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 1,129–1,152 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 property2631 S Sawyer AvenueChicago, IL · Multifamily$350,000Last seen Sep 30, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5256 S Carpenter Street SChicago, IL · Multifamily$414,000Last seen Sep 30, 2026Multifamily
- Ask
- $414k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property200 W Superior StreetChicago, IL · Multifamily, Office$1,195,000Last seen Sep 30, 2026Multifamily, Office
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4737 S LANGLEY AvenueChicago, IL · Multifamily$519,900Last seen Sep 30, 2026Multifamily
- Ask
- $520k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6355 S Racine AvenueChicago, IL · Multifamily$308,000Last seen Sep 30, 2026Multifamily
- Ask
- $308k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7228 S Wentworth AvenueChicago, IL · Multifamily$550,000Last seen Sep 30, 2026Multifamily
- Ask
- $550k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property821 N Mozart StreetChicago, IL · Multifamily$450,000Last seen Sep 30, 2026Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7356 S Champlain AvenueChicago, IL · Multifamily$149,900Last seen Sep 30, 2026Multifamily
- Ask
- $150k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1529 W Nelson StreetChicago, IL · Multifamily$1,750,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1630 E 92nd PlaceChicago, IL · Multifamily$464,500Last seen Sep 30, 2026Multifamily
- Ask
- $465k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6950 S Indiana AvenueChicago, IL · Multifamily$950,000Last seen Sep 30, 2026Multifamily
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4256 N Meade AvenueChicago, IL · Multifamily$419,900Last seen Sep 30, 2026Multifamily
- Ask
- $420k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5631 N Parkside AvenueChicago, IL · Multifamily$655,000Last seen Sep 30, 2026Multifamily
- Ask
- $655k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7139 S Saint Lawrence AvenueChicago, IL · Multifamily$149,900Last seen Sep 30, 2026Multifamily
- Ask
- $150k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3058 N Lotus AvenueChicago, IL · Multifamily$950,000Last seen Sep 30, 2026Multifamily
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property400 E Randolph Street 2NDFLOOR6BChicago, IL · Multifamily, Office, Retail, Special Purpose, Mixed Use$800,000Last seen Sep 30, 2026Multifamily, Office, Retail, Special Purpose, Mixed Use
- Ask
- $800k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1118 N Springfield AvenueChicago, IL · Multifamily$500,000Last seen Sep 30, 2026Multifamily
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4018 W Oakdale AvenueChicago, IL · Multifamily$849,900Last seen Sep 30, 2026Multifamily
- Ask
- $850k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2652 S Komensky AvenueChicago, IL · Multifamily$259,000Last seen Sep 30, 2026Multifamily
- Ask
- $259k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4841 S Prairie AvenueChicago, IL · Multifamily$1,099,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6841 S Dante AvenueChicago, IL · Multifamily$725,000Last seen Sep 30, 2026Multifamily
- Ask
- $725k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6845 W Addison StreetChicago, IL · Multifamily, Land, Retail, Business for Sale$1,750,000Last seen Sep 30, 2026Multifamily, Land, Retail, Business for Sale
- Ask
- $1.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3001 S Haynes CourtChicago, IL · Multifamily$799,000Last seen Sep 30, 2026Multifamily
- Ask
- $799k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1509 E 69th PlaceChicago, IL · Multifamily$799,900Last seen Sep 30, 2026Multifamily
- Ask
- $800k
- Cash flow
- Not disclosed
- CoC · our model
- —
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