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 865–888 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 property5029 W ALTGELD StreetChicago, IL · Multifamily$669,500Last seen Sep 30, 2026Multifamily
- Ask
- $670k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4149 W 21st StreetChicago, IL · Multifamily$359,900Last seen Sep 30, 2026Multifamily
- Ask
- $360k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8047 S VERNON AvenueChicago, IL · Multifamily$349,000Last seen Sep 30, 2026Multifamily
- Ask
- $349k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8019 S Eberhart AvenueChicago, IL · Multifamily$415,000Last seen Sep 30, 2026Multifamily
- Ask
- $415k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5475 N Monitor AvenueChicago, IL · Multifamily$625,900Last seen Sep 30, 2026Multifamily
- Ask
- $626k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1652 N Leavitt StreetChicago, IL · Multifamily$4,850,000Last seen Sep 30, 2026Multifamily
- Ask
- $4.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6959 S Calumet AvenueChicago, IL · Multifamily$270,000Last seen Sep 30, 2026Multifamily
- Ask
- $270k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7727 S Colfax AvenueChicago, IL · Multifamily$484,900Last seen Sep 30, 2026Multifamily
- Ask
- $485k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property440 N Hamlin AvenueChicago, IL · Multifamily$599,000Last seen Sep 30, 2026Multifamily
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1324 N Laramie AvenueChicago, IL · Multifamily$450,000Last seen Sep 30, 2026Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3744 S Parnell AvenueChicago, IL · Multifamily$665,000Last seen Sep 30, 2026Multifamily
- Ask
- $665k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8017 S Hermitage AvenueChicago, IL · Multifamily$349,000Last seen Sep 30, 2026Multifamily
- Ask
- $349k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5336 S Union AvenueChicago, IL · Multifamily$99,000Last seen Sep 30, 2026Multifamily
- Ask
- $99k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5644 N California AvenueChicago, IL · Multifamily$2,150,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property930 W 35th StreetChicago, IL · Multifamily$1,375,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2911 W 25th StreetChicago, IL · Multifamily$260,000Last seen Sep 30, 2026Multifamily
- Ask
- $260k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property908 W 51ST PlaceChicago, IL · Multifamily$210,000Last seen Sep 30, 2026Multifamily
- Ask
- $210k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2642 W Superior StreetChicago, IL · Multifamily$749,900Last seen Sep 30, 2026Multifamily
- Ask
- $750k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4820 W Washington BoulevardChicago, IL · Multifamily$325,000Last seen Sep 30, 2026Multifamily
- Ask
- $325k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5658 S Honore StreetChicago, IL · Multifamily$519,000Last seen Sep 30, 2026Multifamily
- Ask
- $519k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2532 W Haddon AvenueChicago, IL · Multifamily$699,500Last seen Sep 30, 2026Multifamily
- Ask
- $700k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6618 S MARQUETTE RoadChicago, IL · Multifamily$197,000Last seen Sep 30, 2026Multifamily
- Ask
- $197k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property848 N Latrobe AvenueChicago, IL · Multifamily$459,999Last seen Sep 30, 2026Multifamily
- Ask
- $460k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4035 S Richmond StreetChicago, IL · Multifamily$859,000Last seen Sep 30, 2026Multifamily
- Ask
- $859k
- Cash flow
- Not disclosed
- CoC · our model
- —
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