| Chicago to Ascoli Piceno | 4,816.04 mi (7,750.66 km) |
| Chicago to Asola | 4,591.65 mi (7,389.55 km) |
| Chicago to Asolo | 4,625.76 mi (7,444.45 km) |
| Chicago to Assemini | 4,780.95 mi (7,694.19 km) |
| Chicago to Assisi | 4,768.12 mi (7,673.55 km) |
| Chicago to Asti | 4,517.13 mi (7,269.61 km) |
| Chicago to Atessa | 4,884.47 mi (7,860.79 km) |
| Chicago to Atri | 4,843.41 mi (7,794.72 km) |
| Chicago to Atripalda | 4,950.20 mi (7,966.58 km) |
| Chicago to Augusta | 5,130.71 mi (8,257.08 km) |
| Chicago to Aulla | 4,614.97 mi (7,427.08 km) |
| Chicago to Aurisina | 4,698.64 mi (7,561.73 km) |
| Chicago to Avellino | 4,948.74 mi (7,964.22 km) |
| Chicago to Aversa | 4,922.91 mi (7,922.66 km) |
| Chicago to Avezzano | 4,845.44 mi (7,797.98 km) |
