Businesses for Sale in Chicago, IL

This well-positioned CPA firm in the Chicago metro area serves a book of business heavily weighted toward business owners and high-net-worth individuals, producing cash flow above 60% of gross revenue. Revenue is diversified across high-end tax work, accounting and bookkeeping, and payroll and consulting engagements. The seller's willingness to support a long-term transition reduces key-person risk and supports client retention through an ownership change.

This accounting, tax preparation, and bookkeeping practice in the western suburbs of Chicago generates strong annual revenue relative to its asking price, reflecting a buyer-friendly acquisition multiple. Professional services firms with recurring client relationships and predictable seasonal demand provide stable earnings for incoming owners. The business is well-positioned for an accounting professional seeking an established book of business or a firm looking to expand in the Chicago metro market.

This Illinois-based NEMT company operates five days per week, transporting a diverse client base including Medicaid recipients, veterans, dialysis patients, and rehabilitation clients across the Chicago metro area and surrounding regions. The company is credentialed with all Illinois Medicaid managed care organizations and has established relationships serving federal transportation programs. It generates $285,000 in annual cash flow on a $900,000 asking price, with structural demand tailwinds driven by an aging population and expanding Medicaid coverage.

This nationwide first-and-final-mile logistics company operates a non-asset model with a fleet of 70 commercial trucks — 90% fully owned — and an established customer base that provides consistent cash flow across multiple U.S. markets. All existing company loans are structured to be satisfied at closing, delivering a clean balance sheet to the incoming owner. At a $1.189 million SDE on a $7 million asking price, the business offers an acquirer a scaled logistics platform with proven operational infrastructure and low capital expenditure requirements relative to asset-heavy transportation peers.

This non-medical home care agency in northwest Indiana has operated since 2018, serving seniors and adults with disabilities through attendant care, homemaking, companionship, transportation, and chore services for both Medicaid-funded and private-pay clients. The business generated over $1.3 million in SDE in its strongest recent year, reflecting strong regional demand for in-home support services in an aging population. The seller is open to seller financing with a qualified buyer, reducing the capital barrier to entry for an owner-operator seeking a foothold in the essential services sector.

This year-round preschool and daycare in the Chicago metro area offers programs for infants through junior kindergarten age, with a play-based curriculum and dedicated teaching staff focused on early literacy, math, science, and social-emotional development. The pristine facility is ready for immediate operation and represents an ideal bolt-on acquisition for an existing childcare operator looking to add capacity in the market. SDE of approximately $143,000 on a $300,000 asking price reflects a stable and cash-generative operation in a sector with consistent demand.

This established dog training business in the Chicago metro area operates with proven training methods and a loyal client base seeking behavior modification and obedience programs. The facility generates consistent cash flow relative to its modest asking price, offering an accessible entry point for a dog trainer, pet industry operator, or enthusiast buyer. The business's track record and proven curriculum provide a replicable foundation that supports continued enrollment growth.

This upscale kitchen and bath remodeling contractor in the western Chicago suburbs has operated for multiple decades, specializing in complete design, demolition, and rebuild of kitchens and bathrooms with comprehensive services including cabinetry, countertops, flooring, plumbing, and lighting. The business has built a loyal repeat client base in an affluent suburban market and generates over $400K in annual SDE. At $1.1M on a sub-3x multiple, this is an attractive acquisition for a contractor or home services platform with the operational capacity to sustain and grow the business.

This Chicago-area yacht charter business transfers as a bundled acquisition including a luxury motor yacht, a commercial marina slip, and a non-replicable charter permit that the city no longer issues to new applicants. The established marketplace presence, customer database, and six years of operational history provide immediate revenue continuity for a buyer. The permit and slip combination creates a structural competitive moat that makes this opportunity impossible to recreate through new market entry.

This Chicago-area mental health practice has grown consistently since founding, reaching over $845,000 in 2025 revenue with strong profit margins and an established patient base supported by a comprehensive insurance panel including Medicare and Medicaid. High employee retention and a committed clinical team reduce transition risk and support continuity of care for existing patients. The practice's demonstrated growth trajectory and broad payer mix position it well for continued expansion under new ownership.

This vending machine route business in the greater Chicago area operates a fleet of modern, touchscreen-enabled machines stocked with health-oriented snack and beverage options, generating strong net income relative to the asking price. Machines are strategically placed in high-foot-traffic locations and can be monitored remotely, enabling flexible and low-time-commitment ownership. The business is scalable through additional machine placements as consumer preferences continue shifting toward healthier convenience options.

