| Winnetka to Amelia | 4,773.14 mi (7,681.63 km) |
| Winnetka to Anagni | 4,837.75 mi (7,785.61 km) |
| Winnetka to Ancona | 4,770.38 mi (7,677.19 km) |
| Winnetka to Andria | 4,985.62 mi (8,023.58 km) |
| Winnetka to Angri | 4,938.57 mi (7,947.86 km) |
| Winnetka to Anguillara Sabazia | 4,787.27 mi (7,704.37 km) |
| Winnetka to Anzio | 4,829.35 mi (7,772.08 km) |
| Winnetka to Anzola dell'Emilia | 4,640.06 mi (7,467.46 km) |
| Winnetka to Aosta | 4,439.06 mi (7,143.97 km) |
| Winnetka to Apricena | 4,926.83 mi (7,928.97 km) |
| Winnetka to Aprilia | 4,824.30 mi (7,763.96 km) |
| Winnetka to Aradeo | 5,107.17 mi (8,219.20 km) |
| Winnetka to Aragona | 5,048.76 mi (8,125.19 km) |
| Winnetka to Arco | 4,570.98 mi (7,356.28 km) |
| Winnetka to Arcola | 4,606.89 mi (7,414.07 km) |
