| Winter Park to Arroyo Grande (California) | 2,331.07 mi (3,751.49 km) |
| Winter Park to Artesia (California) | 2,188.92 mi (3,522.72 km) |
| Winter Park to Artesia (New Mexico) | 1,399.07 mi (2,251.58 km) |
| Winter Park to Artondale (Washington) | 2,553.26 mi (4,109.07 km) |
| Winter Park to Arvada (Colorado) | 1,558.79 mi (2,508.64 km) |
| Winter Park to Arvin (California) | 2,232.04 mi (3,592.13 km) |
| Winter Park to Asbury Lake (Florida) | 103.54 mi (166.62 km) |
| Winter Park to Asbury Park (New Jersey) | 904.53 mi (1,455.70 km) |
| Winter Park to Ashburn (Virginia) | 753.86 mi (1,213.22 km) |
| Winter Park to Asheboro (North Carolina) | 499.80 mi (804.35 km) |
| Winter Park to Asheville (North Carolina) | 486.87 mi (783.54 km) |
| Winter Park to Ashland (California) | 2,420.52 mi (3,895.45 km) |
| Winter Park to Ashland (Kentucky) | 685.36 mi (1,102.99 km) |
| Winter Park to Ashland (Ohio) | 849.41 mi (1,366.99 km) |
| Winter Park to Ashland (Oregon) | 2,482.24 mi (3,994.78 km) |
