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 3,097–3,120 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 property3421 Dempster St. Skokie IL. 60076Skokie, IL · Mixed Use, Office, Retail$674,000Last seen Sep 30, 2026Mixed Use, Office, Retail
- Ask
- $674k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2-Tenant Touhy Avenue RetailSkokie, IL · Retail$4,410,000Last seen Sep 30, 2026Retail
- Ask
- $4.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4335 W 147th StreetMidlothian, IL · Retail$599,000Last seen Sep 30, 2026Retail
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyChicago Bagle & BialyWheeling, IL · Multifamily, Office, Special Purpose, Retail, Business for Sale$799,900Last seen Sep 30, 2026Multifamily, Office, Special Purpose, Retail, Business for Sale
- Ask
- $800k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyLexington PlaceSchaumburg, IL · Retail$1,070,000Last seen Sep 30, 2026Retail
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyWorth Car Care Center - Worth, ILWorth, IL · Retail$2,490,000Last seen Sep 30, 2026Retail
- Ask
- $2.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1831 BENSON AvenueEvanston, IL · Retail$195,000Last seen Sep 30, 2026Retail
- Ask
- $195k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7 Eleven | Palos Heights, ILPalos Heights, IL · Retail$2,986,000Last seen Sep 30, 2026Retail
- Ask
- $3.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property14201 Chicago RoadDolton, IL · Retail$299,000Last seen Sep 30, 2026Retail
- Ask
- $299k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property14342-14344 S La Grange RoadOrland Park, IL · Retail$499,900Last seen Sep 30, 2026Retail
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyRaising Cane's (Depreciable Asset)Homewood, IL · Retail$3,100,000Last seen Sep 30, 2026Retail
- Ask
- $3.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7845 W 79th StBridgeview, IL · Retail, Office, Industrial$785,000Last seen Sep 30, 2026Retail, Office, Industrial
- Ask
- $785k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyKrapil's SteakhouseWorth, IL · Retail$3,900,000Last seen Sep 30, 2026Retail
- Ask
- $3.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property50 Orland Square DriveOrland Park, IL · Retail$1,650,000Last seen Sep 30, 2026Retail
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8301 Skokie BlvdSkokie, IL · Retail, Office$1,240,000Last seen Sep 30, 2026Retail, Office
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3356 147TH ST MIDLOTHIAN IL 60445Midlothian, IL · Retail$85,000Last seen Sep 30, 2026Retail
- Ask
- $85k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyFmr Harley Davidson Bldg, For Sale - 2015 N Rand RdPalatine, IL · Retail, Special Purpose$6,500,000Last seen Sep 30, 2026Retail, Special Purpose
- Ask
- $6.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property340 W Sibley Boulevard, Dolton, IL, 60419Dolton, IL · Business for Sale, Retail$999,000Last seen Sep 30, 2026Business for Sale, Retail
- Ask
- $999k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property9128 Belmont AvenueFranklin Park, IL · Retail$2,250,000Last seen Sep 30, 2026Retail
- Ask
- $2.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyThe Rand Exchange | Freestanding Automotive Retail AvailableDes Plaines, IL · Retail$1,650,000Last seen Sep 30, 2026Retail
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyWalgreens | Strong Reported Sales | Chicago MSAGlenview, IL · Retail$7,061,000Last seen Sep 30, 2026Retail
- Ask
- $7.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyRaising Cane'sDes Plaines, IL · Retail$3,592,000Last seen Sep 30, 2026Retail
- Ask
- $3.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyJewel Osco | Albertsons Corporate Guarantee | Stickney ILStickney, IL · Retail$11,600,352Last seen Sep 30, 2026Retail
- Ask
- $12M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyAction Behavior Centers | 8.00% Cap | Autism TherapyAlsip, IL · Office, Retail$3,039,000Last seen Sep 30, 2026Office, Retail
- Ask
- $3.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
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