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 1,081–1,104 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 property1835 E 79th StreetChicago, IL · Multifamily$229,900Last seen Sep 30, 2026Multifamily
- Ask
- $230k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2351 S Trumbull AvenueChicago, IL · Multifamily$310,000Last seen Sep 30, 2026Multifamily
- Ask
- $310k
- 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 property7514 S Dante AvenueChicago, IL · Multifamily$284,900Last seen Sep 30, 2026Multifamily
- Ask
- $285k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6602 S Marquette AvenueChicago, IL · Multifamily$325,000Last seen Sep 30, 2026Multifamily
- Ask
- $325k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8722 S Kingston Avenue SEChicago, IL · Multifamily$360,000Last seen Sep 30, 2026Multifamily
- Ask
- $360k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1543 N Larrabee StreetChicago, IL · Multifamily, Retail$339,000Last seen Sep 30, 2026Multifamily, Retail
- Ask
- $339k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1513 W 87th StreetChicago, IL · Multifamily, Retail$950,000Last seen Sep 30, 2026Multifamily, Retail
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7243 S Sangamon StreetChicago, IL · Multifamily$85,000Last seen Sep 30, 2026Multifamily
- Ask
- $85k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4400 W. Jackson Blvd. - 6 Unit MultifamilyChicago, IL · Multifamily$699,900Last seen Sep 30, 2026Multifamily
- Ask
- $700k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3900 W Division StreetChicago, IL · Multifamily$429,900Last seen Sep 30, 2026Multifamily
- Ask
- $430k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2512 W 45th PlaceChicago, IL · Multifamily$339,900Last seen Sep 30, 2026Multifamily
- Ask
- $340k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3425 W 63rd Pl.Chicago, IL · Multifamily$325,000Last seen Sep 30, 2026Multifamily
- Ask
- $325k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5715 S Oak Park AvenueChicago, IL · Multifamily$465,000Last seen Sep 30, 2026Multifamily
- Ask
- $465k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1508 N Monticello AvenueChicago, IL · Multifamily$539,000Last seen Sep 30, 2026Multifamily
- Ask
- $539k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3222 N Drake AvenueChicago, IL · Multifamily$865,000Last seen Sep 30, 2026Multifamily
- Ask
- $865k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property222 E 61st StreetChicago, IL · Office, Multifamily, Retail, Special Purpose, Mixed Use$700,000Last seen Sep 30, 2026Office, Multifamily, Retail, Special Purpose, Mixed Use
- Ask
- $700k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4711 S Greenwood AvenueChicago, IL · Multifamily$1,925,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property936 N Fairfield AvenueChicago, IL · Multifamily$1,200,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7334 S SANGAMON StreetChicago, IL · Multifamily$199,000Last seen Sep 30, 2026Multifamily
- Ask
- $199k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5445 S WINCHESTER AvenueChicago, IL · Multifamily$384,500Last seen Sep 30, 2026Multifamily
- Ask
- $385k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1817 S Harding AvenueChicago, IL · Multifamily$225,000Last seen Sep 30, 2026Multifamily
- Ask
- $225k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property11327 S KING DriveChicago, IL · Multifamily$679,000Last seen Sep 30, 2026Multifamily
- Ask
- $679k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5250 N LINCOLN Avenue G3Chicago, IL · Multifamily, Office, Retail$139,900Last seen Sep 30, 2026Multifamily, Office, Retail
- Ask
- $140k
- Cash flow
- Not disclosed
- CoC · our model
- —
Keep deals in one Desk
Save listings, run buy-box (CoC + DSCR), track NDAs, and sync Gmail. Desk is $20/month, no success fees.
- Unlimited pipeline & buckets
- To-do + NDA helpers
- Gmail sync & draft
- CoC + DSCR buy-box tools
- No success fees
Free to browse. A free account saves listings; Desk adds the deal tools.
Renews automatically at $20/month until you cancel. Cancel anytime online in Settings > Billing.