| Winona to Yonkers (New York) | 929.83 mi (1,496.42 km) |
| Winona to Yorba Linda (California) | 1,558.92 mi (2,508.85 km) |
| Winona to York (Pennsylvania) | 815.72 mi (1,312.78 km) |
| Winona to Yorktown (Indiana) | 413.26 mi (665.07 km) |
| Winona to Yorkville (Illinois) | 232.19 mi (373.67 km) |
| Winona to Youngstown (Ohio) | 596.14 mi (959.40 km) |
| Winona to Youngsville (Louisiana) | 964.31 mi (1,551.91 km) |
| Winona to Ypsilanti (Michigan) | 424.24 mi (682.75 km) |
| Winona to Yuba City (California) | 1,576.17 mi (2,536.59 km) |
| Winona to Yucaipa (California) | 1,518.88 mi (2,444.40 km) |
| Winona to Yucca Valley (California) | 1,486.12 mi (2,391.68 km) |
| Winona to Yukon (Oklahoma) | 671.93 mi (1,081.37 km) |
| Winona to Yulee (Florida) | 1,078.36 mi (1,735.45 km) |
| Winona to Yuma (Arizona) | 1,463.37 mi (2,355.07 km) |
| Winona to Zachary (Louisiana) | 925.31 mi (1,489.14 km) |
