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 1,417–1,440 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 property4226 West Washington BoulevardChicago, IL · Multifamily$275,000Last seen Sep 30, 2026Multifamily
- Ask
- $275k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1248 W 83rd StreetChicago, IL · Multifamily$1,200,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7924 S. Rhodes AveChicago, IL · Multifamily$525,000Last seen Sep 30, 2026Multifamily
- Ask
- $525k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8133 S. Ingleside AvenueChicago, IL · Multifamily$650,000Last seen Sep 30, 2026Multifamily
- Ask
- $650k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7948 S Drexel AvenueChicago, IL · Multifamily$275,000Last seen Sep 30, 2026Multifamily
- Ask
- $275k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyWicker Park 6-Unit - 100% Turnkey w/ long term Retail TenantChicago, IL · Mixed Use, Multifamily$2,295,000Last seen Sep 30, 2026Mixed Use, Multifamily
- Ask
- $2.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1326 W. Ohio StChicago, IL · Multifamily$1,250,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6637 S Rhodes AvenueChicago, IL · Multifamily$265,000Last seen Sep 30, 2026Multifamily
- Ask
- $265k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8035 S Evans AvenueChicago, IL · Multifamily$295,000Last seen Sep 30, 2026Multifamily
- Ask
- $295k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property11131 S Michigan AvenueChicago, IL · Multifamily, Mixed Use$99,000Last seen Sep 30, 2026Multifamily, Mixed Use
- Ask
- $99k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property331 W 76th StreetChicago, IL · Multifamily$265,000Last seen Sep 30, 2026Multifamily
- Ask
- $265k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8321 S. King DrChicago, IL · Multifamily$2,500,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3603 S King DrChicago, IL · Multifamily$4,150,000Last seen Sep 30, 2026Multifamily
- Ask
- $4.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyKingston SuitesChicago, IL · Multifamily$1,985,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5944 W. Roosevelt Rd & 1054 S. Mason AveChicago, IL · Multifamily$3,650,000Last seen Sep 30, 2026Multifamily
- Ask
- $3.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1502 E. 74th StChicago, IL · Multifamily$800,000Last seen Sep 30, 2026Multifamily
- Ask
- $800k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1619 E 70th StChicago, IL · Multifamily$975,000Last seen Sep 30, 2026Multifamily
- Ask
- $975k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7342 S Kingston AveChicago, IL · Multifamily$875,000Last seen Sep 30, 2026Multifamily
- Ask
- $875k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1104 W Madison StChicago, IL · Multifamily$3,125,000Last seen Sep 30, 2026Multifamily
- Ask
- $3.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property619 E Groveland ParkChicago, IL · Multifamily$1,200,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1222 E 52ND STREETChicago, IL · Multifamily$1,525,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyBronzeville Triplex PortfolioChicago, IL · Multifamily$975,000Last seen Sep 30, 2026Multifamily
- Ask
- $975k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property886-888 N. Milwaukee AvenueChicago, IL · Retail, Multifamily, Office, Industrial, Self Storage$995,000Last seen Sep 30, 2026Retail, Multifamily, Office, Industrial, Self Storage
- Ask
- $995k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2812 S Quinn StChicago, IL · Multifamily, Special Purpose$6,000,000Last seen Sep 30, 2026Multifamily, Special Purpose
- Ask
- $6.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
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