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 817–840 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 property321 S Washtenaw AvenueChicago, IL · Multifamily$879,000Last seen Sep 30, 2026Multifamily
- Ask
- $879k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1925 N Keystone AvenueChicago, IL · Multifamily$499,999Last seen Sep 30, 2026Multifamily
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4141 W Monroe StreetChicago, IL · Multifamily$310,000Last seen Sep 30, 2026Multifamily
- Ask
- $310k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3748 S Parnell AvenueChicago, IL · Multifamily$449,000Last seen Sep 30, 2026Multifamily
- Ask
- $449k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4720 W Washington BoulevardChicago, IL · Land, Multifamily$45,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $45k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3446 W Jackson BoulevardChicago, IL · Multifamily$600,000Last seen Sep 30, 2026Multifamily
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1656 E 84th StreetChicago, IL · Multifamily$545,000Last seen Sep 30, 2026Multifamily
- Ask
- $545k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4445 W Maypole AvenueChicago, IL · Multifamily$325,000Last seen Sep 30, 2026Multifamily
- Ask
- $325k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property237 W 114th StreetChicago, IL · Multifamily$275,377Last seen Sep 30, 2026Multifamily
- Ask
- $275k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4448 S PRINCETON AvenueChicago, IL · Multifamily$345,000Last seen Sep 30, 2026Multifamily
- Ask
- $345k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2633 W Crystal StreetChicago, IL · Multifamily$550,000Last seen Sep 30, 2026Multifamily
- Ask
- $550k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property510 W 75TH StreetChicago, IL · Multifamily$379,000Last seen Sep 30, 2026Multifamily
- Ask
- $379k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property9352 S Woodlawn AvenueChicago, IL · Multifamily$144,900Last seen Sep 30, 2026Multifamily
- Ask
- $145k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5257 W Montrose AvenueChicago, IL · Retail, Multifamily$937,000Last seen Sep 30, 2026Retail, Multifamily
- Ask
- $937k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2136 W Belmont Avenue 1Chicago, IL · Multifamily, Office$349,000Last seen Sep 30, 2026Multifamily, Office
- Ask
- $349k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1473 W 77th StreetChicago, IL · Multifamily$285,000Last seen Sep 30, 2026Multifamily
- Ask
- $285k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1019 N Wolcott AvenueChicago, IL · Multifamily$4,995,000Last seen Sep 30, 2026Multifamily
- Ask
- $5.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6033 N Harlem AvenueChicago, IL · Multifamily$529,900Last seen Sep 30, 2026Multifamily
- Ask
- $530k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4051 W Monroe StreetChicago, IL · Multifamily$499,900Last seen Sep 30, 2026Multifamily
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1258 W 71st StreetChicago, IL · Land, Multifamily$15,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $15k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6217 S Claremont AvenueChicago, IL · Multifamily$250,000Last seen Sep 30, 2026Multifamily
- Ask
- $250k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4732 W Congress ParkwayChicago, IL · Multifamily$365,000Last seen Sep 30, 2026Multifamily
- Ask
- $365k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8612 S Burnham AvenueChicago, IL · Multifamily$489,900Last seen Sep 30, 2026Multifamily
- Ask
- $490k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3721 W Flournoy StreetChicago, IL · Multifamily$1,500,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
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