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 1,777–1,800 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 property1732 W Hubbard StreetChicago, IL · Office$3,850,000Last seen Sep 30, 2026Office
- Ask
- $3.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyUChicago Medicine Anchored PortfolioChicago, IL · Office$2,038,000Last seen Sep 30, 2026Office
- Ask
- $2.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7213 S Green StreetChicago, IL · Multifamily$240,000Last seen Sep 30, 2026Multifamily
- Ask
- $240k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3028 W 53rd PlaceChicago, IL · Multifamily$489,000Last seen Sep 30, 2026Multifamily
- Ask
- $489k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5540 S Princeton AvenueChicago, IL · Land, Multifamily$32,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $32k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2703 S HILLOCK AvenueChicago, IL · Multifamily$430,000Last seen Sep 30, 2026Multifamily
- Ask
- $430k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4345 N Kedvale StreetChicago, IL · Multifamily$520,000Last seen Sep 30, 2026Multifamily
- Ask
- $520k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2419 S Christiana AvenueChicago, IL · Multifamily$189,900Last seen Sep 30, 2026Multifamily
- Ask
- $190k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3909 W Fillmore StreetChicago, IL · Land, Multifamily$15,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $15k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3904-3906 W Leland AvenueChicago, IL · Multifamily$999,000Last seen Sep 30, 2026Multifamily
- Ask
- $999k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2858 W 38th PlaceChicago, IL · Multifamily$440,000Last seen Sep 30, 2026Multifamily
- Ask
- $440k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property12-Unit REO at 8743 S Beverly BlvdChicago, IL · Multifamily$549,900Last seen Sep 30, 2026Multifamily
- Ask
- $550k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6522 S Paulina StreetChicago, IL · Multifamily$335,000Last seen Sep 30, 2026Multifamily
- Ask
- $335k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2832 W WILCOX StreetChicago, IL · Multifamily$799,000Last seen Sep 30, 2026Multifamily
- Ask
- $799k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6317 S Morgan StreetChicago, IL · Multifamily$89,900Last seen Sep 30, 2026Multifamily
- Ask
- $90k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property10538-10540 S Vincennes AvenueChicago, IL · Multifamily$285,000Last seen Sep 30, 2026Multifamily
- Ask
- $285k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property175 N Lavergne AvenueChicago, IL · Multifamily$195,000Last seen Sep 30, 2026Multifamily
- Ask
- $195k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property132 W 113th StreetChicago, IL · Multifamily$189,900Last seen Sep 30, 2026Multifamily
- Ask
- $190k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3848 W Grand AvenueChicago, IL · Multifamily$799,000Last seen Sep 30, 2026Multifamily
- Ask
- $799k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2135 E 87th StreetChicago, IL · Land, Multifamily, Retail$184,000Last seen Sep 30, 2026Land, Multifamily, Retail
- Ask
- $184k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1851 N Fairfield AvenueChicago, IL · Multifamily$890,000Last seen Sep 30, 2026Multifamily
- Ask
- $890k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property10044 S La Salle StreetChicago, IL · Multifamily$270,000Last seen Sep 30, 2026Multifamily
- Ask
- $270k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5414 S Kedzie AvenueChicago, IL · Land, Multifamily, Retail$449,000Last seen Sep 30, 2026Land, Multifamily, Retail
- Ask
- $449k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3703-05 S Halsted StreetChicago, IL · Land, Multifamily$550,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $550k
- 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.