This metal roofing contractor and sheet metal distributor in the greater Chicago area combines contracting services with distribution capabilities, generating substantial discretionary earnings from a well-established position in the regional construction supply chain. The dual business model — providing both installation services and material distribution — creates multiple revenue streams and differentiated market positioning. Strong cash flow and a high-volume operation make this a compelling acquisition for a construction or distribution-focused buyer.

This well-established remodeling business has served the greater Chicago metro area for over two decades, providing comprehensive residential and commercial renovation services across both interior and exterior segments. With approximately $760K in annual cash flow on a $1.6M asking price, the business offers a strong earnings multiple with a proven operational history. The company's longstanding market presence and reputation for quality workmanship provide a durable competitive position for an acquiring operator.

This independent bread distribution route in the greater Chicago metro area delivers nationally recognized bakery brands to six grocery store accounts with a protected territory and generates approximately $102K in net annual income. The contracted distribution relationship with a major national bakery provides product supply stability and brand recognition, supporting a straightforward owner-operator business model. Company financing availability reduces the capital required at closing, improving accessibility for qualified buyers.

This dessert franchise location in the Chicago suburbs specializes in cupcakes, cakes, cookies, candy, and small-batch ice cream under a nationally recognized brand that has received recognition from major consumer publications. The business has cultivated a loyal local following since opening in 2017, serving both everyday dessert customers and special occasion buyers with a differentiated product lineup. The franchise model provides proven operational systems and brand support, making this a turnkey opportunity for a buyer entering the specialty dessert retail space.

A fully built-out restaurant property in the Chicago metro area combining an operating restaurant business with owned commercial real estate, featuring over 8,000 square feet, an outdoor patio, significant street frontage, and a multi-tenancy setup offering flexible use options. The property and business have been in operation since 2017 and include dedicated parking and a versatile two-story layout suitable for food and beverage or mixed commercial use. Seller financing is available, improving accessibility for qualified buyers seeking both operating income and real estate asset value.

This custom metal fabrication business in the Chicago metro area offers a full spectrum of welding, cutting, forming, and finishing services to commercial and industrial clients across construction, manufacturing, and infrastructure sectors. The company operates from a modern, well-equipped facility with a skilled team capable of handling projects across a wide range of complexity and scale. Real estate is included, adding tangible asset value alongside the operating business.

This specialized trucking company transports fuel and bulk liquids for commercial clients in the Midwest and Mid-Atlantic regions, generating approximately $4.2 million in annual revenue with $407,000 in EBITDA. The business operates with a fully staffed 24/7 dispatch operation, experienced general manager, and a fleet of leased tractors and tanker trailers, enabling strong management infrastructure without requiring hands-on owner involvement. Recurring commercial contracts and dedicated operational support staff create a scalable foundation for a new owner seeking a logistics platform.

This pediatric therapy practice delivers occupational, physical, and speech therapy services through in-home and community-based care models in the greater Chicago metro area. The business has established referral networks with healthcare partners and serves a growing population of pediatric clients through evidence-based, individualized treatment protocols. Recurring referral-driven demand and the essential nature of developmental pediatric services provide stable, predictable revenue for a new owner.

This specialty sheet metal contractor in the greater Chicago area serves predominantly commercial clients with a portfolio of technically demanding services including historical copper roofing, custom fabrication, and architectural metalwork that few regional competitors can deliver. The business has sustained strong growth over 15-plus years, generating over $2.4 million in seller's discretionary earnings, and has never missed payroll or abandoned a contract. Deep technical expertise, a specialized service offering, and a track record of consistent execution represent significant competitive barriers for a buyer acquiring this niche industrial contractor.

This franchise location in the Chicago metro area generates approximately $850,000 in annual gross revenue with approximately $218,000 in seller discretionary earnings, supported by a dense residential population and strong e-commerce-driven demand. The store offers a diversified mix of shipping, printing, mailbox, and small business services under one of the most recognized brands in the retail services industry. Revenue has continued to grow consistently, supported by loyal customers and community demand.

This online luxury bridal accessory rental brand operates an asset-light model with strong gross margins driven by high inventory turnover, generating $220,000 in annual revenue with over 55,000 social media followers in the Chicago, Illinois market. The rental economy model appeals to sustainability-conscious buyers seeking access to high-end products without the purchase price, creating a differentiated value proposition relative to traditional retail. The business presents upside for a full-time operator to accelerate growth beyond its current part-time operating pace.

This two-location eyelash extension and facial studio group in the Chicago, Illinois metro has operated profitably for over ten years, generating approximately $204,000 in seller discretionary earnings across both locations. The membership-based model drives predictable recurring revenue and strong client retention, supported by trained technicians, booking software, and established marketing assets at each location. Both studios occupy high-traffic locations with loyal client bases and are designed for seamless new-owner transition.