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 3,265–3,288 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 property6 unit building plus garage & storage 5028 w 31st Pl ciceroCicero, IL · Multifamily$899,000Last seen Sep 30, 2026Multifamily
- Ask
- $899k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1735 Jefferson AvenueGlenview, IL · Multifamily$650,000Last seen Sep 30, 2026Multifamily
- Ask
- $650k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1140 N Northwest HighwayPark Ridge, IL · Multifamily$899,950Last seen Sep 30, 2026Multifamily
- Ask
- $900k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property14915 Washington AvenueHarvey, IL · Multifamily$419,500Last seen Sep 30, 2026Multifamily
- Ask
- $420k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property105 N Oak Park Avenue 2COak Park, IL · Multifamily, Office$109,900Last seen Sep 30, 2026Multifamily, Office
- Ask
- $110k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property15312 MARTIN LUTHER KING JR DriveDolton, IL · Multifamily$499,900Last seen Sep 30, 2026Multifamily
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4420 VERNON AvenueBrookfield, IL · Multifamily$629,900Last seen Sep 30, 2026Multifamily
- Ask
- $630k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property15711 Dixie HighwayHarvey, IL · Multifamily$289,000Last seen Sep 30, 2026Multifamily
- Ask
- $289k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property13919 S Wentworth AvenueRiverdale, IL · Multifamily$194,900Last seen Sep 30, 2026Multifamily
- Ask
- $195k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5326 W 31st StreetCicero, IL · Multifamily$670,000Last seen Sep 30, 2026Multifamily
- Ask
- $670k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property379 Madison AvenueCalumet City, IL · Multifamily$154,900Last seen Sep 30, 2026Multifamily
- Ask
- $155k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property22285 N Pepper Road 100Barrington, IL · Multifamily, Office$240,000Last seen Sep 30, 2026Multifamily, Office
- Ask
- $240k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6520 W Gunnison StreetHarwood Heights, IL · Multifamily$889,900Last seen Sep 30, 2026Multifamily
- Ask
- $890k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyBarrington StationBarrington, IL · Retail$2,959,000Last seen Sep 30, 2026Retail
- Ask
- $3.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property427 E Palatine RoadPalatine, IL · Retail, Business for Sale$600,001Last seen Sep 30, 2026Retail, Business for Sale
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyAmerican Dance Center Building - 1933 Ridge RdHomewood, IL · Retail$579,900Last seen Sep 30, 2026Retail
- Ask
- $580k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1185 Elmhurst Road, Des Plaines, IL, 60016Des Plaines, IL · Business for Sale, Retail$189,000Last seen Sep 30, 2026Business for Sale, Retail
- Ask
- $189k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3718 Dempster Street, Skokie, IL, 60076Skokie, IL · Retail$799,000Last seen Sep 30, 2026Retail
- Ask
- $799k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property500 Skokie BlvdWilmette, IL · Retail$699,999Last seen Sep 30, 2026Retail
- Ask
- $700k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyHazel Crest - Former Grocery StoreHazel Crest, IL · Retail$800,000Last seen Sep 30, 2026Retail
- Ask
- $800k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1330 Webford AvenueDes Plaines, IL · Retail$399,900Last seen Sep 30, 2026Retail
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyPrime Corner in a Highly Traffic AreaSchiller Park, IL · Retail$850,000Last seen Sep 30, 2026Retail
- Ask
- $850k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property17702 Oak Park AvenueTinley Park, IL · Retail$419,900Last seen Sep 30, 2026Retail
- Ask
- $420k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyAT&T and Aspen DentalPalatine, IL · Retail$2,990,000Last seen Sep 30, 2026Retail
- Ask
- $3.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
Keep deals in one Desk
Save listings, run buy-box (CoC + DSCR), track NDAs, and sync Gmail. Desk is $20/month, no success fees.
- Unlimited pipeline & buckets
- To-do + NDA helpers
- Gmail sync & draft
- CoC + DSCR buy-box tools
- No success fees
Free to browse. A free account saves listings; Desk adds the deal tools.
Renews automatically at $20/month until you cancel. Cancel anytime online in Settings > Billing.