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 673–696 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 propertyLower Level West Loop Office Condos For Sale LL2, LL3 & LL4Chicago, IL · Office$695,000Last seen Sep 30, 2026Office
- Ask
- $695k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyWest Loop Office Condo Unit 201 AvailableChicago, IL · Office$230,000Last seen Sep 30, 2026Office
- Ask
- $230k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8036 S WESTERN AvenueChicago, IL · Office$349,900Last seen Sep 30, 2026Office
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4950 W Division StreetChicago, IL · Office$399,000Last seen Sep 30, 2026Office
- Ask
- $399k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyOFFICE/RETAIL/MEDICAL - FOR SALE OR RENTChicago, IL · Office, Retail$250,000Last seen Sep 30, 2026Office, Retail
- Ask
- $250k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1855 S Kilbourn AveChicago, IL · Office, Industrial$1,625,000Last seen Sep 30, 2026Office, Industrial
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3519 W Fullerton AvenueChicago, IL · Office, Special Purpose$849,900Last seen Sep 30, 2026Office, Special Purpose
- Ask
- $850k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5307 W Devon AvenueChicago, IL · Office$465,000Last seen Sep 30, 2026Office
- Ask
- $465k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property242 North Western AveChicago, IL · Office, Industrial$2,199,000Last seen Sep 30, 2026Office, Industrial
- Ask
- $2.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6067 N Northwest HighwayChicago, IL · Office$490,000Last seen Sep 30, 2026Office
- Ask
- $490k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property921 W Van Buren Street , 210Chicago, IL · Office$259,900Last seen Sep 30, 2026Office
- Ask
- $260k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3158 S Harding AvenueChicago, IL · Mixed Use, Office$310,000Last seen Sep 30, 2026Mixed Use, Office
- Ask
- $310k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4447 W Belmont AvenueChicago, IL · Industrial, Office, Retail$285,000Last seen Sep 30, 2026Industrial, Office, Retail
- Ask
- $285k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyMULTI-TENANT OFFICE INCLUDING CHASE BANKChicago, IL · Office, Retail$890,000Last seen Sep 30, 2026Office, Retail
- Ask
- $890k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyRetail property in Chicago, ILChicago, IL · Retail, Office$5,000,000Last seen Sep 30, 2026Retail, Office
- Ask
- $5.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyBanner PhotoChicago, IL · Office$50,000,000Last seen Sep 30, 2026Office
- Ask
- $50M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4212 W. Irving Park RdChicago, IL · Office$425,000Last seen Sep 30, 2026Office
- Ask
- $425k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property234 E 115th StreetChicago, IL · Office$420,000Last seen Sep 30, 2026Office
- Ask
- $420k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1925 West Division StreetChicago, IL · Retail, Office, Mixed Use$600,000Last seen Sep 30, 2026Retail, Office, Mixed Use
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1872 North Clybourn AvenueChicago, IL · Office$599,000Last seen Sep 30, 2026Office
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property401 N Leavitt StChicago, IL · Retail, Office, Industrial$2,500,000Last seen Sep 30, 2026Retail, Office, Industrial
- Ask
- $2.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1674-1680 N Ada StChicago, IL · Office, Industrial$2,450,000Last seen Sep 30, 2026Office, Industrial
- Ask
- $2.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1348 W Concord PlaceChicago, IL · Office$2,750,000Last seen Sep 30, 2026Office
- Ask
- $2.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyChicago Bronzeville/Grand Boulevard 4636 S. King DriveChicago, IL · Office, Retail, Special Purpose$1,500,000Last seen Sep 30, 2026Office, Retail, Special Purpose
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
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