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 889–912 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 property1832 W Belmont AvenueChicago, IL · Multifamily, Retail$300,000Last seen Sep 30, 2026Multifamily, Retail
- Ask
- $300k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2127 N Damen Avenue CommercialChicago, IL · Multifamily, Office$450,000Last seen Sep 30, 2026Multifamily, Office
- Ask
- $450k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2456 W Lithuanian Plaza CourtChicago, IL · Multifamily$587,500Last seen Sep 30, 2026Multifamily
- Ask
- $588k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8111 S langley AvenueChicago, IL · Multifamily$349,900Last seen Sep 30, 2026Multifamily
- Ask
- $350k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7321 S Stewart AvenueChicago, IL · Multifamily$269,900Last seen Sep 30, 2026Multifamily
- Ask
- $270k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3823 W Lexington StreetChicago, IL · Multifamily$385,000Last seen Sep 30, 2026Multifamily
- Ask
- $385k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property535 N Lawndale AvenueChicago, IL · Multifamily$719,000Last seen Sep 30, 2026Multifamily
- Ask
- $719k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3933 N Ravenswood AvenueChicago, IL · Multifamily$789,000Last seen Sep 30, 2026Multifamily
- Ask
- $789k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7700 S Normal AvenueChicago, IL · Multifamily$315,000Last seen Sep 30, 2026Multifamily
- Ask
- $315k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3219 N Elston AvenueChicago, IL · Multifamily$2,200,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1907 N Keystone AvenueChicago, IL · Multifamily$489,000Last seen Sep 30, 2026Multifamily
- Ask
- $489k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2832 N Mozart StChicago, IL · Multifamily$1,295,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property555 W 111th StreetChicago, IL · Multifamily$360,000Last seen Sep 30, 2026Multifamily
- Ask
- $360k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property918 W. WinonaChicago, IL · Multifamily$14,200,000Last seen Sep 30, 2026Multifamily
- Ask
- $14M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1841 W Superior StreetChicago, IL · Multifamily$969,900Last seen Sep 30, 2026Multifamily
- Ask
- $970k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6515 S Marshfield AvenueChicago, IL · Multifamily$325,900Last seen Sep 30, 2026Multifamily
- Ask
- $326k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7030 W Wrightwood AvenueChicago, IL · Multifamily$590,000Last seen Sep 30, 2026Multifamily
- Ask
- $590k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2417 S Saint Louis AvenueChicago, IL · Multifamily$545,000Last seen Sep 30, 2026Multifamily
- Ask
- $545k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8923 S Cottage Grove AvenueChicago, IL · Multifamily$699,900Last seen Sep 30, 2026Multifamily
- Ask
- $700k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4217 S Indiana AvenueChicago, IL · Multifamily$1,199,999Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3816 W Montrose Ave , Chicago, IL 60618Chicago, IL · Mixed Use, Multifamily, Retail$875,000Last seen Sep 30, 2026Mixed Use, Multifamily, Retail
- Ask
- $875k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyArcher Medical Arts BuildingChicago, IL · Retail, Multifamily, Office$3,600,000Last seen Sep 30, 2026Retail, Multifamily, Office
- Ask
- $3.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1934 W Barry AvenueChicago, IL · Land, Multifamily$1,650,000Last seen Sep 30, 2026Land, Multifamily
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1455 N sedgwick StreetChicago, IL · Multifamily$4,600,000Last seen Sep 30, 2026Multifamily
- Ask
- $4.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
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