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 337–360 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 property3914 N Milwaukee AvenueChicago, IL · Mixed Use$2,499,000Last seen Sep 30, 2026Mixed Use
- Ask
- $2.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3421 W Armitage AvenueChicago, IL · Mixed Use$1,650,000Last seen Sep 30, 2026Mixed Use
- Ask
- $1.6M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3159 N California AvenueChicago, IL · Mixed Use$4,950,000Last seen Sep 30, 2026Mixed Use
- Ask
- $5.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2733 N Pulaski RoadChicago, IL · Mixed Use$2,750,000Last seen Sep 30, 2026Mixed Use
- Ask
- $2.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5410 W Division StreetChicago, IL · Mixed Use$269,999Last seen Sep 30, 2026Mixed Use
- Ask
- $270k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2217 N Clybourn AvenueChicago, IL · Multifamily, Mixed Use$4,500,000Last seen Sep 30, 2026Multifamily, Mixed Use
- Ask
- $4.5M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5259 W Montrose AvenueChicago, IL · Mixed Use, Retail$937,000Last seen Sep 30, 2026Mixed Use, Retail
- Ask
- $937k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3000 W Diversey AvenueChicago, IL · Mixed Use$750,000Last seen Sep 30, 2026Mixed Use
- Ask
- $750k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2724 W 51st StreetChicago, IL · Mixed Use$580,000Last seen Sep 30, 2026Mixed Use
- Ask
- $580k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2816 W Chicago Avenue 1Chicago, IL · Mixed Use$399,000Last seen Sep 30, 2026Mixed Use
- Ask
- $399k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property751 S California AvenueChicago, IL · Mixed Use$949,900Last seen Sep 30, 2026Mixed Use
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2309 West Devon AvenueChicago, IL · Retail, Mixed Use$1,950,000Last seen Sep 30, 2026Retail, Mixed Use
- Ask
- $1.9M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property163 W Division StreetChicago, IL · Mixed Use$3,275,000Last seen Sep 30, 2026Mixed Use
- Ask
- $3.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property58 E Chicago AvenueChicago, IL · Mixed Use$18,747,747Last seen Sep 30, 2026Mixed Use
- Ask
- $19M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6045 N Francisco AvenueChicago, IL · Mixed Use$2,795,000Last seen Sep 30, 2026Mixed Use
- Ask
- $2.8M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3542 N Halsted StreetChicago, IL · Mixed Use$2,250,000Last seen Sep 30, 2026Mixed Use
- Ask
- $2.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5481 N Northwest HighwayChicago, IL · Mixed Use$1,099,000Last seen Sep 30, 2026Mixed Use
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5154 W Wolfram Street, Chicago, IL, 60641Chicago, IL · Mixed Use$699,000Last seen Sep 30, 2026Mixed Use
- Ask
- $699k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4231 W Madison StreetChicago, IL · Mixed Use$499,900Last seen Sep 30, 2026Mixed Use
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyFive Land Lots For DevelopmentChicago, IL · Land, Mixed Use, Retail$175,000Last seen Sep 30, 2026Land, Mixed Use, Retail
- Ask
- $175k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2140 W Cermak RoadChicago, IL · Mixed Use$900,000Last seen Sep 30, 2026Mixed Use
- Ask
- $900k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6518-6542 S Western AveChicago, IL · Land, Mixed Use, Retail$834,960Last seen Sep 30, 2026Land, Mixed Use, Retail
- Ask
- $835k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4119 W Adams StChicago, IL · Mixed Use$250,000Last seen Sep 30, 2026Mixed Use
- Ask
- $250k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3612 W Roosevelt RoadChicago, IL · Mixed Use$799,000Last seen Sep 30, 2026Mixed Use
- Ask
- $799k
- Cash flow
- Not disclosed
- CoC · our model
- —
Keep deals in one Desk
Save listings, run buy-box (CoC + DSCR), track NDAs, and sync Gmail. Desk is $20/month, no success fees.
- Unlimited pipeline & buckets
- To-do + NDA helpers
- Gmail sync & draft
- CoC + DSCR buy-box tools
- No success fees
Free to browse. A free account saves listings; Desk adds the deal tools.
Renews automatically at $20/month until you cancel. Cancel anytime online in Settings > Billing.