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 1,825–1,848 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 property5160 S Damen AvenueChicago, IL · Multifamily$279,900Last seen Sep 30, 2026Multifamily
- Ask
- $280k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property33 E Division StreetChicago, IL · Multifamily$3,500,000Last seen Sep 30, 2026Multifamily
- Ask
- $3.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5102 W Sunnyside AvenueChicago, IL · Multifamily$550,000Last seen Sep 30, 2026Multifamily
- Ask
- $550k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4429 W Adams StreetChicago, IL · Multifamily$370,000Last seen Sep 30, 2026Multifamily
- Ask
- $370k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3046 W Polk StreetChicago, IL · Multifamily$399,500Last seen Sep 30, 2026Multifamily
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3000 S Kedvale AvenueChicago, IL · Multifamily$445,000Last seen Sep 30, 2026Multifamily
- Ask
- $445k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4984 N Major AvenueChicago, IL · Multifamily$624,900Last seen Sep 30, 2026Multifamily
- Ask
- $625k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8215 S Evans AvenueChicago, IL · Multifamily$549,900Last seen Sep 30, 2026Multifamily
- Ask
- $550k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1313 W Ancona StreetChicago, IL · Land, Multifamily$1,297,770Last seen Sep 30, 2026Land, Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1328 N Avers AvenueChicago, IL · Multifamily$295,000Last seen Sep 30, 2026Multifamily
- Ask
- $295k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4818 S Princeton AvenueChicago, IL · Multifamily$142,900Last seen Sep 30, 2026Multifamily
- Ask
- $143k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5942 W Thorndale AvenueChicago, IL · Multifamily$575,000Last seen Sep 30, 2026Multifamily
- Ask
- $575k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1257 N Rockwell StreetChicago, IL · Multifamily$675,000Last seen Sep 30, 2026Multifamily
- Ask
- $675k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1944 S Springfield AvenueChicago, IL · Multifamily$499,900Last seen Sep 30, 2026Multifamily
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1661 S Homan AvenueChicago, IL · Multifamily$460,000Last seen Sep 30, 2026Multifamily
- Ask
- $460k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1353 N long AvenueChicago, IL · Multifamily$640,000Last seen Sep 30, 2026Multifamily
- Ask
- $640k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3012 W Warren BoulevardChicago, IL · Multifamily$899,900Last seen Sep 30, 2026Multifamily
- Ask
- $900k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3234 W Fulton BoulevardChicago, IL · Multifamily$649,900Last seen Sep 30, 2026Multifamily
- Ask
- $650k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5333 W Foster Avenue WChicago, IL · Multifamily$899,999Last seen Sep 30, 2026Multifamily
- Ask
- $900k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2452 W 59th StreetChicago, IL · Multifamily$799,000Last seen Sep 30, 2026Multifamily
- Ask
- $799k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property736 N Spaulding AvenueChicago, IL · Multifamily$650,000Last seen Sep 30, 2026Multifamily
- Ask
- $650k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4400-4402 S HONORE CrestChicago, IL · Retail, Multifamily$599,900Last seen Sep 30, 2026Retail, Multifamily
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1040 N Lawndale AvenueChicago, IL · Multifamily$494,999Last seen Sep 30, 2026Multifamily
- Ask
- $495k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4418 W Monroe StreetChicago, IL · Multifamily$240,000Last seen Sep 30, 2026Multifamily
- Ask
- $240k
- Cash flow
- Not disclosed
- CoC · our model
- —
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