The Street Maintenance Division of Public Works performs regular maintenance on the city's dedicated asphalt, concrete, gravel, and brick streets. Maintenance includes street sweeping, painting of street markings, cleaning of drainage ways, snow removal, storm cleanup, pothole patching, sign maintenance and blading of streets and alleys. Within Winfield city limits, there are 55 miles of asphalt, 11 miles of concrete, 7 miles of brick, and 13 miles of gravel streets.
In 2013, MKEC Engineering Consultants presented an assessment and maintenance plan for the City's transportation network. . Requests for street repairs and maintenance or concerns about the maintenance program can be made by calling the Street Maintenance Division, (620) 221-5600, during regular hours (7:00 a.m.-4:30 p.m. Monday through Thursday, 7:00 a.m. - 11:00 a.m. Friday) or email: Customer Service.