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 2,137–2,160 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 property362 E 119th StreetChicago, IL · Multifamily$330,000Last seen Sep 9, 2026Multifamily
- Ask
- $330k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5753 N Washtenaw AvenueChicago, IL · Multifamily$600,000Last seen Sep 9, 2026Multifamily
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5843 W Iowa StreetChicago, IL · Multifamily$349,900Last seen Sep 9, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5729 S MICHIGAN AvenueChicago, IL · Multifamily$430,000Last seen Sep 9, 2026Multifamily
- Ask
- $430k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property614 N Ashland AvenueChicago, IL · Multifamily$1,200,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4546 W Jackson BoulevardChicago, IL · Multifamily$399,999Last seen Sep 9, 2026Multifamily
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4339 S Indiana AvenueChicago, IL · Multifamily$575,000Last seen Sep 9, 2026Multifamily
- Ask
- $575k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8632 S Escanaba AvenueChicago, IL · Multifamily$329,999Last seen Sep 9, 2026Multifamily
- Ask
- $330k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2832 W WILCOX StreetChicago, IL · Multifamily$750,000Last seen Sep 9, 2026Multifamily
- Ask
- $750k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5042 W Superior StreetChicago, IL · Multifamily$275,000Last seen Sep 9, 2026Multifamily
- Ask
- $275k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4500 W Wilcox StreetChicago, IL · Multifamily$469,900Last seen Sep 9, 2026Multifamily
- Ask
- $470k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6947 S Wabash AvenueChicago, IL · Multifamily$335,000Last seen Sep 9, 2026Multifamily
- Ask
- $335k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7609-11 S Essex AveChicago, IL · Multifamily$550,000Last seen Sep 9, 2026Multifamily
- Ask
- $550k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2111 N Western AvenueChicago, IL · Multifamily$1,799,990Last seen Sep 9, 2026Multifamily
- Ask
- $1.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property843 W Roscoe StreetChicago, IL · Multifamily$2,000,000Last seen Sep 9, 2026Multifamily
- Ask
- $2.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1442 S Springfield AvenueChicago, IL · Multifamily$599,000Last seen Sep 9, 2026Multifamily
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6043 S Kenneth AvenueChicago, IL · Multifamily$425,000Last seen Sep 9, 2026Multifamily
- Ask
- $425k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3610 S Emerald AvenueChicago, IL · Multifamily$489,000Last seen Sep 9, 2026Multifamily
- Ask
- $489k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2242 S Saint Louis AvenueChicago, IL · Multifamily$575,000Last seen Sep 9, 2026Multifamily
- Ask
- $575k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1510 E 73rd StreetChicago, IL · Multifamily$950,000Last seen Sep 9, 2026Multifamily
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7257 S Princeton Avenue Multifamily InvestmentChicago, IL · Multifamily$730,000Last seen Sep 9, 2026Multifamily
- Ask
- $730k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property504 S Oakley BoulevardChicago, IL · Multifamily$1,750,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1051 N Springfield AvenueChicago, IL · Multifamily$679,900Last seen Sep 9, 2026Multifamily
- Ask
- $680k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6747 S Langley AvenueChicago, IL · Multifamily$579,000Last seen Sep 9, 2026Multifamily
- Ask
- $579k
- Cash flow
- Not disclosed
- CoC · our model
- —
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