| Winter Park to Anderson (California) | 2,445.57 mi (3,935.77 km) |
| Winter Park to Anderson (Indiana) | 831.39 mi (1,337.99 km) |
| Winter Park to Anderson (South Carolina) | 416.31 mi (669.98 km) |
| Winter Park to Anderson Creek (North Carolina) | 481.36 mi (774.68 km) |
| Winter Park to Andover (Kansas) | 1,106.03 mi (1,779.98 km) |
| Winter Park to Andover (Minnesota) | 1,324.31 mi (2,131.27 km) |
| Winter Park to Andrews (Texas) | 1,286.71 mi (2,070.77 km) |
| Winter Park to Angleton (Texas) | 852.52 mi (1,372.00 km) |
| Winter Park to Ankeny (Iowa) | 1,138.69 mi (1,832.54 km) |
| Winter Park to Ann Arbor (Michigan) | 954.38 mi (1,535.93 km) |
| Winter Park to Anna (Texas) | 957.57 mi (1,541.06 km) |
| Winter Park to Annandale (Virginia) | 745.93 mi (1,200.47 km) |
| Winter Park to Annapolis (Maryland) | 768.29 mi (1,236.44 km) |
| Winter Park to Annapolis Neck (Maryland) | 766.49 mi (1,233.55 km) |
| Winter Park to Anniston (Alabama) | 438.84 mi (706.25 km) |
