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 2,737–2,760 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 property17236 Harlem AvenueTinley Park, IL · Office$775,000Last seen Sep 30, 2026Office
- Ask
- $775k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyBlue Island Retail- CommercialBlue Island, IL · Retail, Office, Mixed Use$350,000Last seen Sep 30, 2026Retail, Office, Mixed Use
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1531 S Grove Avenue 201Barrington, IL · Office$125,000Last seen Sep 30, 2026Office
- Ask
- $125k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1612 W. Northwest HighwayArlington Heights, IL · Office$395,000Last seen Sep 30, 2026Office
- Ask
- $395k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property505 S La Grange RoadLa Grange, IL · Office$949,900Last seen Sep 30, 2026Office
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyPrime Oak Park Retail OpportunityOak Park, IL · Office, Retail$995,000Last seen Sep 30, 2026Office, Retail
- Ask
- $995k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyEnterprise Office CampusArlington Heights, IL · Office$2,040,000Last seen Sep 30, 2026Office
- Ask
- $2.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8919 W 95th StreetPalos Hills, IL · Retail, Office$274,900Last seen Sep 30, 2026Retail, Office
- Ask
- $275k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property10448 S PULASKI RoadOak Lawn, IL · Office$1,550,000Last seen Sep 30, 2026Office
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property135 Park Ave - Multi-Tenant Retail/Office BuildingBarrington, IL · Retail, Office, Mixed Use$1,375,000Last seen Sep 30, 2026Retail, Office, Mixed Use
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3421 Dempster StreetSkokie, IL · Office, Retail$674,000Last seen Sep 30, 2026Office, Retail
- Ask
- $674k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1400 S Wolf RoadWheeling, IL · Office, Industrial$7,500,000Last seen Sep 30, 2026Office, Industrial
- Ask
- $7.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property21141 Governors HighwayMatteson, IL · Office$495,000Last seen Sep 30, 2026Office
- Ask
- $495k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1301 BasswoodSchaumburg, IL · Office$2,600,000Last seen Sep 30, 2026Office
- Ask
- $2.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7620 W 159th StreetOrland Park, IL · Office$315,000Last seen Sep 30, 2026Office
- Ask
- $315k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1335 Dodge AvenueEvanston, IL · Office$925,000Last seen Sep 30, 2026Office
- Ask
- $925k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyNorthbrook Boutique Office Space | Building 900Northbrook, IL · Office$650,000Last seen Sep 30, 2026Office
- Ask
- $650k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property±123,600 SF Warehouse & Office on 7.0 AC | IncentivesPark Forest, IL · Office, Industrial, Land$5,500,000Last seen Sep 30, 2026Office, Industrial, Land
- Ask
- $5.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3105 N. Wilke Arlington HtsArlington Heights, IL · Office$1,750,000Last seen Sep 30, 2026Office
- Ask
- $1.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3421 Dempster StreetSkokie, IL · Retail, Office$674,000Last seen Sep 30, 2026Retail, Office
- Ask
- $674k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property285 E Helen RoadPalatine, IL · Office$330,000Last seen Sep 30, 2026Office
- Ask
- $330k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyKeystone Office CenterRolling Meadows, IL · Office, Industrial$3,900,000Last seen Sep 30, 2026Office, Industrial
- Ask
- $3.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3624 216th StreetMatteson, IL · Business for Sale, Office$200,000Last seen Sep 30, 2026Business for Sale, Office
- Ask
- $200k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property18216 Harwood AvenueHomewood, IL · Office$459,900Last seen Sep 30, 2026Office
- Ask
- $460k
- Cash flow
- Not disclosed
- CoC · our model
- —
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