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 2,857–2,880 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 property18425 Torrence AvenueLansing, IL · Multifamily$250,000Last seen Sep 30, 2026Multifamily
- Ask
- $250k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5320 S 73rd AvenueSummit, IL · Multifamily$430,000Last seen Sep 30, 2026Multifamily
- Ask
- $430k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property16750 Harlem AvenueTinley Park, IL · Land, Multifamily$579,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $579k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3430 Ridgeland AvenueBerwyn, IL · Multifamily$459,900Last seen Sep 30, 2026Multifamily
- Ask
- $460k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1406 S 51st CourtCicero, IL · Multifamily$389,900Last seen Sep 30, 2026Multifamily
- Ask
- $390k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8400 W 87th StreetHickory Hills, IL · Land, Multifamily$595,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $595k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1442 S 50th CourtCicero, IL · Multifamily$465,000Last seen Sep 30, 2026Multifamily
- Ask
- $465k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5815 W Roosevelt RoadCicero, IL · Multifamily$367,000Last seen Sep 30, 2026Multifamily
- Ask
- $367k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property824 S 13th AvenueMaywood, IL · Multifamily$295,000Last seen Sep 30, 2026Multifamily
- Ask
- $295k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property15620 Loomis AvenueHarvey, IL · Multifamily$205,000Last seen Sep 30, 2026Multifamily
- Ask
- $205k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1132 Florence AvenueEvanston, IL · Mixed Use, Multifamily, Retail, Office$1,250,000Last seen Sep 30, 2026Mixed Use, Multifamily, Retail, Office
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyRegents PointeMatteson, IL · Multifamily$5,250,000Last seen Sep 30, 2026Multifamily
- Ask
- $5.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3643 Clinton AvenueBerwyn, IL · Multifamily$569,000Last seen Sep 30, 2026Multifamily
- Ask
- $569k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4806 Mulford StreetSkokie, IL · Multifamily$779,000Last seen Sep 30, 2026Multifamily
- Ask
- $779k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1921 S Harlem AvenueBerwyn, IL · Multifamily$895,000Last seen Sep 30, 2026Multifamily
- Ask
- $895k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property17732 Oak Park Avenue ABTinley Park, IL · Multifamily, Office, Retail$249,900Last seen Sep 30, 2026Multifamily, Office, Retail
- Ask
- $250k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property283 Yates AvenueCalumet City, IL · Multifamily$319,000Last seen Sep 30, 2026Multifamily
- Ask
- $319k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property15242 Chicago RoadDolton, IL · Multifamily$295,000Last seen Sep 30, 2026Multifamily
- Ask
- $295k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property151 E 23rd StreetChicago Heights, IL · Multifamily$350,000Last seen Sep 30, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7600 W 61st StreetSummit, IL · Multifamily$449,900Last seen Sep 30, 2026Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property489 Hickory StreetChicago Heights, IL · Multifamily$365,000Last seen Sep 30, 2026Multifamily
- Ask
- $365k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property19061 Wentworth Avenue, Lansing, IL 60438Lansing, IL · Multifamily$620,000Last seen Sep 30, 2026Multifamily
- Ask
- $620k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2333 120th StreetBlue Island, IL · Multifamily$475,000Last seen Sep 30, 2026Multifamily
- Ask
- $475k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property15633 Lexington AvenueHarvey, IL · Multifamily$499,999Last seen Sep 30, 2026Multifamily
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
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