000Last seen Sep 30, 2026Special Purpose
- Ask
- $95k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property680 N lake shore Drive P-767Chicago, IL · Land, Special Purpose$50,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $50k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1925 N Humboldt Boulevard P-14Chicago, IL · Land, Special Purpose$18,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $18k
- Cash flow
- Not disclosed
- CoC · our model
- —
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