The highway connects mostly rural areas of Graves and McCracken counties with Wingo, Massac, and Hendron.

The highway curves to the west-southwest and enters Stubblefield, where it intersects the southern terminus of KY 1748.

When KY 339 splits off, it resumes its west-northwest direction and briefly leaves the city limits of Wingo.

There, at an intersection with the eastern terminus of Dublin Hill Road, they turn right to the north-northeast.

It curves to the north and intersects the eastern terminus of KY 1686 and then crosses over Barnes Creek.

It passes Fancy Farm Elementary School and curves to the north-northeast.

[1] After KY 339 leaves Fancy Farm, it crosses over West Fork Mayfield Creek.

It begins paralleling railroad tracks of the CIR, curves to the north-northwest and crosses over Goose Creek before a very brief concurrency with KY 408.

The highway passes a U.S. Post Office and enters downtown Lowes, where it has a brief concurrency with KY 849.

On the Massac–Hendron line, it meets its northern terminus, a second intersection with US 45 (Lone Oak Road).

[2] Massac–Hendron line, it meets its northern terminus, a second intersection with US 45 (Lone Oak Road).