Transportation & Logistics Businesses 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.

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.

This intermodal trucking and freight services company serves a major Illinois freight market through commercial relationships and a lean operating model. Strong profitability, recurring customers, and scalable transportation operations create an attractive platform for continued growth.

This route-based transportation business includes contiguous delivery routes, vehicles, and drivers already in place, creating an efficient operating structure. It may appeal to a buyer seeking a cash-flowing logistics business with management support and growth potential in Illinois.

This trucking and logistics operation is built around recurring routes and long-term client relationships, producing predictable service demand. Buyers may value the stable operating model, diverse customer base, and established reputation across the Midwest.

This asset-based transportation business includes equipment and active operations, which can reduce startup friction for a new owner. It may appeal to a buyer seeking a logistics company in Illinois with working trucks and an operating structure already in place.

This Illinois trucking and logistics company has operated for nearly two decades, generating over $5M in annual revenue and approximately $1M in annual SDE with a fully owned fleet of 17 tractors and 20 trailers transferred free and clear. The business benefits from long-standing customer relationships, experienced personnel, and a proven operating infrastructure that supports continued growth. At a $5.95M asking price with significant hard-asset value embedded, this is a compelling acquisition for a logistics operator or strategic buyer seeking an established transportation platform in the Chicago region.

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 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 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.