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 505–528 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 property510 W ERIE Street P204Chicago, IL · Land, Special Purpose$25,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $25k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1530 S State Street 239-240Chicago, IL · Land, Special Purpose$80,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $80k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property130 N Garland Court 4-81Chicago, IL · Land, Special Purpose$35,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $35k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property127 W 111th StreetChicago, IL · Mixed Use, Special Purpose$135,000Last seen Sep 30, 2026Mixed Use, Special Purpose
- Ask
- $135k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4438 N Kedzie Avenue G-1Chicago, IL · Land, Special Purpose$30,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $30k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6414 S Woodlawn Avenue U-3Chicago, IL · Land, Special Purpose$12,500Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $13k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property474 N Lake Shore Drive P-27Chicago, IL · Land, Special Purpose$48,500Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $49k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4636 S KING DriveChicago, IL · Special Purpose$1,500,000Last seen Sep 30, 2026Special Purpose
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property832 N Leclaire Avenue, Chicago, IL, 60651Chicago, IL · Special Purpose$90,000Last seen Sep 30, 2026Special Purpose
- Ask
- $90k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7800 S Loomis BoulevardChicago, IL · Special Purpose$329,000Last seen Sep 30, 2026Special Purpose
- Ask
- $329k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8725 S May StreetChicago, IL · Special Purpose$2,600,000Last seen Sep 30, 2026Special Purpose
- Ask
- $2.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property509-511 E 79th StreetChicago, IL · Special Purpose$399,000Last seen Sep 30, 2026Special Purpose
- Ask
- $399k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1639 S Blue Island AvenueChicago, IL · Special Purpose$650,000Last seen Sep 30, 2026Special Purpose
- Ask
- $650k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property9016 S Halsted StreetChicago, IL · Special Purpose$280,000Last seen Sep 30, 2026Special Purpose
- Ask
- $280k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property601 W 47th StreetChicago, IL · Special Purpose$615,000Last seen Sep 30, 2026Special Purpose
- Ask
- $615k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5010 S State StreetChicago, IL · Special Purpose, Land$625,000Last seen Sep 30, 2026Special Purpose, Land
- Ask
- $625k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8725 S May StreetChicago, IL · Special Purpose$2,600,000Last seen Sep 30, 2026Special Purpose
- Ask
- $2.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property832 N Leclaire AvenueChicago, IL · Special Purpose$90,000Last seen Sep 30, 2026Special Purpose
- Ask
- $90k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property921 W Van Buren Street , 2C-EChicago, IL · Special Purpose$649,900Last seen Sep 30, 2026Special Purpose
- Ask
- $650k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1949 W 48th StreetChicago, IL · Special Purpose$425,000Last seen Sep 30, 2026Special Purpose
- Ask
- $425k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7851 S Jeffery BoulevardChicago, IL · Special Purpose$2,500,000Last seen Sep 30, 2026Special Purpose
- Ask
- $2.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1110 S. Oakley Boulevard - State of Illinois Tenant 25 YRChicago, IL · Special Purpose$4,596,218Last seen Sep 30, 2026Special Purpose
- Ask
- $4.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4601 N Lincoln AvenueChicago, IL · Special Purpose$249,000Last seen Sep 30, 2026Special Purpose
- Ask
- $249k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3044 W Irving Park RoadChicago, IL · Special Purpose$699,000Last seen Sep 30, 2026Special Purpose
- Ask
- $699k
- Cash flow
- Not disclosed
- CoC · our model
- —
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