Businesses for Sale in Chicago, IL
Browse 260 businesses currently for sale in the Chicago, IL metro area with an average asking price of $1.4M. Find acquisition opportunities across every industry in the metro.
Median figures are computed over the 182 listings currently browsable on this page. Averages and counts cover all 260 active listings tracked in the last 90 days.
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Get started freeBusinesses for Sale in Chicago, IL
Showing 1–24 of 183
Healthcare Practice for Sale in Chicago, IL
This home-based practice provides individualized behavioral therapy and related support services through a multi-clinician team. An existing client base, additional family inquiries, and an established clinical platform provide a foundation for continued growth.
Insurance Brokerage for Sale in Chicago, IL
The brokerage provides employee benefits and insurance services to business clients through long-term advisory relationships. Renewal commissions and client retention form the core of its recurring-revenue model.
Pet Care Services for Sale in Chicago, IL
The business offers several pet care services, including walking, sitting, transportation, and waste removal. A loyal client base and multiple service lines create opportunities for repeat business and diversified revenue.
Vending Machine Business for Sale in Chicago, IL
This automated retail operation uses vending units to sell prepared foods, snacks, and drinks. The existing equipment and inventory provide a base from which a buyer can operate and potentially expand through additional locations.
High-volume Profitable Cookie Shop for Sale in Chicago, IL
This dessert retail business is described as a high-volume operation with strong sales and reported cash flow. Its established franchise model may appeal to a buyer seeking an operating food retail business in the Chicago metropolitan region.
Home Care Agency for Sale in Chicago, IL
The business provides personal care, companionship, and household assistance, complemented by specialized support programs. Its lean operating model and broad service offering position it to serve families across multiple care needs.
Hvac Company for Sale in Chicago, IL
The company serves residential and commercial customers with HVAC installation and problem-solving services. A strong reputation and referral relationships generate ongoing demand without reliance on paid advertising.
Electrical Contractor for Sale in Chicago, IL
This residential electrical service business handles repairs, evaluations, maintenance, and upgrades to household systems. Its range of services addresses ongoing safety and reliability needs, offering a buyer a service model with potential for repeat customer relationships.
Restaurant And Catering for Sale in Chicago, IL
This food-service business brings together a restaurant, mobile food service, and catering to serve a broad range of dining and event needs. Its multiple sales channels and reported cash flow may offer a buyer several avenues for maintaining and developing the business.
Recurring Scalable Lawn Care Company for Sale in Chicago, IL
This seasonal lawn care business is built around scheduled treatments that encourage repeat customer engagement and predictable service demand. Centralized scheduling and payment support may help keep administration manageable while leaving room to expand service offerings in Illinois.
Fast Casual Restaurant for Sale in Chicago, IL
The restaurant combines a drive-through with indoor dining and established kitchen preparation processes. Its long operating history and existing service infrastructure may appeal to a buyer seeking an established food-service business in the Chicago metropolitan area.
Cabinet Manufacturer for Sale in Chicago, IL
The business sells, assembles, and distributes cabinetry through a showroom serving consumer and commercial customers. Reported sales, cash flow, and seller financing availability may offer a buyer an established platform with multiple customer channels.
Sign Manufacturing Company for Sale in Chicago, IL
The business manufactures signs and has an established presence in its market. Reported cash flow and a long-running owner-operated business model may appeal to a buyer seeking a small manufacturing operation.
Truck Parts Distributor for Sale in Chicago, IL
The business supplies truck and trailer parts to transportation and emergency-service customers. Its established customer relationships and reported cash flow may appeal to a buyer seeking a specialized distribution operation.
Food Wholesale Distributor for Sale in Chicago, IL
The business supplies food products to a longstanding customer base and reports substantial annual sales and cash flow. Its established client relationships and wholesale model may appeal to a buyer seeking a business with repeat commercial demand.
Roofing Contractor for Sale in Chicago, IL
The contractor serves residential and commercial customers with roofing and related exterior restoration work, including insurance-driven projects. Reported revenue, project-level margins, and near-term business visibility may appeal to a buyer seeking a growth-oriented construction platform.
Floor Coating Company for Sale in Chicago, IL
The business installs floor coatings for residential, commercial, and industrial customers and operates from a home-based, relocatable model. Reported cash flow and demand across several customer segments may appeal to a buyer seeking a flexible service business.
Auto Repair Shop for Sale in Chicago, IL
The business provides automotive services through a franchise operation with an established reputation and customer base. Reported cash flow and a high-visibility setting may appeal to a buyer seeking an operating auto-service business.
Freight And Logistics Company for Sale in Chicago, IL
The business combines asset-based freight transportation with cross-dock and warehouse operations. Reported revenue and cash flow across complementary logistics services may appeal to a buyer seeking a scaled transportation platform.
Exterior Maintenance Company for Sale in Chicago, IL
The business provides deck and patio cleaning, staining, and sealing services, using subcontractors to support delivery. Its established customer demand and reported cash flow may appeal to a buyer seeking a service operation with a subcontractor-based model.
Accounting Firm for Sale in Chicago, IL
The practice provides tax, accounting, and payroll services, supported by staff and a diversified client offering. Its reported revenue and cash flow may appeal to a buyer seeking an established professional-services operation.
Trucking And Logistics Company for Sale in Chicago, IL
The business provides trucking and logistics services to a diverse base of corporate customers across the Midwest. Its established client relationships and reported cash flow may appeal to a buyer seeking a regional transportation operation.
Home Improvement Company for Sale in Chicago, IL
This home improvement business designs customized storage solutions and uses outside crews for installation. A home-based model and direct sourcing help limit overhead, while visual design tools support the customer consultation process.
Property Restoration Company for Sale in Chicago, IL
This needs-based restoration company serves residential and commercial customers with fire, water, storm, mold, and remediation services. Its scalable model, strong margins, and recession-resistant demand create appeal for an owner focused on financial oversight and market development in the Chicago metropolitan area.
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Frequently Asked Questions
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Buying a Business in Chicago, IL
The Chicago, IL metro area supports a steady flow of small-business acquisitions across service, retail, and industrial sectors. Buying close to home has real advantages: you can meet sellers face to face, judge locations and crews yourself, and keep the local customer relationships that make these businesses durable after a transition.
Listings here are shown at the metro level to protect seller confidentiality — the exact city, full description, and broker contact unlock with a free account. Most businesses in this size range qualify for SBA 7(a) financing with 10–15% down, so compare each deal's cash flow against its projected debt service, not just the asking price. Start with these guides:
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