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 1,201–1,224 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 property3919 W Monroe StreetChicago, IL · Multifamily$415,000Last seen Sep 30, 2026Multifamily
- Ask
- $415k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property806 N Rush StreetChicago, IL · Mixed Use, Multifamily, Retail$9,500,000Last seen Sep 30, 2026Mixed Use, Multifamily, Retail
- Ask
- $9.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5820-24 Roosevelt Rd ChicagoChicago, IL · Multifamily$1,200,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property958 N Honore StreetChicago, IL · Multifamily$1,350,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1327 W WALTON StreetChicago, IL · Multifamily$1,399,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1244 W Chicago AvenueChicago, IL · Multifamily$1,050,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3056 W Walton StreetChicago, IL · Multifamily, Office$1,850,000Last seen Sep 30, 2026Multifamily, Office
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1425 N Campbell AvenueChicago, IL · Multifamily$1,925,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7002 S Stewart AvenueChicago, IL · Multifamily$1,260,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1812 W Erie StreetChicago, IL · Multifamily$1,199,999Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6748-50 N. AshlandChicago, IL · Multifamily$11,500,000Last seen Sep 30, 2026Multifamily
- Ask
- $12M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3739 N Clifton AvenueChicago, IL · Multifamily$3,425,000Last seen Sep 30, 2026Multifamily
- Ask
- $3.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1509 N Avers AvenueChicago, IL · Multifamily$1,129,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2711 W Haddon AvenueChicago, IL · Multifamily$1,250,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property437 E 48th StreetChicago, IL · Multifamily$1,350,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1217 S Independence BoulevardChicago, IL · Multifamily$3,600,000Last seen Sep 30, 2026Multifamily
- Ask
- $3.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7646 S Ingleside AveChicago, IL · Multifamily$3,000,000Last seen Sep 30, 2026Multifamily
- Ask
- $3.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4830 North Drake AvenueChicago, IL · Multifamily$1,650,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2215 W ARTHUR AvenueChicago, IL · Multifamily$1,150,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8019 S Rhodes AvenueChicago, IL · Multifamily$450,000Last seen Sep 30, 2026Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7216 N Western AvenueChicago, IL · Land, Multifamily, Retail$679,000Last seen Sep 30, 2026Land, Multifamily, Retail
- Ask
- $679k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7701 South Eggleston AvenueChicago, IL · Multifamily$375,000Last seen Sep 30, 2026Multifamily
- Ask
- $375k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1906 E. 86th StChicago, IL · Multifamily$895,000Last seen Sep 30, 2026Multifamily
- Ask
- $895k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4743 S Washtenaw AvenueChicago, IL · Land, Multifamily$2,500,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $2.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
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