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 1,393–1,416 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 property4054 N Western AvenueChicago, IL · Multifamily, Mixed Use$1,250,000Last seen Sep 30, 2026Multifamily, Mixed Use
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7200 S. Michigan AveChicago, IL · Multifamily$2,150,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertySouth Central Elementary SchoolChicago, IL · Multifamily, Special Purpose$269,000Last seen Sep 30, 2026Multifamily, Special Purpose
- Ask
- $269k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3202 West 66th PlaceChicago, IL · Multifamily$925,000Last seen Sep 30, 2026Multifamily
- Ask
- $925k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6711 S PAXTON AvenueChicago, IL · Multifamily$949,900Last seen Sep 30, 2026Multifamily
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3743 W Armitage AveChicago, IL · Mixed Use, Multifamily$1,075,000Last seen Sep 30, 2026Mixed Use, Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2370 N ELSTON CourtChicago, IL · Mixed Use, Office, Multifamily$1,249,999Last seen Sep 30, 2026Mixed Use, Office, Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8155 S MarshfieldChicago, IL · Multifamily$700,000Last seen Sep 30, 2026Multifamily
- Ask
- $700k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1040-44 West 18th StreetChicago, IL · Multifamily$4,825,000Last seen Sep 30, 2026Multifamily
- Ask
- $4.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property663 E 50th St., Chicago, IL - 3-Flat Apartment BuildingChicago, IL · Multifamily$635,000Last seen Sep 30, 2026Multifamily
- Ask
- $635k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8134 S Maryland AvenueChicago, IL · Multifamily$350,000Last seen Sep 30, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6535 S King DriveChicago, IL · Multifamily, Hospitality, Business for Sale$3,500,000Last seen Sep 30, 2026Multifamily, Hospitality, Business for Sale
- Ask
- $3.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4317 South Michigan AvenueChicago, IL · Multifamily$1,475,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyNew Construction Multi Unit in Bronzeville, ChicagoChicago, IL · Multifamily$1,250,700Last seen Sep 30, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2420-2432 W WARREN BLVD CHICAGO IL 60612Chicago, IL · Multifamily$4,200,000Last seen Sep 30, 2026Multifamily
- Ask
- $4.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property724 E 50th PlaceChicago, IL · Multifamily$1,300,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7914 S Dobson AveChicago, IL · Multifamily$1,100,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7546 S Peoria StreetChicago, IL · Multifamily$699,000Last seen Sep 30, 2026Multifamily
- Ask
- $699k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3943 W 14th StreetChicago, IL · Multifamily$250,000Last seen Sep 30, 2026Multifamily
- Ask
- $250k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyThe Green FlatsChicago, IL · Multifamily$715,000Last seen Sep 30, 2026Multifamily
- Ask
- $715k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyThe North Ridge CollectionChicago, IL · Multifamily$1,950,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8240 S Houston AvenueChicago, IL · Multifamily$154,918Last seen Sep 30, 2026Multifamily
- Ask
- $155k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5331 S Calumet - 4-Unit Owner-Occupant OpportunityChicago, IL · Multifamily$990,000Last seen Sep 30, 2026Multifamily
- Ask
- $990k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2041 W 22nd PlaceChicago, IL · Multifamily$349,900Last seen Sep 30, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
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