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 1,105–1,128 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 property4505 S Union AvenueChicago, IL · Multifamily$285,000Last seen Sep 30, 2026Multifamily
- Ask
- $285k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6807 S Talman AvenueChicago, IL · Multifamily$389,000Last seen Sep 30, 2026Multifamily
- Ask
- $389k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property10653 S Mackinaw AvenueChicago, IL · Multifamily$349,900Last seen Sep 30, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1347 W Granville AvenueChicago, IL · Multifamily$1,485,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property538 N Trumbull AvenueChicago, IL · Multifamily$769,000Last seen Sep 30, 2026Multifamily
- Ask
- $769k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4530 S Whipple StreetChicago, IL · Multifamily$515,000Last seen Sep 30, 2026Multifamily
- Ask
- $515k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2014 N Whipple StreetChicago, IL · Multifamily$1,079,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6524 S Eberhart AvenueChicago, IL · Multifamily$450,000Last seen Sep 30, 2026Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2135 N Latrobe AvenueChicago, IL · Multifamily$410,000Last seen Sep 30, 2026Multifamily
- Ask
- $410k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1721 W Julian StreetChicago, IL · Multifamily$1,399,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7844 S Greenwood AvenueChicago, IL · Multifamily$310,000Last seen Sep 30, 2026Multifamily
- Ask
- $310k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2748 N Austin AvenueChicago, IL · Multifamily$1,199,900Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5922 N Melvina AvenueChicago, IL · Multifamily$669,000Last seen Sep 30, 2026Multifamily
- Ask
- $669k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1949 N Francisco AvenueChicago, IL · Multifamily$650,000Last seen Sep 30, 2026Multifamily
- Ask
- $650k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2318 W Grand AvenueChicago, IL · Multifamily$499,900Last seen Sep 30, 2026Multifamily
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4055 W Nelson StreetChicago, IL · Multifamily$775,000Last seen Sep 30, 2026Multifamily
- Ask
- $775k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1118 W 19th StreetChicago, IL · Multifamily$1,310,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1536 W 70th StreetChicago, IL · Multifamily$510,000Last seen Sep 30, 2026Multifamily
- Ask
- $510k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4813 S RACINE StreetChicago, IL · Multifamily$449,500Last seen Sep 30, 2026Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3333 W Pierce AvenueChicago, IL · Multifamily$499,999Last seen Sep 30, 2026Multifamily
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7131 S Normal BoulevardChicago, IL · Multifamily$428,900Last seen Sep 30, 2026Multifamily
- Ask
- $429k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property217 W Huron Street 5Chicago, IL · Multifamily, Office$290,000Last seen Sep 30, 2026Multifamily, Office
- Ask
- $290k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1621 S Lawndale AvenueChicago, IL · Multifamily$715,948Last seen Sep 30, 2026Multifamily
- Ask
- $716k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5406 S May StreetChicago, IL · Multifamily$425,000Last seen Sep 30, 2026Multifamily
- Ask
- $425k
- Cash flow
- Not disclosed
- CoC · our model
- —
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