| Winter Springs to Winchester (Virginia) | 745.70 mi (1,200.08 km) |
| Winter Springs to Winder (Georgia) | 393.87 mi (633.88 km) |
| Winter Springs to Windsor (California) | 2,462.49 mi (3,963.00 km) |
| Winter Springs to Windsor (Colorado) | 1,564.80 mi (2,518.30 km) |
| Winter Springs to Winfield (Kansas) | 1,082.91 mi (1,742.77 km) |
| Winter Springs to Winnetka (Illinois) | 995.35 mi (1,601.86 km) |
| Winter Springs to Winona (Minnesota) | 1,206.47 mi (1,941.63 km) |
| Winter Springs to Winston-Salem (North Carolina) | 515.62 mi (829.81 km) |
| Winter Springs to Winter Garden (Florida) | 22.24 mi (35.80 km) |
| Winter Springs to Winter Gardens (California) | 2,126.22 mi (3,421.83 km) |
| Winter Springs to Winter Haven (Florida) | 53.63 mi (86.30 km) |
| Winter Springs to Winter Park (Florida) | 7.66 mi (12.34 km) |
| Winter Springs to Winterville (North Carolina) | 523.96 mi (843.23 km) |
| Winter Springs to Winton (California) | 2,338.79 mi (3,763.92 km) |
| Winter Springs to Wisconsin Rapids (Wisconsin) | 1,182.78 mi (1,903.51 km) |
