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 1,465–1,488 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 property1528 E 74th Place | 6 Unit MF in South ShoreChicago, IL · Multifamily$680,000Last seen Sep 30, 2026Multifamily
- Ask
- $680k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1124 North Lawler AvenueChicago, IL · Multifamily$2,000,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6045 N Rockwell StreetChicago, IL · Multifamily$2,350,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4320 S Michigan AveChicago, IL · Multifamily$1,900,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property97-Unit Kenwood PortfolioChicago, IL · Multifamily$21,750,000Last seen Sep 30, 2026Multifamily
- Ask
- $22M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1508-1512 W Farwell AvenueChicago, IL · Multifamily$5,700,000Last seen Sep 30, 2026Multifamily
- Ask
- $5.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1242 West Lawrence AvenueChicago, IL · Mixed Use, Multifamily, Office$19,250,000Last seen Sep 30, 2026Mixed Use, Multifamily, Office
- Ask
- $19M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyPullman - 27-Unit MultifamilyChicago, IL · Multifamily$2,600,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property619 E Groveland Park - 7 Unit MultifamilyChicago, IL · Multifamily$1,200,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property836 S Morgan StChicago, IL · Multifamily$1,350,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8-UNIT APARTMENT BUILDING IN HYDE PARKChicago, IL · Multifamily$2,729,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyMarquette Park PortfolioChicago, IL · Multifamily$1,950,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6-Unit Brick Multifamily BuildingChicago, IL · Multifamily$1,199,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6553-6555 S. King DriveChicago, IL · Multifamily$2,250,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property827 S CARPENTER ST CHICAGO IL 60607Chicago, IL · Multifamily$1,450,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property558 E. 79th St | Freestanding Corner Building with ParkingChicago, IL · Retail, Special Purpose$599,000Last seen Sep 30, 2026Retail, Special Purpose
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyBridgeport/McKinley | Brick 8-Unit with ParkingChicago, IL · Retail, Multifamily, Mixed Use$1,550,000Last seen Sep 30, 2026Retail, Multifamily, Mixed Use
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5644 South Western AvenueChicago, IL · Retail$600,000Last seen Sep 30, 2026Retail
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7828 Claremont- Commercial building for sale in ChicagoChicago, IL · Mixed Use, Retail, Special Purpose$325,000Last seen Sep 30, 2026Mixed Use, Retail, Special Purpose
- Ask
- $325k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8200 5 Office/RetailChicago, IL · Retail, Office$549,900Last seen Sep 30, 2026Retail, Office
- Ask
- $550k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1659 Chicago AveChicago, IL · Retail$589,000Last seen Sep 30, 2026Retail
- Ask
- $589k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyLate Night Restaurant & Bar in 955-Unit Condo TowerChicago, IL · Retail$650,000Last seen Sep 30, 2026Retail
- Ask
- $650k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyCorporate Starbucks Net Lease InvestmentChicago, IL · Retail$1,530,000Last seen Sep 30, 2026Retail
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertySingle Tenant Retail on Busy Archer Ave Offered at a 10 CapChicago, IL · Retail$450,000Last seen Sep 30, 2026Retail
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
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