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 1,249–1,272 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 propertyClassic Chatham 2-Flat | Income & Rent Growth OpportunityChicago, IL · Multifamily$349,900Last seen Sep 30, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5256 W Chicago AvenueChicago, IL · Multifamily$324,900Last seen Sep 30, 2026Multifamily
- Ask
- $325k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyNew Construction in Booming North LawndaleChicago, IL · Multifamily$765,000Last seen Sep 30, 2026Multifamily
- Ask
- $765k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7949 S Marquette AvenueChicago, IL · Multifamily$250,222Last seen Sep 30, 2026Multifamily
- Ask
- $250k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5637-43 S Prairie AvenueChicago, IL · Multifamily$2,899,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5930 S King DriveChicago, IL · Multifamily$550,000Last seen Sep 30, 2026Multifamily
- Ask
- $550k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6852 S Langley AvenueChicago, IL · Multifamily$589,000Last seen Sep 30, 2026Multifamily
- Ask
- $589k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4210 W Washington BoulevardChicago, IL · Land, Multifamily$49,900Last seen Sep 30, 2026Land, Multifamily
- Ask
- $50k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1345 N Ashland Avenue CNChicago, IL · Multifamily, Retail$220,000Last seen Sep 30, 2026Multifamily, Retail
- Ask
- $220k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1631 S Trumbull AvenueChicago, IL · Multifamily$799,000Last seen Sep 30, 2026Multifamily
- Ask
- $799k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1221 E Marquette RoadChicago, IL · Multifamily$659,000Last seen Sep 30, 2026Multifamily
- Ask
- $659k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6627 S Maryland AvenueChicago, IL · Multifamily$849,000Last seen Sep 30, 2026Multifamily
- Ask
- $849k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4208 North Linder Avenue, Chicago, IllinoisChicago, IL · Multifamily$950,000Last seen Sep 30, 2026Multifamily
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5758 W 65th StreetChicago, IL · Office, Multifamily, Retail, Mixed Use$849,000Last seen Sep 30, 2026Office, Multifamily, Retail, Mixed Use
- Ask
- $849k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1817 S. Ashland Ave., Chicago, ILChicago, IL · Multifamily$400,000Last seen Sep 30, 2026Multifamily
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6820-6840 S Perry Ave, Chicago, IL 60621Chicago, IL · Multifamily$1,349,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5621 S Green StreetChicago, IL · Multifamily$503,900Last seen Sep 30, 2026Multifamily
- Ask
- $504k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5236 S Bishop StreetChicago, IL · Multifamily$579,000Last seen Sep 30, 2026Multifamily
- Ask
- $579k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6506 S Ingleside AvenueChicago, IL · Multifamily$899,900Last seen Sep 30, 2026Multifamily
- Ask
- $900k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3967 S Drexel BoulevardChicago, IL · Multifamily$2,150,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4335 W Irving Park RoadChicago, IL · Retail, Multifamily$1,800,000Last seen Sep 30, 2026Retail, Multifamily
- Ask
- $1.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2655 S Drake AvenueChicago, IL · Multifamily$375,000Last seen Sep 30, 2026Multifamily
- Ask
- $375k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3109 W Polk StreetChicago, IL · Multifamily$825,000Last seen Sep 30, 2026Multifamily
- Ask
- $825k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1838 W 65th StreetChicago, IL · Multifamily$575,000Last seen Sep 30, 2026Multifamily
- Ask
- $575k
- Cash flow
- Not disclosed
- CoC · our model
- —
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