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 1,921–1,944 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 property631 W 62nd StreetChicago, IL · Multifamily$415,000Last seen Sep 30, 2026Multifamily
- Ask
- $415k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5320 S Laflin StreetChicago, IL · Multifamily$399,900Last seen Sep 30, 2026Multifamily
- Ask
- $400k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyAugusta / LavergneChicago, IL · Multifamily$1,732,000Last seen Sep 30, 2026Multifamily
- Ask
- $1.7M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5610 S Throop StreetChicago, IL · Multifamily$89,000Last seen Sep 30, 2026Multifamily
- Ask
- $89k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5028 W Lawrence AvenueChicago, IL · Multifamily$547,000Last seen Sep 30, 2026Multifamily
- Ask
- $547k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5644 S Prairie - 4-Unit Apartment BuildingChicago, IL · Multifamily$990,000Last seen Sep 30, 2026Multifamily
- Ask
- $990k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6312 S Champlain AvenueChicago, IL · Multifamily$899,000Last seen Sep 30, 2026Multifamily
- Ask
- $899k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5849 S Michigan AvenueChicago, IL · Multifamily$749,000Last seen Sep 30, 2026Multifamily
- Ask
- $749k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4824 W Addison StChicago, IL · Multifamily$5,000,000Last seen Sep 30, 2026Multifamily
- Ask
- $5.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5633 S Peoria StreetChicago, IL · Multifamily$342,000Last seen Sep 30, 2026Multifamily
- Ask
- $342k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7951 S Muskegon AvenueChicago, IL · Multifamily$599,000Last seen Sep 30, 2026Multifamily
- Ask
- $599k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3701 W Chicago StreetChicago, IL · Retail, Business for Sale$199,900Last seen Sep 30, 2026Retail, Business for Sale
- Ask
- $200k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5114 & 5110 WChicago, IL · Retail$475,000Last seen Sep 30, 2026Retail
- Ask
- $475k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property10050 S Ewing AvenueChicago, IL · Retail$200,000Last seen Sep 30, 2026Retail
- Ask
- $200k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1744 W DIVISION ST RETAIL CONDO CHICAGO IL 60622-8816Chicago, IL · Retail$825,000Last seen Sep 30, 2026Retail
- Ask
- $825k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2640 E 75th Street, Chicago, IL, 60649Chicago, IL · Retail$449,000Last seen Sep 30, 2026Retail
- Ask
- $449k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyDUPLICATEChicago, IL · Retail$825,000Last seen Sep 30, 2026Retail
- Ask
- $825k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyBAKERY STOREFRONT---make an offerChicago, IL · Retail$325,000Last seen Sep 30, 2026Retail
- Ask
- $325k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property9200 S Commercial AveChicago, IL · Retail$2,000,000Last seen Sep 30, 2026Retail
- Ask
- $2.0M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3115 N Lincoln AvenueChicago, IL · Retail$950,000Last seen Sep 30, 2026Retail
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial propertyMedical District Retail Condo – 1,400 SF, Sale or LeaseChicago, IL · Retail$149,000Last seen Sep 30, 2026Retail
- Ask
- $149k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1753-1759 W 79th Street, Chicago, IL, 60620Chicago, IL · Retail$459,000Last seen Sep 30, 2026Retail
- Ask
- $459k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6309 W Grand AvenueChicago, IL · Retail$325,000Last seen Sep 30, 2026Retail
- Ask
- $325k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3632-3652 N. Cicero AveChicago, IL · Retail$199,000Last seen Sep 30, 2026Retail
- Ask
- $199k
- 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.