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 1,801–1,824 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 property7705 S Paulina StreetChicago, IL · Multifamily$230,000Last seen Sep 30, 2026Multifamily
- Ask
- $230k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3635 S Giles AvenueChicago, IL · Land, Multifamily$90,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $90k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5160 W Sunnyside AvenueChicago, IL · Multifamily$369,900Last seen Sep 30, 2026Multifamily
- Ask
- $370k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1628 & 1626 S Millard AvenueChicago, IL · Land, Multifamily$40,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $40k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property514 N Leamington AvenueChicago, IL · Multifamily$249,900Last seen Sep 30, 2026Multifamily
- Ask
- $250k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1913 S Troy StreetChicago, IL · Multifamily$569,900Last seen Sep 30, 2026Multifamily
- Ask
- $570k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1462 W 73rd StreetChicago, IL · Multifamily$220,000Last seen Sep 30, 2026Multifamily
- Ask
- $220k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3154 S May StreetChicago, IL · Multifamily$755,000Last seen Sep 30, 2026Multifamily
- Ask
- $755k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4408 S Michigan AvenueChicago, IL · Multifamily$847,000Last seen Sep 30, 2026Multifamily
- Ask
- $847k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2053 N Kilbourn AvenueChicago, IL · Multifamily$525,000Last seen Sep 30, 2026Multifamily
- Ask
- $525k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property13513 S Baltimore AvenueChicago, IL · Multifamily$199,900Last seen Sep 30, 2026Multifamily
- Ask
- $200k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7031 S Wood StreetChicago, IL · Land, Multifamily$15,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $15k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3031 W WARREN BoulevardChicago, IL · Multifamily$875,000Last seen Sep 30, 2026Multifamily
- Ask
- $875k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6625 S Ellis AvenueChicago, IL · Land, Multifamily$75,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $75k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property324 W 112th StreetChicago, IL · Multifamily$219,000Last seen Sep 30, 2026Multifamily
- Ask
- $219k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1552 W Fullerton AvenueChicago, IL · Multifamily, Retail$253,000Last seen Sep 30, 2026Multifamily, Retail
- Ask
- $253k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property321 N Long AvenueChicago, IL · Multifamily$489,000Last seen Sep 30, 2026Multifamily
- Ask
- $489k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4811 S Elizabeth StreetChicago, IL · Multifamily$249,000Last seen Sep 30, 2026Multifamily
- Ask
- $249k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property10540 S Lafayette AvenueChicago, IL · Multifamily$55,000Last seen Sep 30, 2026Multifamily
- Ask
- $55k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1517 N Laramie AvenueChicago, IL · Multifamily$350,000Last seen Sep 30, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3240 S Parnell AvenueChicago, IL · Multifamily$349,900Last seen Sep 30, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property125 W 114th StreetChicago, IL · Multifamily$232,800Last seen Sep 30, 2026Multifamily
- Ask
- $233k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5809 S. IndianaChicago, IL · Multifamily$965,000Last seen Sep 30, 2026Multifamily
- Ask
- $965k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3241 S Carpenter StreetChicago, IL · Multifamily$975,000Last seen Sep 30, 2026Multifamily
- Ask
- $975k
- Cash flow
- Not disclosed
- CoC · our model
- —
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