| Chicago to Allison Park (Pennsylvania) | 410.87 mi (661.23 km) |
| Chicago to Allouez (Wisconsin) | 182.83 mi (294.24 km) |
| Chicago to Aloha (Oregon) | 1,762.30 mi (2,836.15 km) |
| Chicago to Alpena (Michigan) | 308.73 mi (496.85 km) |
| Chicago to Alpharetta (Georgia) | 567.82 mi (913.81 km) |
| Chicago to Alpine (California) | 1,703.43 mi (2,741.40 km) |
| Chicago to Alpine (Utah) | 1,252.57 mi (2,015.82 km) |
| Chicago to Alsip (Illinois) | 11.85 mi (19.07 km) |
| Chicago to Altadena (California) | 1,729.06 mi (2,782.66 km) |
| Chicago to Altamont (Oregon) | 1,735.70 mi (2,793.34 km) |
| Chicago to Altamonte Springs (Florida) | 976.40 mi (1,571.37 km) |
| Chicago to Alton (Illinois) | 240.66 mi (387.31 km) |
| Chicago to Alton (Texas) | 1,232.15 mi (1,982.96 km) |
| Chicago to Altoona (Iowa) | 298.81 mi (480.89 km) |
| Chicago to Altoona (Pennsylvania) | 491.34 mi (790.74 km) |
