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 1,897–1,920 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 property7954 S Harvard AvenueChicago, IL · Multifamily$495,000Last seen Sep 30, 2026Multifamily
- Ask
- $495k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2923 N Neenah AvenueChicago, IL · Multifamily$550,000Last seen Sep 30, 2026Multifamily
- Ask
- $550k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5802 S MAY StreetChicago, IL · Multifamily$10,000Last seen Sep 30, 2026Multifamily
- Ask
- $10k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2251 S Kildare AvenueChicago, IL · Multifamily$249,900Last seen Sep 30, 2026Multifamily
- Ask
- $250k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2320 S Albany AvenueChicago, IL · Multifamily$475,000Last seen Sep 30, 2026Multifamily
- Ask
- $475k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5020 W OHIO StreetChicago, IL · Multifamily$450,000Last seen Sep 30, 2026Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property10430 S Maryland AvenueChicago, IL · Multifamily$155,000Last seen Sep 30, 2026Multifamily
- Ask
- $155k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8052 S Langley AvenueChicago, IL · Multifamily$325,000Last seen Sep 30, 2026Multifamily
- Ask
- $325k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1309 S Avers AvenueChicago, IL · Multifamily$750,000Last seen Sep 30, 2026Multifamily
- Ask
- $750k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7230 S Wentworth AvenueChicago, IL · Multifamily$179,900Last seen Sep 30, 2026Multifamily
- Ask
- $180k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1235 W Foster AvenueChicago, IL · Multifamily$1,990,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5412 N Western AvenueChicago, IL · Multifamily$880,000Last seen Sep 30, 2026Multifamily
- Ask
- $880k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7924 S May StreetChicago, IL · Multifamily$279,999Last seen Sep 30, 2026Multifamily
- Ask
- $280k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1438 W 49th PlaceChicago, IL · Multifamily$215,000Last seen Sep 30, 2026Multifamily
- Ask
- $215k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2343 N Parkside AvenueChicago, IL · Multifamily$410,000Last seen Sep 30, 2026Multifamily
- Ask
- $410k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7455 W Irving Park RoadChicago, IL · Multifamily$949,000Last seen Sep 30, 2026Multifamily
- Ask
- $949k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4817 W Dakin StreetChicago, IL · Multifamily$580,000Last seen Sep 30, 2026Multifamily
- Ask
- $580k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4530 S King DriveChicago, IL · Multifamily$1,225,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2008 S Pulaski RoadChicago, IL · Multifamily$525,000Last seen Sep 30, 2026Multifamily
- Ask
- $525k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6109 S Greenwood AvenueChicago, IL · Multifamily$1,198,988Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4812 S Elizabeth StreetChicago, IL · Multifamily$425,000Last seen Sep 30, 2026Multifamily
- Ask
- $425k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7026 S Eberhart AvenueChicago, IL · Multifamily$449,000Last seen Sep 30, 2026Multifamily
- Ask
- $449k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7327 S KIMBARK AvenueChicago, IL · Multifamily$119,999Last seen Sep 30, 2026Multifamily
- Ask
- $120k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7156 S Vincennes AvenueChicago, IL · Multifamily$100,000Last seen Sep 30, 2026Multifamily
- Ask
- $100k
- Cash flow
- Not disclosed
- CoC · our model
- —
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