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 1,585–1,608 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 property2825 N Cicero AvenueChicago, IL · Retail, Mixed Use$3,250,000Last seen Sep 30, 2026Retail, Mixed Use
- Ask
- $3.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3530 N SOUTHPORT AVE # P-1 CHICAGO IL 60657-1672Chicago, IL · Retail$999,999Last seen Sep 30, 2026Retail
- Ask
- $1000k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3452 N Elston AvenueChicago, IL · Retail$749,900Last seen Sep 30, 2026Retail
- Ask
- $750k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyLittle Village Mixed-Use | Steps to Pink LineChicago, IL · Retail, Multifamily, Mixed Use$995,000Last seen Sep 30, 2026Retail, Multifamily, Mixed Use
- Ask
- $995k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyRetail Restaurant/Bar OpportunityChicago, IL · Retail$500,000Last seen Sep 30, 2026Retail
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1954 W Chicago AvenueChicago, IL · Retail$999,000Last seen Sep 30, 2026Retail
- Ask
- $999k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property548 N Sacramento BoulevardChicago, IL · Retail, Industrial$4,999,000Last seen Sep 30, 2026Retail, Industrial
- Ask
- $5.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1543 N Elston Ave , Chicago, IL 60642Chicago, IL · Retail$2,790,000Last seen Sep 30, 2026Retail
- Ask
- $2.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyBelmont Avenue StorefrontChicago, IL · Retail$300,000Last seen Sep 30, 2026Retail
- Ask
- $300k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5554 W Fullerton AveChicago, IL · Retail$1,100,000Last seen Sep 30, 2026Retail
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1449 W Irving ParkChicago, IL · Office, Retail$129,000Last seen Sep 30, 2026Office, Retail
- Ask
- $129k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8044 S Cottage Grove AveChicago, IL · Retail, Multifamily$275,000Last seen Sep 30, 2026Retail, Multifamily
- Ask
- $275k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4185 N Elston Ave, Chicago, IL 60618Chicago, IL · Retail$1,000,000Last seen Sep 30, 2026Retail
- Ask
- $1.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertySingle-Tenant Urban Outfitters - 1521 N MilwaukeeChicago, IL · Retail$4,275,000Last seen Sep 30, 2026Retail
- Ask
- $4.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyMcDonald'sChicago, IL · Retail$3,800,100Last seen Sep 30, 2026Retail
- Ask
- $3.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5307 W Devon AveChicago, IL · Office, Retail$419,000Last seen Sep 30, 2026Office, Retail
- Ask
- $419k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property953 W BelmontChicago, IL · Retail$7,125,000Last seen Sep 30, 2026Retail
- Ask
- $7.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1219 W. LakeChicago, IL · Retail, Office$6,000,000Last seen Sep 30, 2026Retail, Office
- Ask
- $6.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyFully Build-Out Restaurant In A Prime ChicagoChicago, IL · Retail$3,100,000Last seen Sep 30, 2026Retail
- Ask
- $3.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1733 W 87th StreetChicago, IL · Retail, Business for Sale$190,000Last seen Sep 30, 2026Retail, Business for Sale
- Ask
- $190k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyUnited Rentals - Chicago ILChicago, IL · Retail, Industrial$4,233,000Last seen Sep 30, 2026Retail, Industrial
- Ask
- $4.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4934-36 W Jackson BoulevardChicago, IL · Multifamily, Retail$975,000Last seen Sep 30, 2026Multifamily, Retail
- Ask
- $975k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyWEST LOOP REDEVELOPMENT OPPORTUNITYChicago, IL · Office, Retail$11,250,000Last seen Sep 30, 2026Office, Retail
- Ask
- $11M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertySavers | Chicago, ILChicago, IL · Retail$5,800,000Last seen Sep 30, 2026Retail
- Ask
- $5.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
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