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 1,297–1,320 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 property2548 S Homan AveChicago, IL · Multifamily$3,400,000Last seen Sep 30, 2026Multifamily
- Ask
- $3.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property9338 S Marquette AvenueChicago, IL · Multifamily$200,000Last seen Sep 30, 2026Multifamily
- Ask
- $200k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6345 S May StreetChicago, IL · Multifamily$125,000Last seen Sep 30, 2026Multifamily
- Ask
- $125k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property127 E 107th StreetChicago, IL · Multifamily$250,000Last seen Sep 30, 2026Multifamily
- Ask
- $250k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyPRIME INVESTMENT OPPORTUNITYChicago, IL · Multifamily$449,000Last seen Sep 30, 2026Multifamily
- Ask
- $449k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8624 S Maryland AvenueChicago, IL · Multifamily$595,000Last seen Sep 30, 2026Multifamily
- Ask
- $595k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7702 S Jeffery BlvdChicago, IL · Multifamily$1,925,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6431 N California AvenueChicago, IL · Multifamily$1,250,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property243 N. MasonChicago, IL · Multifamily$1,600,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3125 W Polk StreetChicago, IL · Multifamily$825,000Last seen Sep 30, 2026Multifamily
- Ask
- $825k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3233 S Morgan StreetChicago, IL · Multifamily$499,500Last seen Sep 30, 2026Multifamily
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3241 S Carpenter StreetChicago, IL · Multifamily$975,000Last seen Sep 30, 2026Multifamily
- Ask
- $975k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7147 S Jeffery BlvdChicago, IL · Multifamily$3,300,000Last seen Sep 30, 2026Multifamily
- Ask
- $3.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5638 N Western Avenue, Chicago, IL, 60659Chicago, IL · Multifamily, Mixed Use$599,000Last seen Sep 30, 2026Multifamily, Mixed Use
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyNew Construction 6-Unit in Booming BronzevilleChicago, IL · Multifamily$2,100,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyBronzeville Triplex PortfolioChicago, IL · Multifamily$975,000Last seen Sep 30, 2026Multifamily
- Ask
- $975k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4035 S Richmond StreetChicago, IL · Multifamily$859,000Last seen Sep 30, 2026Multifamily
- Ask
- $859k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1433 S Trumbull AvenueChicago, IL · Multifamily$549,999Last seen Sep 30, 2026Multifamily
- Ask
- $550k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6610 S Kenwood AveChicago, IL · Multifamily$6,950,000Last seen Sep 30, 2026Multifamily
- Ask
- $7.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4411 W. WaltonChicago, IL · Multifamily$600,000Last seen Sep 30, 2026Multifamily
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property808 W. 76th StreetChicago, IL · Multifamily$1,795,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3500 S Artesian AveChicago, IL · Multifamily$3,250,000Last seen Sep 30, 2026Multifamily
- Ask
- $3.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyPilsen Redevelopment OpportunityChicago, IL · Mixed Use, Multifamily, Special Purpose$3,950,000Last seen Sep 30, 2026Mixed Use, Multifamily, Special Purpose
- Ask
- $4.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3047 N Clifton AveChicago, IL · Multifamily$995,000Last seen Sep 30, 2026Multifamily
- Ask
- $995k
- Cash flow
- Not disclosed
- CoC · our model
- —
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