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 1,369–1,392 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 property6141 S Justine StreetChicago, IL · Multifamily$150,000Last seen Sep 30, 2026Multifamily
- Ask
- $150k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyStewart SuitesChicago, IL · Multifamily$1,260,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4407 W AdamsChicago, IL · Multifamily$1,165,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2054 W Grand AvenueChicago, IL · Multifamily$3,249,000Last seen Sep 30, 2026Multifamily
- Ask
- $3.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyNew Construction in Prime Washington Park LocationChicago, IL · Multifamily$975,000Last seen Sep 30, 2026Multifamily
- Ask
- $975k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1623 N Halsted StreetChicago, IL · Multifamily$1,700,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7205 S. Bennett AveChicago, IL · Multifamily$1,850,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7251 S. Phillips AveChicago, IL · Multifamily$2,500,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3920-34 S Calumet Ave , Chicago, IL 60653Chicago, IL · Multifamily$6,995,000Last seen Sep 30, 2026Multifamily
- Ask
- $7.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property66th Street ApartmentsChicago, IL · Multifamily$645,000Last seen Sep 30, 2026Multifamily
- Ask
- $645k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertySouth Shore 6-Unit Investment OpportunityChicago, IL · Multifamily$349,900Last seen Sep 30, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5027-29 W Washington BlvdChicago, IL · Multifamily$1,425,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyGreater Grand Crossing Large Two Flat Investment Property For SaleChicago, IL · Multifamily$290,000Last seen Sep 30, 2026Multifamily
- Ask
- $290k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2544 E 83rd StreetChicago, IL · Mixed Use, Multifamily$275,000Last seen Sep 30, 2026Mixed Use, Multifamily
- Ask
- $275k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7839 S Kingston AvenueChicago, IL · Multifamily$950,000Last seen Sep 30, 2026Multifamily
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3034 W Montrose AvenueChicago, IL · Mixed Use, Multifamily$1,399,000Last seen Sep 30, 2026Mixed Use, Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7749 S Yates BlvdChicago, IL · Multifamily$3,450,000Last seen Sep 30, 2026Multifamily
- Ask
- $3.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5322 W. WashingtonChicago, IL · Multifamily$2,050,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1334 W. 18th Pl.Chicago, IL · Multifamily$2,575,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1510 E 73rd StChicago, IL · Multifamily$950,000Last seen Sep 30, 2026Multifamily
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2315 S HOYNE AvenueChicago, IL · Multifamily$485,000Last seen Sep 30, 2026Multifamily
- Ask
- $485k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property965 W 18th StreetChicago, IL · Multifamily$1,425,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property542 N LAWNDALE AVE CHICAGO IL 60624Chicago, IL · Multifamily$639,000Last seen Sep 30, 2026Multifamily
- Ask
- $639k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3041 W Flournoy StreetChicago, IL · Multifamily$835,000Last seen Sep 30, 2026Multifamily
- Ask
- $835k
- Cash flow
- Not disclosed
- CoC · our model
- —
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