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 1,705–1,728 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 property1 E Cermak RoadChicago, IL · Land$1,500,000Last seen Sep 30, 2026Land
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertySouthwest Corner 87th & JefferyChicago, IL · Land$385,000Last seen Sep 30, 2026Land
- Ask
- $385k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5956 N Paulina Lot 1 & 2Chicago, IL · Land$825,000Last seen Sep 30, 2026Land
- Ask
- $825k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property400 W 79th StreetChicago, IL · Land$725,000Last seen Sep 30, 2026Land
- Ask
- $725k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyFor Sale: 13,000 SF of Land in Belmont CraginChicago, IL · Land$369,000Last seen Sep 30, 2026Land
- Ask
- $369k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyVacant Land for residential useChicago, IL · Land$24,000Last seen Sep 30, 2026Land
- Ask
- $24k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3515 W Grand AvenueChicago, IL · Land, Retail$1,600,000Last seen Sep 30, 2026Land, Retail
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2841-49 N Cicero AvenueChicago, IL · Land, Retail$989,000Last seen Sep 30, 2026Land, Retail
- Ask
- $989k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4817 W Parker AvenueChicago, IL · Land$349,000Last seen Sep 30, 2026Land
- Ask
- $349k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4814 W Drummond PlaceChicago, IL · Land$349,000Last seen Sep 30, 2026Land
- Ask
- $349k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyCorner Redevelopment Site at Elston & Central AvenuesChicago, IL · Land$1,200,000Last seen Sep 30, 2026Land
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3278 N Milwaukee AvenueChicago, IL · Land, Multifamily, Special Purpose, Retail$18,000,000Last seen Sep 30, 2026Land, Multifamily, Special Purpose, Retail
- Ask
- $18M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyLogan SquareChicago, IL · Land$465,000Last seen Sep 30, 2026Land
- Ask
- $465k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4221 Archer Ave.Chicago, IL · Land$449,000Last seen Sep 30, 2026Land
- Ask
- $449k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2211 W 35TH PL CHICAGO IL 60609Chicago, IL · Land$1,799,000Last seen Sep 30, 2026Land
- Ask
- $1.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3300 North Elston AvenueChicago, IL · Land$650,000Last seen Sep 30, 2026Land
- Ask
- $650k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyFOR SALE | 33,240 Sq. Ft. Corner Lot in PullmanChicago, IL · Land$199,000Last seen Sep 30, 2026Land
- Ask
- $199k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyFor Sale: 13,000 SF of Land in Belmont CraginChicago, IL · Land$369,000Last seen Sep 30, 2026Land
- Ask
- $369k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property12233-12145 S Avenue OChicago, IL · Industrial, Land$3,250,000Last seen Sep 30, 2026Industrial, Land
- Ask
- $3.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyEdgewater TOD Site | 76,450 Buildable SFChicago, IL · Land, Mixed Use, Multifamily, Retail$5,500,000Last seen Sep 30, 2026Land, Mixed Use, Multifamily, Retail
- Ask
- $5.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyPullman | Hard Corner Land SiteChicago, IL · Land, Retail$450,000Last seen Sep 30, 2026Land, Retail
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2735 W Lake StChicago, IL · Industrial, Land$90,000Last seen Sep 30, 2026Industrial, Land
- Ask
- $90k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyPortage Park Development LandChicago, IL · Land$2,750,000Last seen Sep 30, 2026Land
- Ask
- $2.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2452 W HARRISON ST CHICAGO IL 60612Chicago, IL · Land$1,100,000Last seen Sep 30, 2026Land
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
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