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 961–984 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 property4742 S Loomis BoulevardChicago, IL · Multifamily$79,995Last seen Sep 30, 2026Multifamily
- Ask
- $80k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4757 S Rockwell StreetChicago, IL · Multifamily$420,000Last seen Sep 30, 2026Multifamily
- Ask
- $420k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1246 S Fairfield AvenueChicago, IL · Multifamily$899,900Last seen Sep 30, 2026Multifamily
- Ask
- $900k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1936 N Tripp AvenueChicago, IL · Multifamily$599,000Last seen Sep 30, 2026Multifamily
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5615 N Rockwell StreetChicago, IL · Multifamily$675,000Last seen Sep 30, 2026Multifamily
- Ask
- $675k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property11932 S Eggleston AvenueChicago, IL · Multifamily$230,000Last seen Sep 30, 2026Multifamily
- Ask
- $230k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3511 S Halsted StreetChicago, IL · Mixed Use, Multifamily, Retail$799,900Last seen Sep 30, 2026Mixed Use, Multifamily, Retail
- Ask
- $800k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4319 W Jackson BoulevardChicago, IL · Multifamily$350,000Last seen Sep 30, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7951 S Burnham AvenueChicago, IL · Multifamily$420,000Last seen Sep 30, 2026Multifamily
- Ask
- $420k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4742-46 S Michigan AvenueChicago, IL · Multifamily$8,495,000Last seen Sep 30, 2026Multifamily
- Ask
- $8.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4035 N Keystone AvenueChicago, IL · Multifamily$599,900Last seen Sep 30, 2026Multifamily
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6011 S Ashland AvenueChicago, IL · Land, Multifamily, Office, Retail$1,200,000Last seen Sep 30, 2026Land, Multifamily, Office, Retail
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2159 N Laramie AvenueChicago, IL · Multifamily$1,190,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6734 S Maplewood AvenueChicago, IL · Multifamily$370,000Last seen Sep 30, 2026Multifamily
- Ask
- $370k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2432 N Campbell AvenueChicago, IL · Multifamily$960,000Last seen Sep 30, 2026Multifamily
- Ask
- $960k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2117 W Belmont Avenue STE1Chicago, IL · Multifamily, Retail$335,000Last seen Sep 30, 2026Multifamily, Retail
- Ask
- $335k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property11025 S King DriveChicago, IL · Multifamily$399,999Last seen Sep 30, 2026Multifamily
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4343 N Western Avenue C1Chicago, IL · Multifamily, Office, Retail$175,000Last seen Sep 30, 2026Multifamily, Office, Retail
- Ask
- $175k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property24-Unit Multifamily BuildingChicago, IL · Multifamily$350,000Last seen Sep 30, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4623 S Prairie AvenueChicago, IL · Multifamily$1,200,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2420 S Oakley AvenueChicago, IL · Multifamily$785,000Last seen Sep 30, 2026Multifamily
- Ask
- $785k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3027 W Flournoy StreetChicago, IL · Multifamily$385,000Last seen Sep 30, 2026Multifamily
- Ask
- $385k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4019 N Tripp AvenueChicago, IL · Multifamily$975,000Last seen Sep 30, 2026Multifamily
- Ask
- $975k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property715 W 50th StreetChicago, IL · Multifamily$450,000Last seen Sep 30, 2026Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
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