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 1,537–1,560 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 propertyCalumet Heights Retail Spaces For SaleChicago, IL · Retail$775,000Last seen Sep 30, 2026Retail
- Ask
- $775k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8.42% CAP - Retail / Medical - Core Wicker Park/BucktownChicago, IL · Mixed Use, Office, Retail$4,950,000Last seen Sep 30, 2026Mixed Use, Office, Retail
- Ask
- $5.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8533 S Cottage Grove AvenueChicago, IL · Office, Retail$399,000Last seen Sep 30, 2026Office, Retail
- Ask
- $399k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyVacant Former Family DollarChicago, IL · Retail$620,000Last seen Sep 30, 2026Retail
- Ask
- $620k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property670 W HubbardChicago, IL · Office, Retail$2,250,000Last seen Sep 30, 2026Office, Retail
- Ask
- $2.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4711 N Lamon AvenueChicago, IL · Retail, Industrial$3,999,000Last seen Sep 30, 2026Retail, Industrial
- Ask
- $4.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2129 N Damen #Commercial StorefrontChicago, IL · Office, Retail$450,000Last seen Sep 30, 2026Office, Retail
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyAdvance Auto Parts & DaVita Dialysis CenterChicago, IL · Retail$4,695,000Last seen Sep 30, 2026Retail
- Ask
- $4.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5628 South Western AvenueChicago, IL · Retail$600,000Last seen Sep 30, 2026Retail
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyRoscoe Village Commercial CondoChicago, IL · Office, Retail$425,000Last seen Sep 30, 2026Office, Retail
- Ask
- $425k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2537 W 63RD STREETChicago, IL · Mixed Use, Multifamily, Retail$1,200,000Last seen Sep 30, 2026Mixed Use, Multifamily, Retail
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7900 S Drexel AveChicago, IL · Retail, Multifamily, Mixed Use$949,000Last seen Sep 30, 2026Retail, Multifamily, Mixed Use
- Ask
- $949k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyWalgreensChicago, IL · Retail$7,665,223Last seen Sep 30, 2026Retail
- Ask
- $7.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyWalgreens Net Leased Investment - ChicagoChicago, IL · Retail$3,900,000Last seen Sep 30, 2026Retail
- Ask
- $3.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3722 N Lincoln AveChicago, IL · Retail$245,000Last seen Sep 30, 2026Retail
- Ask
- $245k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyTwo store retail propertyChicago, IL · Retail$3,591,900Last seen Sep 30, 2026Retail
- Ask
- $3.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyThe Armitage CollectionChicago, IL · Retail$10,500,000Last seen Sep 30, 2026Retail
- Ask
- $11M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property327 E 79th StChicago, IL · Retail$599,000Last seen Sep 30, 2026Retail
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5955 W Irving Park RdChicago, IL · Retail, Office$1,350,000Last seen Sep 30, 2026Retail, Office
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4420-28 N CLARK STChicago, IL · Retail$1,095,000Last seen Sep 30, 2026Retail
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyNorth Avenue Flagship – Prime Wicker Park Retail CondoChicago, IL · Office, Retail$1,449,950Last seen Sep 30, 2026Office, Retail
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4817-4819 W Irving Park RdChicago, IL · Retail$1,899,000Last seen Sep 30, 2026Retail
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4159 W Fullerton AvenueChicago, IL · Office, Retail, Special Purpose, Mixed Use$720,000Last seen Sep 30, 2026Office, Retail, Special Purpose, Mixed Use
- Ask
- $720k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4335 West Irving Park RoadChicago, IL · Retail$1,800,000Last seen Sep 30, 2026Retail
- Ask
- $1.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
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