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 3,409–3,432 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 property2440 E 75th StCook County, IL · Multifamily$1,200,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7900 S Wabash AvenueCook County, IL · Multifamily$1,500,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyAll Brick 3-UNIT - Melrose Park ILCook County, IL · Multifamily$615,000Last seen Sep 9, 2026Multifamily
- Ask
- $615k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1619 South Komensky AvenueCook County, IL · Multifamily$1,150,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyMulti Family Investment I Add ValueNiles, IL · Multifamily$899,900Last seen Sep 9, 2026Multifamily
- Ask
- $900k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property455 E. 107th StreetCook County, IL · Multifamily$1,350,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4817 S King DrCook County, IL · Multifamily$5,450,000Last seen Sep 9, 2026Multifamily
- Ask
- $5.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3124 N. BroadwayCook, IL · Multifamily$2,945,000Last seen Sep 9, 2026Multifamily
- Ask
- $2.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2423 123rd StCook County, IL · Multifamily$775,000Last seen Sep 9, 2026Multifamily
- Ask
- $775k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4240-42 S CalumetCook County, IL · Multifamily$1,705,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8005 S. Merrill AvenueCook County, IL · Multifamily$1,550,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7042 S. Michigan AveCook County, IL · Multifamily$1,900,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1323 S Michigan AvenueCook County, IL · Multifamily$9,000,000Last seen Sep 9, 2026Multifamily
- Ask
- $9.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property13729 South Brainard AvenueCook County, IL · Multifamily$950,000Last seen Sep 9, 2026Multifamily
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2241 North Mannheim Road Melrose Park, IllinoisCook County, IL · Multifamily$1,750,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2957-59 N. Cicero | 4749-51 W. WellingtonCook, IL · Multifamily$1,085,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyAuto Glass Now! - Lyons, ILCook County, IL · Retail CRE$987,500Last seen Sep 9, 2026Retail CRE
- Ask
- $988k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyDimisMidlothian, IL · Retail$850,000Last seen Sep 9, 2026Retail
- Ask
- $850k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3441-57 W 111th StCook County, IL · Retail CRE$575,000Last seen Sep 9, 2026Retail CRE
- Ask
- $575k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyRoss Dress for LessHomewood, IL · Retail$3,623,000Last seen Sep 9, 2026Retail
- Ask
- $3.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3911 Sauk Trl , Richton Park, IL 60471Cook County, IL · Retail CRE$600,000Last seen Sep 9, 2026Retail CRE
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property615 S 5th AvenueMaywood, IL · Retail$450,000Last seen Sep 9, 2026Retail
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyMixed-Use Building for Sale in West TownCook County, IL · Multifamily$1,375,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7845 W 79th Street WBridgeview, IL · Retail$785,000Last seen Sep 9, 2026Retail
- Ask
- $785k
- Cash flow
- Not disclosed
- CoC · our model
- —
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