Given his reasonably close ties to Sam Houston, Rogers was one of the people Houston tapped to go to Washington in 1814. Houston also asked Ross, who acted as a nominal head of the Cherokee delegation. James Rogers also brought his brother John, and his sister Tiana, who'd announced her intention to marry Houston three years before.
Two other prominent Cherokee leaders, Sequoyah and Nancy Ward, traveled with the group; Ward only came as far as Oothcaloga, where they were to rendezvous with Houston.
The Cherokee were attacked by a group of Chickasaw as they traveled up the Tennessee River. After about four days, the Cherokee were able to kill off the Chickasaw band, arriving safely at Oothcaloga on June 28, 1814.