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 1,657–1,680 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 property10346 S KedzieChicago, IL · Retail$369,900Last seen Sep 30, 2026Retail
- Ask
- $370k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5400-5416 W. Devon AvenueChicago, IL · Mixed Use, Retail$2,950,000Last seen Sep 30, 2026Mixed Use, Retail
- Ask
- $3.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyBeverly PlazaChicago, IL · Retail$6,200,000Last seen Sep 30, 2026Retail
- Ask
- $6.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyStandalone Retail Store 423 E. 63rd St.Chicago, IL · Retail$600,000Last seen Sep 30, 2026Retail
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property633 S Plymouth Ct, Chicago, IL 60605Chicago, IL · Retail$800,000Last seen Sep 30, 2026Retail
- Ask
- $800k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyFor Sale: 8,174 SF Mixed-Use Building in Lincoln ParkChicago, IL · Mixed Use, Retail$2,100,000Last seen Sep 30, 2026Mixed Use, Retail
- Ask
- $2.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyChase Bank - Chicago, ILChicago, IL · Retail$3,882,000Last seen Sep 30, 2026Retail
- Ask
- $3.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6200 S Western AvenueChicago, IL · Retail$1,200,000Last seen Sep 30, 2026Retail
- Ask
- $1.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5224 North Northwest HighwayChicago, IL · Retail$2,290,598Last seen Sep 30, 2026Retail
- Ask
- $2.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyFifth Third BankChicago, IL · Retail$3,054,000Last seen Sep 30, 2026Retail
- Ask
- $3.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertySTNL Investment OpportunityChicago, IL · Retail$1,600,000Last seen Sep 30, 2026Retail
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyChipotleChicago, IL · Retail$1,851,930Last seen Sep 30, 2026Retail
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyNorth Austin 34 - Unit MultifamilyChicago, IL · Mixed Use, Multifamily, Retail$3,395,000Last seen Sep 30, 2026Mixed Use, Multifamily, Retail
- Ask
- $3.4M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2733 W Harrison StreetChicago, IL · Retail, Industrial, Special Purpose$3,500,000Last seen Sep 30, 2026Retail, Industrial, Special Purpose
- Ask
- $3.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyEnterprise Rent-A-CarChicago, IL · Retail$4,300,000Last seen Sep 30, 2026Retail
- Ask
- $4.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyIncome-Producing Historic Building Next to Tao | River NorthChicago, IL · Mixed Use, Multifamily, Retail$2,050,000Last seen Sep 30, 2026Mixed Use, Multifamily, Retail
- Ask
- $2.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyAdvance Auto PartsChicago, IL · Retail$2,254,755Last seen Sep 30, 2026Retail
- Ask
- $2.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyLeland PlazaChicago, IL · Retail$5,215,000Last seen Sep 30, 2026Retail
- Ask
- $5.2M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyHigh-Profile Retail Center in Chicago, 20+ Year OccupancyChicago, IL · Retail$67,850,000Last seen Sep 30, 2026Retail
- Ask
- $68M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyCheckers - 6705 South Halsted StreetChicago, IL · Retail$1,000,945Last seen Sep 30, 2026Retail
- Ask
- $1.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyGreater Chatham PortfolioChicago, IL · Multifamily, Retail$1,000,000Last seen Sep 30, 2026Multifamily, Retail
- Ask
- $1.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyChicago Public LibraryChicago, IL · Retail$2,975,000Last seen Sep 30, 2026Retail
- Ask
- $3.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5-9 W Division StChicago, IL · Retail$5,990,009Last seen Sep 30, 2026Retail
- Ask
- $6.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyChicago High Density Redevelopment OpportunityChicago, IL · Retail, Mixed Use$150,000Last seen Sep 30, 2026Retail, Mixed Use
- Ask
- $150k
- Cash flow
- Not disclosed
- CoC · our model
- —
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