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 1,873–1,896 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 property6335 N Claremont AvenueChicago, IL · Multifamily$849,900Last seen Sep 30, 2026Multifamily
- Ask
- $850k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2050 N Kenneth AvenueChicago, IL · Multifamily$599,900Last seen Sep 30, 2026Multifamily
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1505 S Spaulding AvenueChicago, IL · Multifamily$699,000Last seen Sep 30, 2026Multifamily
- Ask
- $699k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4426 N Damen AvenueChicago, IL · Multifamily$1,050,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1431 N Springfield AvenueChicago, IL · Multifamily$609,000Last seen Sep 30, 2026Multifamily
- Ask
- $609k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3749 S Union AvenueChicago, IL · Multifamily$555,555Last seen Sep 30, 2026Multifamily
- Ask
- $556k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5719 S Loomis BoulevardChicago, IL · Multifamily$294,000Last seen Sep 30, 2026Multifamily
- Ask
- $294k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3736 S Calumet AvenueChicago, IL · Multifamily$309,900Last seen Sep 30, 2026Multifamily
- Ask
- $310k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property830 E 90th StreetChicago, IL · Multifamily$415,000Last seen Sep 30, 2026Multifamily
- Ask
- $415k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5951 S Elizabeth StreetChicago, IL · Multifamily$98,000Last seen Sep 30, 2026Multifamily
- Ask
- $98k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property529 W Englewood AvenueChicago, IL · Multifamily$175,000Last seen Sep 30, 2026Multifamily
- Ask
- $175k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8022 S Paulina StreetChicago, IL · Multifamily$609,995Last seen Sep 30, 2026Multifamily
- Ask
- $610k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6505 S Peoria StreetChicago, IL · Multifamily$284,900Last seen Sep 30, 2026Multifamily
- Ask
- $285k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property514 W 81 StreetChicago, IL · Multifamily$695,000Last seen Sep 30, 2026Multifamily
- Ask
- $695k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4024 W Arthington StreetChicago, IL · Multifamily$430,000Last seen Sep 30, 2026Multifamily
- Ask
- $430k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7940 S Evans AvenueChicago, IL · Multifamily$327,000Last seen Sep 30, 2026Multifamily
- Ask
- $327k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8035 S Essex AvenueChicago, IL · Multifamily$899,000Last seen Sep 30, 2026Multifamily
- Ask
- $899k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4158 W Wellington AvenueChicago, IL · Multifamily$449,900Last seen Sep 30, 2026Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property118 N Menard AvenueChicago, IL · Multifamily$599,000Last seen Sep 30, 2026Multifamily
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1702 N Campbell AvenueChicago, IL · Multifamily$1,100,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2731 W Touhy AvenueChicago, IL · Multifamily, Office, Retail$269,000Last seen Sep 30, 2026Multifamily, Office, Retail
- Ask
- $269k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8601 S Kingston AvenueChicago, IL · Multifamily$315,000Last seen Sep 30, 2026Multifamily
- Ask
- $315k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3206 W 66th StreetChicago, IL · Multifamily$599,000Last seen Sep 30, 2026Multifamily
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7544 S Essex AvenueChicago, IL · Multifamily$425,000Last seen Sep 30, 2026Multifamily
- Ask
- $425k
- Cash flow
- Not disclosed
- CoC · our model
- —
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