| Winter Park to Altus (Oklahoma) | 1,134.49 mi (1,825.79 km) |
| Winter Park to Alum Rock (California) | 2,403.50 mi (3,868.06 km) |
| Winter Park to Alvin (Texas) | 844.29 mi (1,358.75 km) |
| Winter Park to Amarillo (Texas) | 1,282.34 mi (2,063.72 km) |
| Winter Park to Amelia (Ohio) | 739.08 mi (1,189.43 km) |
| Winter Park to American Canyon (California) | 2,430.07 mi (3,910.82 km) |
| Winter Park to American Fork (Utah) | 1,902.88 mi (3,062.39 km) |
| Winter Park to Americus (Georgia) | 295.17 mi (475.03 km) |
| Winter Park to Ames (Iowa) | 1,154.84 mi (1,858.54 km) |
| Winter Park to Amherst (Ohio) | 886.03 mi (1,425.92 km) |
| Winter Park to Ammon (Idaho) | 1,978.51 mi (3,184.11 km) |
| Winter Park to Amsterdam (New York) | 1,068.04 mi (1,718.84 km) |
| Winter Park to Anacortes (Washington) | 2,575.63 mi (4,145.07 km) |
| Winter Park to Anaheim (California) | 2,176.13 mi (3,502.15 km) |
| Winter Park to Anchorage (Alaska) | 3,771.07 mi (6,068.94 km) |
