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 1,441–1,464 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 property6700 S. Clyde AveChicago, IL · Multifamily$1,935,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.9M
- 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 property7270 S Shore DriveChicago, IL · Multifamily$6,000,000Last seen Sep 30, 2026Multifamily
- Ask
- $6.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4320 S. Michigan AveChicago, IL · Multifamily$1,915,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyEverett ApartmentsChicago, IL · Multifamily$3,999,999Last seen Sep 30, 2026Multifamily
- Ask
- $4.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7151 S. King DrChicago, IL · Multifamily$1,050,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyMultifamily Value-Add Investment Opportunity in BridgeportChicago, IL · Multifamily$1,290,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyInvestor-Friendly South Loop Penthouse | 6% CapChicago, IL · Multifamily$464,000Last seen Sep 30, 2026Multifamily
- Ask
- $464k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2838 North Albany AvenueChicago, IL · Multifamily$2,050,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2100 N Hoyne AveChicago, IL · Multifamily$1,825,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7854 S South Shore DrChicago, IL · Multifamily$4,794,000Last seen Sep 30, 2026Multifamily
- Ask
- $4.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyBelow-Market Rents with a Clear Path to UpsideChicago, IL · Multifamily$1,450,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5100 W Madison StChicago, IL · Multifamily$1,400,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyThe Burlington | 3-Unit Mixed-Use Building in Logan SquareChicago, IL · Business for Sale, Mixed Use, Multifamily$1,100,000Last seen Sep 30, 2026Business for Sale, Mixed Use, Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property31 Unit APT Building- 10920-10930 S. Vernon Avenue, ChicagoChicago, IL · Multifamily$1,800,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyWest EnglewoodChicago, IL · Multifamily$399,999Last seen Sep 30, 2026Multifamily
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7441 N Rogers AvenueChicago, IL · Multifamily$1,625,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7130 South Jeffery BoulevardChicago, IL · Multifamily$5,550,000Last seen Sep 30, 2026Multifamily
- Ask
- $5.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5616 S. Michigan AveChicago, IL · Multifamily$1,475,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7954 S MARYLAND AVEChicago, IL · Multifamily$600,000Last seen Sep 30, 2026Multifamily
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7733 S Shore DrChicago, IL · Multifamily$7,290,000Last seen Sep 30, 2026Multifamily
- Ask
- $7.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4034 S Prairie AvenueChicago, IL · Multifamily$1,475,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1441 – 1455 W 103rd StChicago, IL · Mixed Use, Multifamily, Retail$1,375,000Last seen Sep 30, 2026Mixed Use, Multifamily, Retail
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyOld Town CondosChicago, IL · Multifamily$21,083,000Last seen Sep 30, 2026Multifamily
- Ask
- $21M
- Cash flow
- Not disclosed
- CoC · our model
- —
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