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 1,489–1,512 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 property5101 W. Division St.Chicago, IL · Retail$499,000Last seen Sep 30, 2026Retail
- Ask
- $499k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3017 W Irving Park RoadChicago, IL · Retail, Business for Sale$800,000Last seen Sep 30, 2026Retail, Business for Sale
- Ask
- $800k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4727 S Wabash Development Opportunity – Bronzeville ChicagoChicago, IL · Office, Retail$400,000Last seen Sep 30, 2026Office, Retail
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyAdvance Auto Parts - Chicago, ILChicago, IL · Retail$1,958,000Last seen Sep 30, 2026Retail
- Ask
- $2.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5430 West Devon AvenueChicago, IL · Retail, Office, Mixed Use$2,409,485Last seen Sep 30, 2026Retail, Office, Mixed Use
- Ask
- $2.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property175 W Washington StreetChicago, IL · Retail$4,840,000Last seen Sep 30, 2026Retail
- Ask
- $4.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyRetail Space in Prime LocationChicago, IL · Retail$845,000Last seen Sep 30, 2026Retail
- Ask
- $845k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3249 W 63rd StreetChicago, IL · Retail, Multifamily, Mixed Use$799,900Last seen Sep 30, 2026Retail, Multifamily, Mixed Use
- Ask
- $800k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5349-53 W Belmont AvenueChicago, IL · Retail$649,000Last seen Sep 30, 2026Retail
- Ask
- $649k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7122 Vincennes AveChicago, IL · Retail$989,000Last seen Sep 30, 2026Retail
- Ask
- $989k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyGSA Social Security OfficeChicago, IL · Retail, Office$3,455,000Last seen Sep 30, 2026Retail, Office
- Ask
- $3.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyLIT CAFE' (CHICAGO'S WICKER PARK NEIGHBORHOOD)Chicago, IL · Retail$751,648Last seen Sep 30, 2026Retail
- Ask
- $752k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property9440-44 S Lafayette AvenueChicago, IL · Retail$200,000Last seen Sep 30, 2026Retail
- Ask
- $200k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4020 N Central Ave , Chicago, IL 60634Chicago, IL · Mixed Use, Office, Retail$650,000Last seen Sep 30, 2026Mixed Use, Office, Retail
- Ask
- $650k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5535 W Montrose AvenueChicago, IL · Retail$725,000Last seen Sep 30, 2026Retail
- Ask
- $725k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyPrime West Town RetailChicago, IL · Retail$399,950Last seen Sep 30, 2026Retail
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyChicago Riverfront Retail OpportunityChicago, IL · Retail$4,750,000Last seen Sep 30, 2026Retail
- Ask
- $4.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyRiver North Plastic Surgery CenterChicago, IL · Office, Retail$4,600,000Last seen Sep 30, 2026Office, Retail
- Ask
- $4.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4940 W North Avenue, Chicago, IL, 60639Chicago, IL · Industrial, Office, Special Purpose, Retail, Mixed Use$449,000Last seen Sep 30, 2026Industrial, Office, Special Purpose, Retail, Mixed Use
- Ask
- $449k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6222 North BroadwayChicago, IL · Retail, Mixed Use$1,700,000Last seen Sep 30, 2026Retail, Mixed Use
- Ask
- $1.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property110 E. Delaware Place, Unit 101 - Ground-FloorChicago, IL · Retail$2,850,000Last seen Sep 30, 2026Retail
- Ask
- $2.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2719 N Halsted Street C1Chicago, IL · Multifamily, Retail$399,000Last seen Sep 30, 2026Multifamily, Retail
- Ask
- $399k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4130 S. Wabash AveChicago, IL · Retail, Industrial$2,250,000Last seen Sep 30, 2026Retail, Industrial
- Ask
- $2.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property325 N Wells StChicago, IL · Retail, Office$8,000,000Last seen Sep 30, 2026Retail, Office
- Ask
- $8.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
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