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 841–864 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 property2536 S California StreetChicago, IL · Multifamily$700,000Last seen Sep 30, 2026Multifamily
- Ask
- $700k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2214 N Mango AvenueChicago, IL · Multifamily$450,000Last seen Sep 30, 2026Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2428 N Rockwell StreetChicago, IL · Multifamily$1,200,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1624 N Tripp AvenueChicago, IL · Multifamily$539,900Last seen Sep 30, 2026Multifamily
- Ask
- $540k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4448 N Tripp AvenueChicago, IL · Multifamily$1,150,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5758 S Honore StreetChicago, IL · Multifamily$349,900Last seen Sep 30, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3816 W Montrose AvenueChicago, IL · Multifamily$875,000Last seen Sep 30, 2026Multifamily
- Ask
- $875k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4053 S Prairie AvenueChicago, IL · Multifamily$999,950Last seen Sep 30, 2026Multifamily
- Ask
- $1000k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7133 S Normal BoulevardChicago, IL · Multifamily$199,900Last seen Sep 30, 2026Multifamily
- Ask
- $200k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1450 S Avers AvenueChicago, IL · Multifamily$475,000Last seen Sep 30, 2026Multifamily
- Ask
- $475k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1420 W Fulton StreetChicago, IL · Multifamily$2,150,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3929 W Flournoy StreetChicago, IL · Land, Multifamily$15,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $15k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1133 E 81st PlaceChicago, IL · Multifamily$550,000Last seen Sep 30, 2026Multifamily
- Ask
- $550k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1814 W Haddon AvenueChicago, IL · Multifamily$799,000Last seen Sep 30, 2026Multifamily
- Ask
- $799k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4351 N Lockwood AvenueChicago, IL · Retail, Multifamily$937,000Last seen Sep 30, 2026Retail, Multifamily
- Ask
- $937k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1504 S Hamlin AvenueChicago, IL · Multifamily$529,900Last seen Sep 30, 2026Multifamily
- Ask
- $530k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6731 S Loomis BoulevardChicago, IL · Multifamily$280,000Last seen Sep 30, 2026Multifamily
- Ask
- $280k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8038 S Maryland AvenueChicago, IL · Multifamily$384,900Last seen Sep 30, 2026Multifamily
- Ask
- $385k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5628 S Throop StreetChicago, IL · Land, Multifamily$25,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $25k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6730 N Rockwell StreetChicago, IL · Multifamily$760,000Last seen Sep 30, 2026Multifamily
- Ask
- $760k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyThe Shore ResidencesChicago, IL · Multifamily$8,175,000Last seen Sep 30, 2026Multifamily
- Ask
- $8.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8632 S Sangamon StreetChicago, IL · Multifamily$334,900Last seen Sep 30, 2026Multifamily
- Ask
- $335k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2518 S Claremont AvenueChicago, IL · Multifamily$475,000Last seen Sep 30, 2026Multifamily
- Ask
- $475k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7841 S Loomis BoulevardChicago, IL · Multifamily$349,000Last seen Sep 30, 2026Multifamily
- Ask
- $349k
- Cash flow
- Not disclosed
- CoC · our model
- —
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