| Winter Park to Arcata (California) | 2,541.43 mi (4,090.03 km) |
| Winter Park to Archdale (North Carolina) | 511.11 mi (822.55 km) |
| Winter Park to Arden-Arcade (California) | 2,384.88 mi (3,838.10 km) |
| Winter Park to Ardmore (Oklahoma) | 1,006.38 mi (1,619.62 km) |
| Winter Park to Ardmore (Pennsylvania) | 859.73 mi (1,383.60 km) |
| Winter Park to Arecibo (Puerto Rico) | 1,159.17 mi (1,865.50 km) |
| Winter Park to Arkadelphia (Arkansas) | 789.55 mi (1,270.66 km) |
| Winter Park to Arkansas City (Kansas) | 1,080.73 mi (1,739.27 km) |
| Winter Park to Arlington (Tennessee) | 670.32 mi (1,078.77 km) |
| Winter Park to Arlington (Texas) | 978.75 mi (1,575.15 km) |
| Winter Park to Arlington (Virginia) | 750.68 mi (1,208.10 km) |
| Winter Park to Arlington (Washington) | 2,547.90 mi (4,100.45 km) |
| Winter Park to Arlington Heights (Illinois) | 1,003.93 mi (1,615.68 km) |
| Winter Park to Arnold (Maryland) | 773.10 mi (1,244.19 km) |
| Winter Park to Arnold (Missouri) | 854.52 mi (1,375.21 km) |
