| Winston-Salem to Yonkers (New York) | 480.82 mi (773.81 km) |
| Winston-Salem to Yorba Linda (California) | 2,115.51 mi (3,404.58 km) |
| Winston-Salem to York (Pennsylvania) | 328.73 mi (529.03 km) |
| Winston-Salem to Yorktown (Indiana) | 400.97 mi (645.30 km) |
| Winston-Salem to Yorkville (Illinois) | 583.68 mi (939.35 km) |
| Winston-Salem to Youngstown (Ohio) | 345.84 mi (556.58 km) |
| Winston-Salem to Youngsville (Louisiana) | 795.12 mi (1,279.62 km) |
| Winston-Salem to Ypsilanti (Michigan) | 460.79 mi (741.57 km) |
| Winston-Salem to Yuba City (California) | 2,254.60 mi (3,628.42 km) |
| Winston-Salem to Yucaipa (California) | 2,072.59 mi (3,335.52 km) |
| Winston-Salem to Yucca Valley (California) | 2,036.62 mi (3,277.62 km) |
| Winston-Salem to Yukon (Oklahoma) | 980.21 mi (1,577.49 km) |
| Winston-Salem to Yulee (Florida) | 385.23 mi (619.97 km) |
| Winston-Salem to Yuma (Arizona) | 1,960.65 mi (3,155.36 km) |
| Winston-Salem to Zachary (Louisiana) | 731.98 mi (1,178.00 km) |
