When an early snowstorm sweeps through the Midwest, punctual, straight-laced "suit" Cassidy Fields is forced to hitch a ride with free spirited, music loving Johanna "Jo" Woods in her bother Chase's 18-wheeler to the nearest airport to catch another flight. However, when Jo's flight successfully takes off and Cassidy's is cancelled again at the last minute, she joins Chase on the road back to Tennessee from Chicago to make it home in time to spend Christmas with her father. Quickly, Cassidy and Chase's connection begins to spark. Through losing the car keys, stopping to partake in a Mrs. Claus parade and a surprise run-in with Jo, whose plane got grounded mid-flight due to weather, Cassidy builds bonds with both siblings as they all challenge one another's life philosophies. As the trio pushes past every obstacle, they work to embrace their differences and find that the fastest way home is when they lean on one another for help.