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 1,153–1,176 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 property1215 S Spaulding AvenueChicago, IL · Multifamily$305,000Last seen Sep 30, 2026Multifamily
- Ask
- $305k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6451 S Vernon AvenueChicago, IL · Multifamily$260,000Last seen Sep 30, 2026Multifamily
- Ask
- $260k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5419 S Wabash AvenueChicago, IL · Multifamily$699,900Last seen Sep 30, 2026Multifamily
- Ask
- $700k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2120 W BELMONT AvenueChicago, IL · Multifamily, Retail$2,850,000Last seen Sep 30, 2026Multifamily, Retail
- Ask
- $2.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7644 S Cornell AvenueChicago, IL · Multifamily$456,500Last seen Sep 30, 2026Multifamily
- Ask
- $457k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6354 S Honore StreetChicago, IL · Multifamily$89,000Last seen Sep 30, 2026Multifamily
- Ask
- $89k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1656 W Hollywood AvenueChicago, IL · Multifamily$860,000Last seen Sep 30, 2026Multifamily
- Ask
- $860k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3847 N Spaulding AvenueChicago, IL · Multifamily$1,050,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4734-36 S Prairie AvenueChicago, IL · Multifamily$1,748,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4229 W Division StreetChicago, IL · Multifamily$515,000Last seen Sep 30, 2026Multifamily
- Ask
- $515k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2127 N Damen Avenue CommercialChicago, IL · Multifamily, Retail$450,000Last seen Sep 30, 2026Multifamily, Retail
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7940 S Brandon AvenueChicago, IL · Multifamily$599,000Last seen Sep 30, 2026Multifamily
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5037 W West End AvenueChicago, IL · Multifamily$420,000Last seen Sep 30, 2026Multifamily
- Ask
- $420k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3721 W 57th StreetChicago, IL · Multifamily$335,000Last seen Sep 30, 2026Multifamily
- Ask
- $335k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6932 S Loomis BoulevardChicago, IL · Multifamily$469,000Last seen Sep 30, 2026Multifamily
- Ask
- $469k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property13419 S Burley AvenueChicago, IL · Multifamily$289,000Last seen Sep 30, 2026Multifamily
- Ask
- $289k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2135 W Armitage AvenueChicago, IL · Multifamily$1,400,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7621 S Eggleston AvenueChicago, IL · Multifamily$349,900Last seen Sep 30, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property530 N Lawler AvenueChicago, IL · Multifamily$365,000Last seen Sep 30, 2026Multifamily
- Ask
- $365k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1633 W 38th StreetChicago, IL · Multifamily$589,999Last seen Sep 30, 2026Multifamily
- Ask
- $590k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3311 N Kostner AvenueChicago, IL · Multifamily$574,999Last seen Sep 30, 2026Multifamily
- Ask
- $575k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7358 S Michigan AvenueChicago, IL · Multifamily$550,000Last seen Sep 30, 2026Multifamily
- Ask
- $550k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6401 S Albany AvenueChicago, IL · Multifamily$424,995Last seen Sep 30, 2026Multifamily
- Ask
- $425k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5444 W WALTON AvenueChicago, IL · Multifamily$220,000Last seen Sep 30, 2026Multifamily
- Ask
- $220k
- Cash flow
- Not disclosed
- CoC · our model
- —
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