| Winter Springs to Worthington (Ohio) | 794.33 mi (1,278.35 km) |
| Winter Springs to Wright (Florida) | 344.80 mi (554.90 km) |
| Winter Springs to Wyandanch (New York) | 945.59 mi (1,521.77 km) |
| Winter Springs to Wyandotte (Michigan) | 940.24 mi (1,513.18 km) |
| Winter Springs to Wylie (Texas) | 951.71 mi (1,531.63 km) |
| Winter Springs to Wyndham (Virginia) | 656.89 mi (1,057.16 km) |
| Winter Springs to Wyoming (Michigan) | 1,011.86 mi (1,628.43 km) |
| Winter Springs to Wyomissing (Pennsylvania) | 858.72 mi (1,381.97 km) |
| Winter Springs to Xenia (Ohio) | 774.69 mi (1,246.74 km) |
| Winter Springs to Yakima (Washington) | 2,444.18 mi (3,933.54 km) |
| Winter Springs to Yankton (South Dakota) | 1,329.16 mi (2,139.08 km) |
| Winter Springs to Yauco (Puerto Rico) | 1,171.64 mi (1,885.57 km) |
| Winter Springs to Yazoo City (Mississippi) | 613.93 mi (988.03 km) |
| Winter Springs to Yeadon (Pennsylvania) | 848.83 mi (1,366.05 km) |
| Winter Springs to Yelm (Washington) | 2,545.30 mi (4,096.26 km) |
