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 1,273–1,296 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 property611 E 50th PlaceChicago, IL · Multifamily$710,000Last seen Sep 30, 2026Multifamily
- Ask
- $710k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property9019 S Bishop StChicago, IL · Multifamily$490,000Last seen Sep 30, 2026Multifamily
- Ask
- $490k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyTurnkey 4-unit in North LawndaleChicago, IL · Multifamily$620,000Last seen Sep 30, 2026Multifamily
- Ask
- $620k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8039 S Marquette AvenueChicago, IL · Multifamily$375,000Last seen Sep 30, 2026Multifamily
- Ask
- $375k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property935 W WEBSTER AVE CHICAGO IL 60614-3626Chicago, IL · Retail, Multifamily, Mixed Use$10,863,000Last seen Sep 30, 2026Retail, Multifamily, Mixed Use
- Ask
- $11M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property930 W 35TH ST CHICAGO IL 60609Chicago, IL · Multifamily$1,375,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2433 W Lithuanian Plaza CourtChicago, IL · Multifamily, Retail$699,000Last seen Sep 30, 2026Multifamily, Retail
- Ask
- $699k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4535 W Addison Street, Chicago, IL, 60641Chicago, IL · Multifamily, Office, Special Purpose, Industrial$859,000Last seen Sep 30, 2026Multifamily, Office, Special Purpose, Industrial
- Ask
- $859k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4742-46 S Michigan Ave , Chicago, IL 60615Chicago, IL · Multifamily$8,495,000Last seen Sep 30, 2026Multifamily
- Ask
- $8.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4157 W Armitage AvenueChicago, IL · Land, Multifamily, Retail$825,000Last seen Sep 30, 2026Land, Multifamily, Retail
- Ask
- $825k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7801 S South Shore DriveChicago, IL · Multifamily$2,895,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7314 S Crandon | Updated 2-Unit + Duplex DownChicago, IL · Multifamily$510,000Last seen Sep 30, 2026Multifamily
- Ask
- $510k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2423 W Moffat StreetChicago, IL · Multifamily$999,000Last seen Sep 30, 2026Multifamily
- Ask
- $999k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1435 S Trumbull AvenueChicago, IL · Multifamily$599,998Last seen Sep 30, 2026Multifamily
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7109 S Bennett AveChicago, IL · Multifamily$6,400,000Last seen Sep 30, 2026Multifamily
- Ask
- $6.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyEscanaba ApartmentsChicago, IL · Multifamily$770,000Last seen Sep 30, 2026Multifamily
- Ask
- $770k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2050 W Grand AvenueChicago, IL · Multifamily$780,000Last seen Sep 30, 2026Multifamily
- Ask
- $780k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1527 E 66th PlaceChicago, IL · Multifamily$885,000Last seen Sep 30, 2026Multifamily
- Ask
- $885k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1808 W Armitage StreetChicago, IL · Multifamily$1,450,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3262 N Elston AvenueChicago, IL · Multifamily$1,138,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8201 S. Vernon AvenueChicago, IL · Multifamily$1,200,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6537 S Rhodes AvenueChicago, IL · Multifamily$619,000Last seen Sep 30, 2026Multifamily
- Ask
- $619k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6825 S Perry AveChicago, IL · Multifamily$2,500,000Last seen Sep 30, 2026Multifamily
- Ask
- $2.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8245 S Burley AvenueChicago, IL · Multifamily$319,900Last seen Sep 30, 2026Multifamily
- Ask
- $320k
- Cash flow
- Not disclosed
- CoC · our model
- —
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