The highway heads east straight through the center of town along Court Street, where it has an intersection and becomes concurrent with MS 1 (part of the Great River Road).

MS 14 heads due east through more flat farmland to cross Newsom Bayou before entering Sharkey County at a bridge over a small creek.

MS 14 passes along the northern edge of Indian Bayou State Wildlife Management Area before entering the Rolling Fork city limits as Race Street.

MS 14 crosses the Sunflower River before passing along the northern edge of the Delta National Forest and entering Humphreys County.

It heads east as a two-lane highway through farmland and wooded areas for a few miles to pass through Richland, where it has a short concurrency with MS 17 and an interchange with I-55 (Exit 146).