Transportation & Logistics Businesses for Sale in Illinois

A regional non-emergency medical transportation company serving healthcare facilities, senior living communities, and private clients across a multi-county footprint in Illinois and Missouri. The business operates with a professional fleet, trained staff, centralized scheduling, and long-standing customer relationships that generate predictable recurring revenue. Favorable demographic trends driven by an aging population support continued demand growth in this sector.

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 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 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 fixed-base operator, airport management, and flight school enterprise in Illinois has operated for nearly four decades with revenue that has quadrupled under current ownership across three distinct revenue pillars: airport management contracts, exclusive fuel sales, and flight training. The diversified model produces $189,000 in SDE on a $549,000 asking price, combining stable government-backed contract income with high-margin fuel and training revenues. The exclusive FBO position at a public general aviation airport creates a meaningful competitive moat that new entrants cannot replicate.

This family-owned trucking company offers a clean operating authority from 2014 along with a fleet of trucks and trailers, established broker relationships, and a retiring owner willing to support a transition period. With $280K in annual discretionary earnings on a $525K asking price, the business offers a strong return for an owner-operator or an established carrier looking to expand fleet and authority. The asset-backed nature of the deal and long-standing broker relationships reduce ramp-up time for a qualified buyer.

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.

This moving and junk removal franchise operates in a dense suburban market near Chicago with a fully staffed team, multiple service lines, and over $800,000 in annual revenue. A signed commercial contract for the coming year provides immediate, transferable revenue certainty for a new owner. The semi-absentee structure and operational management layer make this suitable for a buyer focused on growth rather than day-to-day execution.