Businesses for Sale in Chicago, IL

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 Illinois specialty café concept offers premium bubble tea, specialty chai, handcrafted coffee beverages, and light food items, generating consistent year-over-year revenue growth driven by expanding brand awareness and operational efficiency. With approximately $176,000 in SDE and a proven menu that creates broad customer appeal across multiple dayparts, the business is well-positioned for continued organic growth. The scalable concept and streamlined operations provide a strong foundation for a buyer interested in a single-location platform with potential for multi-unit expansion.

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 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.

A franchise restaurant in Illinois combining self-pour beverage technology with a full-service dining program, ranked in a national franchise publication's annual list. The flagship location features an experienced management team and operates in a high-traffic downtown suburban corridor that was previously impacted by a multi-year construction project, creating a compelling recovery and upside story for a new owner. Pre-construction revenue and earnings were materially higher, offering a clear path to restored performance.

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 Chicago-area restaurant and bar generates substantial owner earnings from a high-traffic location near a college campus, benefiting from consistent foot traffic and a built-in recurring customer base. The food and beverage model combines dining and bar revenue, diversifying income across meal periods and late-night hours. At the asking price relative to cash flow, this opportunity suits a hospitality operator looking to acquire a proven, high-volume concept.

This self-serve frozen yogurt and dessert café in the Chicago metro area generates approximately $718,000 in annual sales with $265,000 in EBITDA, driven by a high-volume rotating flavor menu, premium toppings bar, and complementary beverage offerings including bubble tea and organic smoothies. The efficient operation model and loyal customer base have sustained strong performance since 2010. The business is well-positioned for an owner-operator seeking a proven, community-embedded food-and-beverage concept with above-average margins.

This neighborhood restaurant and bar in the Chicago metro area has operated for over a decade with a loyal following, award-recognized menu, and strong brand recognition within its community. Revenue is diversified across dine-in, outdoor patio, bar sales, and delivery, reducing reliance on any single channel and providing resilience across demand environments. Consistent net income over multiple years demonstrates a durable operating model rather than a single-year result.

This integrated e-commerce operation combines high-volume product distribution with in-house customization capabilities, generating consistent demand through a dominant marketplace presence. Revenue exceeds $1.2 million annually with strong year-over-year growth and approximately 20% margins. The asset-backed structure and SBA pre-qualification make it accessible to a wide range of buyers seeking an established digital retail operation in the Midwest.

This industrial supplies distributor in the Chicago metro area has served manufacturing and industrial clients for 25 years, specializing in abrasives, blast media, and finishing materials alongside value-added services including equipment repair, job shop processing, and equipment rental. The integrated product and service model supports recurring business and long-term customer relationships across a diversified base. A strong regional reputation and technical expertise provide meaningful barriers to entry for a prospective acquirer.

This Chicago-area trucking operation generates strong top-line revenue with diversified freight capabilities spanning temperature-controlled and dry van segments. The business transfers with a substantial owned fleet and dual licensed entities, reducing startup friction for an acquiring operator. Healthy seller discretionary earnings relative to the acquisition price reflect operational efficiency and disciplined cost management across the existing customer base.

Established Niche personal services business serving the Chicago-Naperville-Elgin metro. The business generates meaningful owner earnings, supporting an acquisition in the $250K–$500K range. Exact location, full description, and seller details are available after sign-up.