| Chicago to Arcata (California) | 1,874.44 mi (3,016.61 km) |
| Chicago to Archdale (North Carolina) | 583.40 mi (938.89 km) |
| Chicago to Arden-Arcade (California) | 1,780.29 mi (2,865.11 km) |
| Chicago to Ardmore (Oklahoma) | 735.87 mi (1,184.26 km) |
| Chicago to Ardmore (Pennsylvania) | 658.64 mi (1,059.97 km) |
| Chicago to Arecibo (Puerto Rico) | 2,032.07 mi (3,270.31 km) |
| Chicago to Arkadelphia (Arkansas) | 607.94 mi (978.39 km) |
| Chicago to Arkansas City (Kansas) | 597.19 mi (961.09 km) |
| Chicago to Arlington (Tennessee) | 466.90 mi (751.41 km) |
| Chicago to Arlington (Texas) | 816.18 mi (1,313.51 km) |
| Chicago to Arlington (Virginia) | 593.14 mi (954.57 km) |
| Chicago to Arlington (Washington) | 1,723.49 mi (2,773.69 km) |
| Chicago to Arlington Heights (Illinois) | 23.43 mi (37.71 km) |
| Chicago to Arnold (Maryland) | 618.69 mi (995.69 km) |
| Chicago to Arnold (Missouri) | 274.89 mi (442.39 km) |
