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 913–936 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 property5746 S Paulina StreetChicago, IL · Multifamily$435,900Last seen Sep 30, 2026Multifamily
- Ask
- $436k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3700 W 63rd StreetChicago, IL · Land, Multifamily, Retail$1,150,000Last seen Sep 30, 2026Land, Multifamily, Retail
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1233 S Spaulding AvenueChicago, IL · Multifamily$469,900Last seen Sep 30, 2026Multifamily
- Ask
- $470k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2722 S Homan AvenueChicago, IL · Multifamily$335,000Last seen Sep 30, 2026Multifamily
- Ask
- $335k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property9953 S AVENUE M WChicago, IL · Multifamily$144,900Last seen Sep 30, 2026Multifamily
- Ask
- $145k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8017 S Maryland AvenueChicago, IL · Multifamily$429,700Last seen Sep 30, 2026Multifamily
- Ask
- $430k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3442 S Lowe AvenueChicago, IL · Multifamily$429,900Last seen Sep 30, 2026Multifamily
- Ask
- $430k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1219 W Madison StreetChicago, IL · Multifamily, Retail, Mixed Use$4,950,000Last seen Sep 30, 2026Multifamily, Retail, Mixed Use
- Ask
- $5.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5416 S Seeley AvenueChicago, IL · Multifamily$210,000Last seen Sep 30, 2026Multifamily
- Ask
- $210k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7438 S Stewart AvenueChicago, IL · Multifamily$245,000Last seen Sep 30, 2026Multifamily
- Ask
- $245k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6636 S Marquette DriveChicago, IL · Multifamily$448,000Last seen Sep 30, 2026Multifamily
- Ask
- $448k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2040 W Charleston StreetChicago, IL · Multifamily$1,200,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8937 S Justine StreetChicago, IL · Multifamily$599,000Last seen Sep 30, 2026Multifamily
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7409 S Stewart AvenueChicago, IL · Multifamily$394,999Last seen Sep 30, 2026Multifamily
- Ask
- $395k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property508 W 81 StreetChicago, IL · Multifamily$695,000Last seen Sep 30, 2026Multifamily
- Ask
- $695k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7439 S Ellis AvenueChicago, IL · Multifamily$345,000Last seen Sep 30, 2026Multifamily
- Ask
- $345k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4130 S calumet AvenueChicago, IL · Multifamily$1,225,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8010 S Phillips AvenueChicago, IL · Multifamily$479,900Last seen Sep 30, 2026Multifamily
- Ask
- $480k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5730 W Windsor AvenueChicago, IL · Multifamily$500,000Last seen Sep 30, 2026Multifamily
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1728 N Sawyer AvenueChicago, IL · Multifamily$2,094,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6915 S. PeoriaChicago, IL · Multifamily$819,900Last seen Sep 30, 2026Multifamily
- Ask
- $820k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6847 S Indiana AvenueChicago, IL · Multifamily$680,000Last seen Sep 30, 2026Multifamily
- Ask
- $680k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2522 W Haddon AvenueChicago, IL · Multifamily$499,000Last seen Sep 30, 2026Multifamily
- Ask
- $499k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4330 S Langley AvenueChicago, IL · Multifamily$619,900Last seen Sep 30, 2026Multifamily
- Ask
- $620k
- Cash flow
- Not disclosed
- CoC · our model
- —
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