The route follows the east city limit of the county seat, home of the historic Elk County Courthouse and the Benson Historical Museum. North of Howard, K-99 crosses Pawpaw Creek and parallels Snake Creek toward Greenwood County.
The route runs along the eastern edge of the county's central area, which is home to the old Elk County Courthouse and the Benson Historical Museum. To the north of Howard, K-99 crosses Pawpaw Creek and tracks parallel to Snake Creek toward Greenwood County.