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 1,945–1,968 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 property953 N Ashland (Commercial Condo)Chicago, IL · Retail$235,000Last seen Sep 30, 2026Retail
- Ask
- $235k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1551 W Division StreetChicago, IL · Retail$825,000Last seen Sep 30, 2026Retail
- Ask
- $825k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property869 N Larrabee StChicago, IL · Retail$320,000Last seen Sep 30, 2026Retail
- Ask
- $320k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3553 N Oak Park AveChicago, IL · Retail, Business for Sale$900,000Last seen Sep 30, 2026Retail, Business for Sale
- Ask
- $900k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property9520 S JefferyChicago, IL · Retail$1,200,000Last seen Sep 30, 2026Retail
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2309 W Belmont Avenue 1Chicago, IL · Retail$225,000Last seen Sep 30, 2026Retail
- Ask
- $225k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3110 Sheridan RoadChicago, IL · Retail, Business for Sale$65,000Last seen Sep 30, 2026Retail, Business for Sale
- Ask
- $65k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyBelow Market Rent - Corporate CheckersChicago, IL · Retail$1,000,945Last seen Sep 30, 2026Retail
- Ask
- $1.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property746 W 79th StreetChicago, IL · Retail$199,000Last seen Sep 30, 2026Retail
- Ask
- $199k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyUptown Retail Condo Near Lake Michigan – 5,257 SF, VacantChicago, IL · Retail$899,000Last seen Sep 30, 2026Retail
- Ask
- $899k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyAvondale European Sports Bar and CafeChicago, IL · Retail$185,000Last seen Sep 30, 2026Retail
- Ask
- $185k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property748-50 N Lawndale AvenueChicago, IL · Retail$199,900Last seen Sep 30, 2026Retail
- Ask
- $200k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3638-40 N Cicero AvenueChicago, IL · Retail$699,000Last seen Sep 30, 2026Retail
- Ask
- $699k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3629 N HalstedChicago, IL · Retail$915,000Last seen Sep 30, 2026Retail
- Ask
- $915k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6309 West Grand AvenueChicago, IL · Retail$349,000Last seen Sep 30, 2026Retail
- Ask
- $349k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3632-36 N Cicero AvenueChicago, IL · Retail$799,000Last seen Sep 30, 2026Retail
- Ask
- $799k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2078 N Western AvenueChicago, IL · Retail$400,000Last seen Sep 30, 2026Retail
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3415-19 W. Peterson AveChicago, IL · Retail$1,130,000Last seen Sep 30, 2026Retail
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyWest Loop - 116 N. Aberdeen St.Chicago, IL · Retail$1,850,000Last seen Sep 30, 2026Retail
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyMulti-Tenant Retail InvestmentChicago, IL · Retail$408,000Last seen Sep 30, 2026Retail
- Ask
- $408k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyWalgreens (Dark)Chicago, IL · Retail$4,200,000Last seen Sep 30, 2026Retail
- Ask
- $4.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyStarbucks-CorporateChicago, IL · Retail$3,159,960Last seen Sep 30, 2026Retail
- Ask
- $3.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyMcDonald'sChicago, IL · Retail$3,750,000Last seen Sep 30, 2026Retail
- Ask
- $3.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4755 W Diversey AvenueChicago, IL · Land$394,500Last seen Sep 30, 2026Land
- Ask
- $395k
- Cash flow
- Not disclosed
- CoC · our model
- —
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