Legacy Express Trucking was founded by Isaac Issa in 2012.
When we began, we were incredibly small. We didn’t even have an office. Isaac established the first Legacy Trucking “office” inside his own semi-truck. He was young, but he had the drive to succeed, and the work ethic needed to build a trucking and shipping giant right here in the Midwest.
What began as Isaac dispatching his father, his brother-in-law, and himself out of his truck quickly grew to a 20-truck fleet, due to Isaac’s persistence, passion, and continued re-investment into growth.
As the trucking industry evolved over the years, so did Legacy. Local driving soon became a booming industry as drivers wanted more and more to be home every night with their families.
Legacy acquired its first office in Crestwood, IL in 2014.
At around the same time, Legacy started their container division to bring home daily options to drivers, this helped outgrow our location in Crestwood. In 2015, Legacy moved to Joliet with a focus on building the Chicagoland shipping market.
Legacy Express Trucking is now operating over 200+ trucks and over 100+ private chassis and trailers nationwide with locations throughout the United States. We play a major role in the supply chain throughout the entire planet and are proud to be partnered with close-knit family operations to some of the largest companies on earth. We are humbled to have great award-winning administration personnel and award-winning professional drivers who represent the backbone of Legacy Express Trucking.

Amazon Fleet Management
Excellence Award Winner
