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 745–768 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 property3921 N Elston AvenueChicago, IL · Office$2,399,000Last seen Sep 30, 2026Office
- Ask
- $2.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1455 W Irving ParkChicago, IL · Office, Retail$109,000Last seen Sep 30, 2026Office, Retail
- Ask
- $109k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5611 W Belmont Avenue, Chicago, IL, 60634Chicago, IL · Office$349,000Last seen Sep 30, 2026Office
- Ask
- $349k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyChicago Industrial Showroom | 6,400 SF Flex WarehouseChicago, IL · Office, Industrial$1,200,000Last seen Sep 30, 2026Office, Industrial
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property211 W Wacker Drive #200Chicago, IL · Office$1,329,000Last seen Sep 30, 2026Office
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyVacant Owner-User/Value-Add Loop Office Condo | Suite 1210Chicago, IL · Office$1,055,000Last seen Sep 30, 2026Office
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3948 w 26th streetChicago, IL · Office$2,700,000Last seen Sep 30, 2026Office
- Ask
- $2.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyIllinois Department of Human ServicesChicago, IL · Office$4,750,000Last seen Sep 30, 2026Office
- Ask
- $4.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyKinzie CorridorChicago, IL · Office$2,950,000Last seen Sep 30, 2026Office
- Ask
- $3.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyMetonic Corp - Garcia Mural on DIDChicago, IL · Office, Industrial$2,300,000Last seen Sep 30, 2026Office, Industrial
- Ask
- $2.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4909 West DivisionChicago, IL · Office$4,000,000Last seen Sep 30, 2026Office
- Ask
- $4.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property216 S Jefferson Street 200Chicago, IL · Office$444,000Last seen Sep 30, 2026Office
- Ask
- $444k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property12000 S. Doty Ave.Chicago, IL · Industrial, Office, Retail$850,000Last seen Sep 30, 2026Industrial, Office, Retail
- Ask
- $850k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyKoo Architects | Single-Tenant Office InvestmentChicago, IL · Office$1,070,000Last seen Sep 30, 2026Office
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1636 N Bosworth AvenueChicago, IL · Office$350,000Last seen Sep 30, 2026Office
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property50 E Washington StreetChicago, IL · Office$1,250,000Last seen Sep 30, 2026Office
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property435 W Erie StreetChicago, IL · Office$2,990,000Last seen Sep 30, 2026Office
- Ask
- $3.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyYondorf Hall Office Condo | 4th FloorChicago, IL · Office$1,800,000Last seen Sep 30, 2026Office
- Ask
- $1.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyFor Sale: 5,658 SF Mixed-Use Building in Lincoln ParkChicago, IL · Mixed Use, Multifamily, Office$1,570,000Last seen Sep 30, 2026Mixed Use, Multifamily, Office
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyMission Pet Health | Long-Term Lease | National TenantChicago, IL · Office$1,647,328Last seen Sep 30, 2026Office
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyVacant Owner-User/Value-Add Loop Office Condo | Suite 1500Chicago, IL · Office$1,410,000Last seen Sep 30, 2026Office
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3735 W. Belmont AveChicago, IL · Office, Industrial$1,025,000Last seen Sep 30, 2026Office, Industrial
- Ask
- $1.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1701 S RacineChicago, IL · Retail, Office$420,000Last seen Sep 30, 2026Retail, Office
- Ask
- $420k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property221 W Erie - Super Ideal for Owner/UserChicago, IL · Mixed Use, Office, Retail$1,650,000Last seen Sep 30, 2026Mixed Use, Office, Retail
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
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