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 409–432 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 property4814 N Clark Street P-53Chicago, IL · Land, Special Purpose$30,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $30k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1212 N La Salle Drive P316Chicago, IL · Land, Special Purpose$30,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $30k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property630 N State Street P320Chicago, IL · Land, Special Purpose$20,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $20k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property55 E Erie Street P-13Chicago, IL · Land, Special Purpose$45,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $45k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property405 N Wabash Avenue B93Chicago, IL · Land, Special Purpose$39,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $39k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property801 S Plymouth Court S P-314Chicago, IL · Land, Special Purpose$29,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $29k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5739 S Calumet Avenue P-2Chicago, IL · Land, Special Purpose$10,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $10k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3423 S Calumet AvenueChicago, IL · Land, Multifamily, Special Purpose$175,000Last seen Sep 30, 2026Land, Multifamily, Special Purpose
- Ask
- $175k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4814 N Clark Street P-49Chicago, IL · Land, Special Purpose$31,500Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $32k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2300-2324 W Bloomingdale 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 property5357 N Lincoln AvenueChicago, IL · Special Purpose$99,900Last seen Sep 30, 2026Special Purpose
- Ask
- $100k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property828 W Grace Street P-112Chicago, IL · Land, Special Purpose$12,500Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $13k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property400 N Clinton Street P28Chicago, IL · Land, Special Purpose$20,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $20k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1742 W 87th StreetChicago, IL · Retail, Special Purpose$830,000Last seen Sep 30, 2026Retail, Special Purpose
- Ask
- $830k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1212 N La Salle Drive P309Chicago, IL · Land, Special Purpose$30,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $30k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property921 W Van Buren Street , 2DChicago, IL · Special Purpose$349,900Last seen Sep 30, 2026Special Purpose
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2121 E 72 StreetChicago, IL · Special Purpose$195,000Last seen Sep 30, 2026Special Purpose
- Ask
- $195k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1400 S Michigan Avenue P-520Chicago, IL · Land, Special Purpose$25,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $25k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property400 N Clinton Street P36Chicago, IL · Land, Special Purpose$30,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $30k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1305 S Michigan Avenue 201Chicago, IL · Land, Special Purpose$25,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $25k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property630 N Franklin Street P-31Chicago, IL · Land, Special Purpose$30,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $30k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2730 N. Western AveChicago, IL · Special Purpose$2,980,000Last seen Sep 30, 2026Special Purpose
- Ask
- $3.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property9335-37 S South Chicago AvenueChicago, IL · Multifamily, Office, Special Purpose$679,900Last seen Sep 30, 2026Multifamily, Office, Special Purpose
- Ask
- $680k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1212 N La Salle Drive P344Chicago, IL · Land, Special Purpose$30,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $30k
- Cash flow
- Not disclosed
- CoC · our model
- —
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