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 2,065–2,088 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 property1051 N Massasoit AvenueChicago, IL · Multifamily$499,000Last seen Sep 9, 2026Multifamily
- Ask
- $499k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property712 W Marquette RoadChicago, IL · Multifamily$389,000Last seen Sep 9, 2026Multifamily
- Ask
- $389k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6718 S Marshfield AvenueChicago, IL · Multifamily$80,000Last seen Sep 9, 2026Multifamily
- Ask
- $80k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5215 W Van Buren StreetChicago, IL · Multifamily$400,000Last seen Sep 9, 2026Multifamily
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5445 N MAGNET AvenueChicago, IL · Multifamily$575,000Last seen Sep 9, 2026Multifamily
- Ask
- $575k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3653 W 71st StreetChicago, IL · Multifamily$469,900Last seen Sep 9, 2026Multifamily
- Ask
- $470k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1114-1120 W 80th StreetChicago, IL · Multifamily$258,000Last seen Sep 9, 2026Multifamily
- Ask
- $258k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2800 S Hillock AvenueChicago, IL · Multifamily$475,000Last seen Sep 9, 2026Multifamily
- Ask
- $475k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4722 S Ada StreetChicago, IL · Multifamily$120,000Last seen Sep 9, 2026Multifamily
- Ask
- $120k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3344 W FULTON BoulevardChicago, IL · Multifamily$390,000Last seen Sep 9, 2026Multifamily
- Ask
- $390k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3111 W Foster AvenueChicago, IL · Multifamily$899,000Last seen Sep 9, 2026Multifamily
- Ask
- $899k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3758 N Sawyer AvenueChicago, IL · Multifamily$1,199,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1264 S Saint Louis AvenueChicago, IL · Multifamily$739,000Last seen Sep 9, 2026Multifamily
- Ask
- $739k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property648 E 92nd StreetChicago, IL · Multifamily$265,000Last seen Sep 9, 2026Multifamily
- Ask
- $265k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6626-6628 N Seeley AvenueChicago, IL · Multifamily$950,000Last seen Sep 9, 2026Multifamily
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7726 S Kingston AvenueChicago, IL · Multifamily$289,900Last seen Sep 9, 2026Multifamily
- Ask
- $290k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2836 S Union AvenueChicago, IL · Multifamily$550,000Last seen Sep 9, 2026Multifamily
- Ask
- $550k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6439 S May StreetChicago, IL · Multifamily$299,000Last seen Sep 9, 2026Multifamily
- Ask
- $299k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property849 N Parkside AvenueChicago, IL · Multifamily$425,000Last seen Sep 9, 2026Multifamily
- Ask
- $425k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2112 S Drake AvenueChicago, IL · Multifamily$450,000Last seen Sep 9, 2026Multifamily
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2957 N Cicero AvenueChicago, IL · Multifamily$1,085,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2959 N ELSTON AvenueChicago, IL · Multifamily$650,000Last seen Sep 9, 2026Multifamily
- Ask
- $650k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6243 S Wood StreetChicago, IL · Multifamily$474,900Last seen Sep 9, 2026Multifamily
- Ask
- $475k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6134 W Leland AvenueChicago, IL · Multifamily$769,000Last seen Sep 9, 2026Multifamily
- Ask
- $769k
- Cash flow
- Not disclosed
- CoC · our model
- —
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