| Winter Garden to Anoka (Minnesota) | 1,320.01 mi (2,124.36 km) |
| Winter Garden to Ansonia (Connecticut) | 1,006.56 mi (1,619.90 km) |
| Winter Garden to Antelope (California) | 2,372.52 mi (3,818.20 km) |
| Winter Garden to Anthem (Arizona) | 1,833.68 mi (2,951.02 km) |
| Winter Garden to Antioch (California) | 2,392.17 mi (3,849.82 km) |
| Winter Garden to Antioch (Illinois) | 1,028.38 mi (1,655.02 km) |
| Winter Garden to Apache Junction (Arizona) | 1,798.65 mi (2,894.65 km) |
| Winter Garden to Apex (North Carolina) | 521.07 mi (838.58 km) |
| Winter Garden to Apollo Beach (Florida) | 72.82 mi (117.20 km) |
| Winter Garden to Apopka (Florida) | 11.70 mi (18.83 km) |
| Winter Garden to Apple Valley (California) | 2,126.38 mi (3,422.09 km) |
| Winter Garden to Apple Valley (Minnesota) | 1,288.16 mi (2,073.09 km) |
| Winter Garden to Appleton (Wisconsin) | 1,149.93 mi (1,850.63 km) |
| Winter Garden to Arbutus (Maryland) | 790.70 mi (1,272.50 km) |
| Winter Garden to Arcadia (California) | 2,173.20 mi (3,497.43 km) |
