I did a tour in the spring of 2005 generally following the Chisholm Trail route from near Austin, TX to Abilene, KS, with a westerly detour to take in the Texas Hill Country. The route was virtually all on low-traffic state and U.S. highways; avoided cities, except Wichita, KS; passed through interesting small towns; and included several historic sites and points of interest (LBJ Historic Park and ranch, Luckenbach, TX, several Chisholm Trail museums and Indian Wars forts). US-81 through Oklahoma is designated the Chisholm Trail Route. Towns the route passed included, in Texas: Johnson City, Fredericksburg, Llano, Stevenville, Mineral Wells, Jacksoro, Bowie; Oklahoma: Duncan, Chickasha, Enid; Kansas: Wichita, Newton, Abilene. A start from Larned could easily tie into US-81 in Oklahoma. The Hill Country is scenic and interesting, and does indeed contain significant hills. A look at windroses in Kansas and Oklahoma locations will show litespeed is very right about summer winds being predominately from the south.