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 2,113–2,136 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 property7601-05 S Peoria StreetChicago, IL · Multifamily$975,000Last seen Sep 9, 2026Multifamily
- Ask
- $975k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6600 S Ingleside AveChicago, IL · Multifamily$3,640,000Last seen Sep 9, 2026Multifamily
- Ask
- $3.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property11748 S Wentworth AvenueChicago, IL · Multifamily$200,000Last seen Sep 9, 2026Multifamily
- Ask
- $200k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5048 W Agatite AvenueChicago, IL · Multifamily$650,000Last seen Sep 9, 2026Multifamily
- Ask
- $650k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property419 E 46th StreetChicago, IL · Multifamily$630,000Last seen Sep 9, 2026Multifamily
- Ask
- $630k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1436 S KENNETH AvenueChicago, IL · Multifamily$330,000Last seen Sep 9, 2026Multifamily
- Ask
- $330k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7339 S Kimbark AvenueChicago, IL · Multifamily$99,900Last seen Sep 9, 2026Multifamily
- Ask
- $100k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1330 S Lawndale AvenueChicago, IL · Multifamily$424,000Last seen Sep 9, 2026Multifamily
- Ask
- $424k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1801 W 21st PlaceChicago, IL · Multifamily$619,000Last seen Sep 9, 2026Multifamily
- Ask
- $619k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3556 W Dickens AvenueChicago, IL · Multifamily$575,000Last seen Sep 9, 2026Multifamily
- Ask
- $575k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2108 W Roscoe StreetChicago, IL · Multifamily$340,000Last seen Sep 9, 2026Multifamily
- Ask
- $340k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3540 S DAMEN AvenueChicago, IL · Multifamily$389,000Last seen Sep 9, 2026Multifamily
- Ask
- $389k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1307 S Kedzie AvenueChicago, IL · Multifamily$585,000Last seen Sep 9, 2026Multifamily
- Ask
- $585k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8106 S Langley AvenueChicago, IL · Multifamily$585,900Last seen Sep 9, 2026Multifamily
- Ask
- $586k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5419 S Aberdeen StreetChicago, IL · Multifamily$540,000Last seen Sep 9, 2026Multifamily
- Ask
- $540k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4312 W Adams StreetChicago, IL · Multifamily$400,000Last seen Sep 9, 2026Multifamily
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4240 S Calumet AvenueChicago, IL · Multifamily$1,705,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1337 W Walton StreetChicago, IL · Multifamily$2,200,000Last seen Sep 9, 2026Multifamily
- Ask
- $2.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4621 N Lawndale AvenueChicago, IL · Multifamily$1,199,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1431 S Tripp AvenueChicago, IL · Multifamily$525,000Last seen Sep 9, 2026Multifamily
- Ask
- $525k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2714 W LEXINGTON StreetChicago, IL · Multifamily$449,900Last seen Sep 9, 2026Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6217 S Claremont AvenueChicago, IL · Multifamily$249,900Last seen Sep 9, 2026Multifamily
- Ask
- $250k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4535 S Honore StreetChicago, IL · Multifamily$389,000Last seen Sep 9, 2026Multifamily
- Ask
- $389k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1325 N Long AvenueChicago, IL · Multifamily$489,900Last seen Sep 9, 2026Multifamily
- Ask
- $490k
- Cash flow
- Not disclosed
- CoC · our model
- —
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