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 2,257–2,280 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.
- BizBuySellHolistic Supplement Store in SW Cook CountyCook County, IL · Other$230,000CoC 71.3% on our modelLast seen Oct 19, 2026Business
- Ask
- $230k
- Cash flow
- $72k
- CoC · our model
- 71.3%
- BizBuySellEstablished Women Owned Food Wholesaler | $1.4M RevenueCook County, IL · Wholesale / Logistics$500,000CoC 53.8% on our modelLast seen Oct 19, 2026Wholesale / Logistics
- Ask
- $500k
- Cash flow
- $131k
- CoC · our model
- 53.8%
- BizBuySellE-Commerce Fulfillment - Customization Business - SBA Pre-qualifiedCook County, IL · Online / Digital$950,000CoC 53.0% on our modelLast seen Oct 19, 2026Online / Digital
- Ask
- $950k
- Cash flow
- $246k
- CoC · our model
- 53.0%
- BizBuySellProfitable Self-Serve Frozen Yogurt Café – Established LocationCook County, IL · Restaurant / Food$699,900CoC 93.0% on our modelLast seen Oct 19, 2026Restaurant / Food
- Ask
- $700k
- Cash flow
- $265k
- CoC · our model
- 93.0%
- BizBuySellHigh-Volume Long-Established Family-Owned Deli & Caterer w/Property!Cook County, IL · Restaurant / Food$1,000,000CoC 32.5% on our modelLast seen Oct 19, 2026Restaurant / Food
- Ask
- $1.0M
- Cash flow
- $197k
- CoC · our model
- 32.5%
- BizBuySellEstablished, Profitable, Independent Insurance Agency for SaleCook County, IL · Healthcare / Medical$1,150,000CoC 75.1% on our modelLast seen Oct 19, 2026Healthcare / Medical
- Ask
- $1.1M
- Cash flow
- $374k
- CoC · our model
- 75.1%
- BizBuySellUnion Commercial Electrical Construction Company 49 years strongCook County, IL · Home Services$1,500,000CoC 56.6% on our modelLast seen Oct 19, 2026Home Services
- Ask
- $1.5M
- Cash flow
- $404k
- CoC · our model
- 56.6%
- BizBuySellMulti-Location BBQ Restaurant Group with RE & Gaming RevenueCook County, IL · Restaurant / Food$7,000,000CoC 24.5% on our modelLast seen Oct 19, 2026Restaurant / Food
- Ask
- $7.0M
- Cash flow
- $1.2M
- CoC · our model
- 24.5%
- BizBuySellHighly Profitable Smoke & Vape Retailer | $263K SDECook County, IL · Gas Station / C-Store$800,000CoC 76.5% on our modelLast seen Oct 19, 2026Gas Station / C-Store
- Ask
- $800k
- Cash flow
- $263k
- CoC · our model
- 76.5%
- BizBuySell20+ Year Painting & Remodeling Company | $140k+ SDECook County, IL · Home Services$400,000CoC 86.4% on our modelLast seen Oct 19, 2026Home Services
- Ask
- $400k
- Cash flow
- $144k
- CoC · our model
- 86.4%
- BizBuySellTurnkey Healthy Café – Absentee Owned – Strong Owner-Operator UpsideCook County, IL · Restaurant / Food$189,000CoC 93.7% on our modelLast seen Oct 19, 2026Restaurant / Food
- Ask
- $189k
- Cash flow
- $72k
- CoC · our model
- 93.7%
- BizBuySellHighly Profitable Bin Store in SW Chicago SuburbsCook County, IL · Retail$599,999CoC 79.3% on our modelLast seen Oct 19, 2026Retail
- Ask
- $600k
- Cash flow
- $203k
- CoC · our model
- 79.3%
- BizBuySellIncredibly Profitable Custom Framing BusinessCook County, IL · Retail$199,999CoC 86.9% on our modelLast seen Oct 19, 2026Retail
- Ask
- $200k
- Cash flow
- $72k
- CoC · our model
- 86.9%
- BizBuySellFully EquippedMount Prospect, IL$125,000CoC 20.1% on our modelLast seen Oct 19, 2026Business
- Ask
- $125k
- Cash flow
- $20k
- CoC · our model
- 20.1%
- BizBuySellSuccessful Restaurant, Food Truck and Catering BusinessCook County, IL$675,000CoC 55.7% on our modelLast seen Oct 19, 2026Business
- Ask
- $675k
- Cash flow
- $180k
- CoC · our model
- 55.7%
- BizBuySellTurnkey Independent Agency | Medicare FocusedCook County, IL · Healthcare / Medical$350,000CoC 57.1% on our modelLast seen Oct 19, 2026Healthcare / Medical
- Ask
- $350k
- Cash flow
- $95k
- CoC · our model
- 57.1%
- BizBuySell35+ Year Established HVAC Company Serving ChicagolandCook County, IL$450,000CoC 58.1% on our modelLast seen Oct 19, 2026Business
- Ask
- $450k
- Cash flow
- $123k
- CoC · our model
- 58.1%
- BizBuySellLiquor Store with Video Gaming – $1M+ Revenue, High Profit, TurnkeyCook County, IL$650,000CoC 69.3% on our modelLast seen Oct 19, 2026Business
- Ask
- $650k
- Cash flow
- $200k
- CoC · our model
- 69.3%
- BizBuySellProfitable Transportation Company | Fleet Included ..Open to offersCook County, IL · Other$5,000,000CoC 46.8% on our modelLast seen Oct 19, 2026Business
- Ask
- $5.0M
- Cash flow
- $1.2M
- CoC · our model
- 46.8%
- BizBuySellSteel Fabrication Erecting biz. $4,182,982 Profit. 4X this with SellerCook County, IL · Manufacturing$13,500,000CoC 70.0% on our modelLast seen Oct 19, 2026Manufacturing
- Ask
- $14M
- Cash flow
- $4.2M
- CoC · our model
- 70.0%
- BizBuySellLong Standing & Profitable Manufacturer of Fishing EquipmentCook County, IL · Manufacturing$899,000CoC 42.9% on our modelLast seen Oct 19, 2026Manufacturing
- Ask
- $899k
- Cash flow
- $205k
- CoC · our model
- 42.9%
- BizBuySellProfitable Sign Business with B2B Customer BaseCook County, IL · Home Services$295,000CoC 69.9% on our modelLast seen Oct 19, 2026Home Services
- Ask
- $295k
- Cash flow
- $91k
- CoC · our model
- 69.9%
- BizBuySellWedding Event Production company with DJ's, Lighting & Photo booth.Schaumburg, IL · Home Services$795,000CoC 71.0% on our modelLast seen Oct 19, 2026Home Services
- Ask
- $795k
- Cash flow
- $249k
- CoC · our model
- 71.0%
- BizBuySellOpportunity to purchase a very profitable asphalt maintenance co.Cook County, IL · Home Services$12,500,000CoC 21.4% on our modelLast seen Oct 19, 2026Home Services
- Ask
- $13M
- Cash flow
- $2.0M
- CoC · our model
- 21.4%
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