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 793–816 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 property7826 S Marquette AvenueChicago, IL · Land, Multifamily$14,900Last seen Sep 30, 2026Land, Multifamily
- Ask
- $15k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property871 N Larrabee StreetChicago, IL · Multifamily, Retail$295,000Last seen Sep 30, 2026Multifamily, Retail
- Ask
- $295k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3949 W Monroe StreetChicago, IL · Multifamily$365,000Last seen Sep 30, 2026Multifamily
- Ask
- $365k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property707 E 92nd PlaceChicago, IL · Multifamily$325,000Last seen Sep 30, 2026Multifamily
- Ask
- $325k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7419 S Stewart AvenueChicago, IL · Multifamily$530,000Last seen Sep 30, 2026Multifamily
- Ask
- $530k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3088 S LYMAN StreetChicago, IL · Multifamily$519,900Last seen Sep 30, 2026Multifamily
- Ask
- $520k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2716 N Ashland AvenueChicago, IL · Multifamily, Retail$229,000Last seen Sep 30, 2026Multifamily, Retail
- Ask
- $229k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8307 S BURLEY AvenueChicago, IL · Multifamily$299,999Last seen Sep 30, 2026Multifamily
- Ask
- $300k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5219 S Peoria StreetChicago, IL · Multifamily$399,900Last seen Sep 30, 2026Multifamily
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7751 S Phillips AvenueChicago, IL · Multifamily$400,000Last seen Sep 30, 2026Multifamily
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2343 W Cortez StreetChicago, IL · Multifamily$999,000Last seen Sep 30, 2026Multifamily
- Ask
- $999k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5851 S Wabash AvenueChicago, IL · Multifamily$275,900Last seen Sep 30, 2026Multifamily
- Ask
- $276k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property441 E 42nd StreetChicago, IL · Multifamily$610,000Last seen Sep 30, 2026Multifamily
- Ask
- $610k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6418-20 S Stewart AvenueChicago, IL · Multifamily$699,900Last seen Sep 30, 2026Multifamily
- Ask
- $700k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3402 W Lexington StreetChicago, IL · Multifamily$499,000Last seen Sep 30, 2026Multifamily
- Ask
- $499k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1809 N Lawndale AvenueChicago, IL · Multifamily$699,000Last seen Sep 30, 2026Multifamily
- Ask
- $699k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3824 S Sacramento AvenueChicago, IL · Multifamily$380,000Last seen Sep 30, 2026Multifamily
- Ask
- $380k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property13047 S Houston AvenueChicago, IL · Multifamily$179,900Last seen Sep 30, 2026Multifamily
- Ask
- $180k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2927 N Avers AvenueChicago, IL · Multifamily$600,000Last seen Sep 30, 2026Multifamily
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3003 S Kenneth AvenueChicago, IL · Multifamily$235,000Last seen Sep 30, 2026Multifamily
- Ask
- $235k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property416 W Ontario Street C-2Chicago, IL · Multifamily, Office$854,000Last seen Sep 30, 2026Multifamily, Office
- Ask
- $854k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1816 S Jefferson StreetChicago, IL · Land, Multifamily$549,900Last seen Sep 30, 2026Land, Multifamily
- Ask
- $550k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5848 W Catalpa AvenueChicago, IL · Multifamily$539,900Last seen Sep 30, 2026Multifamily
- Ask
- $540k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1608 W Cornelia AvenueChicago, IL · Multifamily, Office$275,000Last seen Sep 30, 2026Multifamily, Office
- Ask
- $275k
- Cash flow
- Not disclosed
- CoC · our model
- —
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