| Chicago to Amelia | 4,782.65 mi (7,696.93 km) |
| Chicago to Anagni | 4,847.17 mi (7,800.76 km) |
| Chicago to Ancona | 4,780.29 mi (7,693.13 km) |
| Chicago to Andria | 4,995.37 mi (8,039.27 km) |
| Chicago to Angri | 4,947.96 mi (7,962.97 km) |
| Chicago to Anguillara Sabazia | 4,796.65 mi (7,719.46 km) |
| Chicago to Anzio | 4,838.62 mi (7,787.01 km) |
| Chicago to Anzola dell'Emilia | 4,649.88 mi (7,483.26 km) |
| Chicago to Aosta | 4,448.68 mi (7,159.45 km) |
| Chicago to Apricena | 4,936.58 mi (7,944.66 km) |
| Chicago to Aprilia | 4,833.61 mi (7,778.95 km) |
| Chicago to Aradeo | 5,116.95 mi (8,234.94 km) |
| Chicago to Aragona | 5,057.23 mi (8,138.83 km) |
| Chicago to Arco | 4,581.09 mi (7,372.55 km) |
| Chicago to Arcola | 4,616.43 mi (7,429.43 km) |
