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 2,041–2,064 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 property224 N Lockwood AvenueChicago, IL · Multifamily$390,000Last seen Sep 9, 2026Multifamily
- Ask
- $390k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4303 N Sawyer AvenueChicago, IL · Multifamily$1,100,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.1M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property7641 S Phillips AvenueChicago, IL · Multifamily$600,000Last seen Sep 9, 2026Multifamily
- Ask
- $600k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5318 S Kenneth AvenueChicago, IL · Multifamily$715,000Last seen Sep 9, 2026Multifamily
- Ask
- $715k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5935 S Carpenter StreetChicago, IL · Multifamily$10,000Last seen Sep 9, 2026Multifamily
- Ask
- $10k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6419 S Maplewood AvenueChicago, IL · Multifamily$399,000Last seen Sep 9, 2026Multifamily
- Ask
- $399k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3000 N Mason AvenueChicago, IL · Multifamily$675,000Last seen Sep 9, 2026Multifamily
- Ask
- $675k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4442 N Sacramento AvenueChicago, IL · Multifamily$749,000Last seen Sep 9, 2026Multifamily
- Ask
- $749k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property8623 S Manistee AvenueChicago, IL · Multifamily$79,500Last seen Sep 9, 2026Multifamily
- Ask
- $80k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1742 W School StreetChicago, IL · Multifamily$1,250,000Last seen Sep 9, 2026Multifamily
- Ask
- $1.3M
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property5357 W Waveland AvenueChicago, IL · Multifamily$575,000Last seen Sep 9, 2026Multifamily
- Ask
- $575k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4935 W Henderson StreetChicago, IL · Multifamily$537,000Last seen Sep 9, 2026Multifamily
- Ask
- $537k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property2469 W Pensacola AvenueChicago, IL · Multifamily$800,000Last seen Sep 9, 2026Multifamily
- Ask
- $800k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1512 S Sawyer AvenueChicago, IL · Multifamily$275,000Last seen Sep 9, 2026Multifamily
- Ask
- $275k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property11849 S Wentworth AvenueChicago, IL · Multifamily$200,000Last seen Sep 9, 2026Multifamily
- Ask
- $200k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4921 W Maypole AvenueChicago, IL · Multifamily$250,000Last seen Sep 9, 2026Multifamily
- Ask
- $250k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4014 W 21st StreetChicago, IL · Multifamily$275,000Last seen Sep 9, 2026Multifamily
- Ask
- $275k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property3128 W Warren BoulevardChicago, IL · Multifamily$749,500Last seen Sep 9, 2026Multifamily
- Ask
- $750k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property6951 S Artesian AvenueChicago, IL · Multifamily$489,999Last seen Sep 9, 2026Multifamily
- Ask
- $490k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1946 W Armitage AvenueChicago, IL · Multifamily$899,000Last seen Sep 9, 2026Multifamily
- Ask
- $899k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property929 N Fairfield AvenueChicago, IL · Multifamily$950,000Last seen Sep 9, 2026Multifamily
- Ask
- $950k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property1224 W 64th StreetChicago, IL · Multifamily$499,900Last seen Sep 9, 2026Multifamily
- Ask
- $500k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property4520 W Jackson BoulevardChicago, IL · Multifamily$585,000Last seen Sep 9, 2026Multifamily
- Ask
- $585k
- Cash flow
- Not disclosed
- CoC · our model
- —
- CrexiCommercial property319 E 119th StreetChicago, IL · Multifamily$170,000Last seen Sep 9, 2026Multifamily
- Ask
- $170k
- Cash flow
- Not disclosed
- CoC · our model
- —
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