It runs in a diagonal southwest–northeast direction in east-central Wisconsin from Pardeeville to Oshkosh.

WIS 33's control cities at this point are Portage to the west and Fox Lake to the east.

WIS 44 crosses into Green Lake County at Hwy HH, just south of Dalton.

After passing Little Green Lake just north of Markesan, WIS 44 heads east, crosses into Fond du Lac County at Searle Road, then enters the town of Fairwater.

Just shy of the unincorporated town of Pickett, WIS 44 crosses into Winnebago County.

WIS 44 continues roughly another 10 miles (16 km) heading northeast to Oshkosh.

WIS 44 then turns east on Irving Avenue to meet US 45, Jackson Street, where it ends.