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 1,321–1,344 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 property7147 S. Cornell AveChicago, IL · Multifamily$525,000Last seen Sep 30, 2026Multifamily
- Ask
- $525k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyBronzeville 5-Story 28-Unit MultifamilyChicago, IL · Multifamily$3,500,000Last seen Sep 30, 2026Multifamily
- Ask
- $3.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property827 N Fairfield AvenueChicago, IL · Multifamily$1,149,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5943 S Indiana AvenueChicago, IL · Multifamily$545,000Last seen Sep 30, 2026Multifamily
- Ask
- $545k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7137 S CARPENTER StreetChicago, IL · Multifamily$69,990Last seen Sep 30, 2026Multifamily
- Ask
- $70k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyGut rehabbed, fully rented 7 unit in Booming Austin!Chicago, IL · Multifamily$999,000Last seen Sep 30, 2026Multifamily
- Ask
- $999k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property11514 S Yale AvenueChicago, IL · Multifamily$160,000Last seen Sep 30, 2026Multifamily
- Ask
- $160k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6336 N Fairfield AvenueChicago, IL · Multifamily$1,349,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property939 W 32nd StreetChicago, IL · Multifamily$759,000Last seen Sep 30, 2026Multifamily
- Ask
- $759k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyBANK OWNED: 17-UNIT APARTMENT BUILDINGChicago, IL · Multifamily$599,000Last seen Sep 30, 2026Multifamily
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property48-Unit Kenwood MultifamilyChicago, IL · Multifamily$10,650,000Last seen Sep 30, 2026Multifamily
- Ask
- $11M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3858 W Grenshaw | Income-Producing 2-Unit with Rental UpsideChicago, IL · Multifamily$385,000Last seen Sep 30, 2026Multifamily
- Ask
- $385k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6842 S Merrill AveChicago, IL · Multifamily$1,175,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4927 S. Prairie AveChicago, IL · Multifamily$1,950,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5167 S Michigan AvenueChicago, IL · Multifamily$959,900Last seen Sep 30, 2026Multifamily
- Ask
- $960k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7135 S East End AveChicago, IL · Multifamily$329,900Last seen Sep 30, 2026Multifamily
- Ask
- $330k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7042 S Michigan AvenueChicago, IL · Multifamily$1,700,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7822-7824 S South Shore DriveChicago, IL · Multifamily$2,199,999Last seen Sep 30, 2026Multifamily
- Ask
- $2.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1630 S Trumbull AvenueChicago, IL · Multifamily$799,000Last seen Sep 30, 2026Multifamily
- Ask
- $799k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1246 N Artesian AveChicago, IL · Multifamily$2,610,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1256 S Independence BoulevardChicago, IL · Multifamily$2,249,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2917 W Arthingtion StreetChicago, IL · Multifamily$924,900Last seen Sep 30, 2026Multifamily
- Ask
- $925k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1609 W. Greenleaf AvenueChicago, IL · Multifamily$2,099,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8100 S May StChicago, IL · Multifamily$575,000Last seen Sep 30, 2026Multifamily
- Ask
- $575k
- Cash flow
- Not disclosed
- CoC · our model
- —
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