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 1,345–1,368 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 property6508 S Ingleside AvenueChicago, IL · Multifamily$899,900Last seen Sep 30, 2026Multifamily
- Ask
- $900k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6820 S Michigan AveChicago, IL · Multifamily$1,150,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6609 N Artesian AvenueChicago, IL · Multifamily$699,000Last seen Sep 30, 2026Multifamily
- Ask
- $699k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyPortfolio of 2 Multifamily Properties For SaleChicago, IL · Multifamily$950,000Last seen Sep 30, 2026Multifamily
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3311 W Monroe StreetChicago, IL · Multifamily$337,000Last seen Sep 30, 2026Multifamily
- Ask
- $337k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3405 S Union StreetChicago, IL · Multifamily$1,099,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1421 W Chicago AvenueChicago, IL · Multifamily$2,995,000Last seen Sep 30, 2026Multifamily
- Ask
- $3.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7006 S Normal BoulevardChicago, IL · Multifamily$339,900Last seen Sep 30, 2026Multifamily
- Ask
- $340k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8701 S Clyde AveChicago, IL · Multifamily$825,000Last seen Sep 30, 2026Multifamily
- Ask
- $825k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property502 S Cicero AveChicago, IL · Multifamily, Mixed Use$324,900Last seen Sep 30, 2026Multifamily, Mixed Use
- Ask
- $325k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2732 W Belmont AvenueChicago, IL · Multifamily$1,500,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property838 N Wolcott AvenueChicago, IL · Multifamily$1,450,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property441 E 107th StChicago, IL · Multifamily$580,000Last seen Sep 30, 2026Multifamily
- Ask
- $580k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyFlip Opportunity - 4-Unit - PilsenChicago, IL · Multifamily$349,000Last seen Sep 30, 2026Multifamily
- Ask
- $349k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyBank Owned: 16-unit Apartment BuildingChicago, IL · Multifamily$549,000Last seen Sep 30, 2026Multifamily
- Ask
- $549k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6553 S Rhodes AvenueChicago, IL · Multifamily$589,000Last seen Sep 30, 2026Multifamily
- Ask
- $589k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8001 S EXCHANGE AVE & 1908 E 79TH ST, CHICAGO, ILChicago, IL · Multifamily, Mixed Use$900,000Last seen Sep 30, 2026Multifamily, Mixed Use
- Ask
- $900k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5200 S Woodlawn AvenueChicago, IL · Multifamily$6,290,000Last seen Sep 30, 2026Multifamily
- Ask
- $6.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5140 S Kimbark AvenueChicago, IL · Multifamily$2,990,000Last seen Sep 30, 2026Multifamily
- Ask
- $3.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2265 W Diversey AvenueChicago, IL · Multifamily$850,000Last seen Sep 30, 2026Multifamily
- Ask
- $850k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8847 S BURLEY AvenueChicago, IL · Multifamily$37,500Last seen Sep 30, 2026Multifamily
- Ask
- $38k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5501 W Washington BlvdChicago, IL · Multifamily$12,000,000Last seen Sep 30, 2026Multifamily
- Ask
- $12M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1629 N Halsted StreetChicago, IL · Multifamily$1,700,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5649 S Shields AvenueChicago, IL · Multifamily$97,900Last seen Sep 30, 2026Multifamily
- Ask
- $98k
- Cash flow
- Not disclosed
- CoC · our model
- —
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