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 769–792 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 propertyLincoln Office BuildingChicago, IL · Office$3,127,000Last seen Sep 30, 2026Office
- Ask
- $3.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyDark DaVita in Little VillageChicago, IL · Office, Industrial$2,100,000Last seen Sep 30, 2026Office, Industrial
- Ask
- $2.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5255 W MONROE AvenueChicago, IL · Land, Multifamily$49,900Last seen Sep 30, 2026Land, Multifamily
- Ask
- $50k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3127 N ASHLAND Avenue C1Chicago, IL · Multifamily, Office, Retail$215,000Last seen Sep 30, 2026Multifamily, Office, Retail
- Ask
- $215k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4035-37 W Harrison StreetChicago, IL · Multifamily$499,900Last seen Sep 30, 2026Multifamily
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2744 West Division Street Mixed Use. Humboldt ParkChicago, IL · Multifamily, Office, Mixed Use$850,000Last seen Sep 30, 2026Multifamily, Office, Mixed Use
- Ask
- $850k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5409 W Monroe StreetChicago, IL · Multifamily$279,900Last seen Sep 30, 2026Multifamily
- Ask
- $280k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1711 N Austin AvenueChicago, IL · Multifamily$479,000Last seen Sep 30, 2026Multifamily
- Ask
- $479k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property654 W 31st StreetChicago, IL · Land, Multifamily, Retail$950,000Last seen Sep 30, 2026Land, Multifamily, Retail
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4818 W Fletcher StreetChicago, IL · Multifamily$650,000Last seen Sep 30, 2026Multifamily
- Ask
- $650k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3762 S Indiana AvenueChicago, IL · Multifamily$1,198,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3159 S Ridgeway AvenueChicago, IL · Multifamily$255,000Last seen Sep 30, 2026Multifamily
- Ask
- $255k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6545 S Woodlawn AvenueChicago, IL · Land, Multifamily$100,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $100k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6547 S Evans AvenueChicago, IL · Multifamily$650,000Last seen Sep 30, 2026Multifamily
- Ask
- $650k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1301 S Christiana AvenueChicago, IL · Multifamily$599,000Last seen Sep 30, 2026Multifamily
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2714 E 93rd StreetChicago, IL · Multifamily$150,000Last seen Sep 30, 2026Multifamily
- Ask
- $150k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7339-43 W Irving Park RoadChicago, IL · Land, Multifamily, Special Purpose$749,900Last seen Sep 30, 2026Land, Multifamily, Special Purpose
- Ask
- $750k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3103 N Kedzie AvenueChicago, IL · Multifamily$775,900Last seen Sep 30, 2026Multifamily
- Ask
- $776k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6506 S Saint Lawrence AvenueChicago, IL · Multifamily$598,000Last seen Sep 30, 2026Multifamily
- Ask
- $598k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2134 S Fairfield AvenueChicago, IL · Multifamily$485,000Last seen Sep 30, 2026Multifamily
- Ask
- $485k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1908 W Cuyler AvenueChicago, IL · Multifamily$1,000,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5514 S Winchester AvenueChicago, IL · Multifamily$335,000Last seen Sep 30, 2026Multifamily
- Ask
- $335k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5630 S Albany AvenueChicago, IL · Multifamily$300,000Last seen Sep 30, 2026Multifamily
- Ask
- $300k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property11536 S Normal AvenueChicago, IL · Multifamily$115,000Last seen Sep 30, 2026Multifamily
- Ask
- $115k
- Cash flow
- Not disclosed
- CoC · our model
- —
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