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 457–480 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 property2675 W Grand AvenueChicago, IL · Retail, Special Purpose, Office$1,499,000Last seen Sep 30, 2026Retail, Special Purpose, Office
- Ask
- $1.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2 E Erie Street G-604Chicago, IL · Land, Special Purpose$27,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $27k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1550 S Indiana Avenue P31Chicago, IL · Land, Special Purpose$24,500Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $25k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1960 W 13th StreetChicago, IL · Mixed Use, Office, Special Purpose$3,000,000Last seen Sep 30, 2026Mixed Use, Office, Special Purpose
- Ask
- $3.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property340 E Randolph Street P4-32Chicago, IL · Land, Special Purpose$30,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $30k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5320 N Sheridan Road D36Chicago, IL · Land, Special Purpose$24,900Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $25k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property211 E Ohio Street VALET-269Chicago, IL · Land, Special Purpose$30,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $30k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property435 W Erie Street P-303Chicago, IL · Land, Special Purpose$35,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $35k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1841 S Calumet Avenue P197Chicago, IL · Land, Special Purpose$27,500Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $28k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4755 N Washtenaw Avenue P-27Chicago, IL · Land, Special Purpose$19,500Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $20k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property680 N Lake Shore Drive P-610Chicago, IL · Land, Special Purpose$50,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $50k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5320 N Sheridan Road D37Chicago, IL · Land, Special Purpose$24,900Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $25k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property401 N Wabash Avenue P512Chicago, IL · Land, Special Purpose$50,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $50k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property801 S Plymouth Court 223-222Chicago, IL · Land, Special Purpose$60,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $60k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property111 E Chestnut Street 2A-34Chicago, IL · Land, Special Purpose$40,425Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $40k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property10752 S Albany AvenueChicago, IL · Land, Special Purpose$110,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $110k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1600 S Indiana Avenue P-100Chicago, IL · Land, Special Purpose$25,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $25k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property303 W Ohio Street P88Chicago, IL · Land, Special Purpose$15,500Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $16k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2224 W Taylor StreetChicago, IL · Land, Multifamily, Office, Special Purpose, Retail$230,000Last seen Sep 30, 2026Land, Multifamily, Office, Special Purpose, Retail
- Ask
- $230k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7146 S University AvenueChicago, IL · Land, Special Purpose, Multifamily$80,000Last seen Sep 30, 2026Land, Special Purpose, Multifamily
- Ask
- $80k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1400 S Michigan Avenue P-512Chicago, IL · Land, Special Purpose$25,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $25k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8 W Monroe Street P-94Chicago, IL · Land, Special Purpose$28,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $28k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property401 N Wabash Avenue P366Chicago, IL · Land, Special Purpose$50,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $50k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8 W Monroe Street P-103Chicago, IL · Land, Special Purpose$28,000Last seen Sep 30, 2026Land, Special Purpose
- Ask
- $28k
- Cash flow
- Not disclosed
- CoC · our model
- —
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