| Chicago to Oxford (Alabama) | 577.95 mi (930.12 km) |
| Chicago to Oxford (Mississippi) | 526.09 mi (846.66 km) |
| Chicago to Oxford (Ohio) | 222.95 mi (358.80 km) |
| Chicago to Oxnard (California) | 1,782.41 mi (2,868.50 km) |
| Chicago to Oxon Hill (Maryland) | 601.98 mi (968.79 km) |
| Chicago to Ozark (Alabama) | 726.44 mi (1,169.09 km) |
| Chicago to Ozark (Missouri) | 443.75 mi (714.14 km) |
| Chicago to Pace (Florida) | 775.67 mi (1,248.33 km) |
| Chicago to Pacific Grove (California) | 1,854.90 mi (2,985.18 km) |
| Chicago to Pacifica (California) | 1,858.82 mi (2,991.49 km) |
| Chicago to Paducah (Kentucky) | 333.26 mi (536.32 km) |
| Chicago to Pahrump (Nevada) | 1,560.46 mi (2,511.31 km) |
| Chicago to Painesville (Ohio) | 331.46 mi (533.44 km) |
| Chicago to Palatine (Illinois) | 26.66 mi (42.90 km) |
| Chicago to Palatka (Florida) | 906.56 mi (1,458.97 km) |
