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 433–456 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 property1920 S Miller StreetChicago, IL · Land, Special Purpose$142,900Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $143k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property510 W Erie Street P-307Chicago, IL · Land, Special Purpose$23,500Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $24k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property510 W ERIE Street P-207Chicago, 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-44Chicago, IL · Land, Special Purpose$22,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $22k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2132 W Washington BoulevardChicago, IL · Special Purpose$1,500,000Last seen Sep 30, 2026Special Purpose
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4832 S Indiana Avenue G-28Chicago, IL · Land, Special Purpose$15,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $15k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property505 N Lake Shore Drive C-40Chicago, IL · Land, Special Purpose$120,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $120k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property9230 S Ashland AvenueChicago, IL · Land, Office, Retail, Special Purpose$499,000Last seen Sep 30, 2026Land, Office, Retail, Special Purpose
- Ask
- $499k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2545 S Dearborn Street P-91Chicago, IL · Land, Special Purpose$30,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $30k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property55 E Erie Street P-43Chicago, IL · Land, Special Purpose$20,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $20k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7035-39 W Higgins AvenueChicago, IL · Retail, Special Purpose$685,000Last seen Sep 30, 2026Retail, Special Purpose
- Ask
- $685k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2948 W Devon AvenueChicago, IL · Special Purpose$250,000Last seen Sep 30, 2026Special Purpose
- Ask
- $250k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property303 W Ohio Street P173Chicago, 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 149Chicago, IL · Land, Special Purpose$40,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $40k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2701 W. Lawrence Ave Unit CChicago, IL · Special Purpose$350,000Last seen Sep 30, 2026Special Purpose
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1215 W Gunnison Street P-13Chicago, IL · Land, Special Purpose$30,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $30k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2310 W Saint Paul Avenue PB-4AChicago, IL · Land, Special Purpose$28,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $28k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property630 N State Street P506Chicago, IL · Land, Special Purpose$15,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $15k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property111 E Chestnut Street 6A-2Chicago, IL · Land, Special Purpose$28,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $28k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4441 S Indiana Avenue P-7Chicago, IL · Land, Special Purpose$18,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $18k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property510 W ERIE Street P202Chicago, IL · Land, Special Purpose$25,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $25k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3505 S Morgan Street P-66Chicago, IL · Land, Special Purpose$22,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $22k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property600 N Fairbanks Court P11-20Chicago, IL · Land, Special Purpose$49,950Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $50k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property630 N State Street 426Chicago, IL · Land, Special Purpose$17,900Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $18k
- Cash flow
- Not disclosed
- CoC · our model
- —
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