| Chicago to Point Pleasant (New Jersey) | 720.03 mi (1,158.77 km) |
| Chicago to Pomona (California) | 1,714.31 mi (2,758.91 km) |
| Chicago to Pompano Beach (Florida) | 1,159.86 mi (1,866.61 km) |
| Chicago to Pompton Lakes (New Jersey) | 695.99 mi (1,120.09 km) |
| Chicago to Pompton Plains (New Jersey) | 695.27 mi (1,118.92 km) |
| Chicago to Ponca City (Oklahoma) | 613.06 mi (986.63 km) |
| Chicago to Ponce (Puerto Rico) | 2,061.61 mi (3,317.85 km) |
| Chicago to Pontiac (Illinois) | 82.10 mi (132.12 km) |
| Chicago to Pontiac (Michigan) | 231.85 mi (373.13 km) |
| Chicago to Pooler (Georgia) | 759.84 mi (1,222.85 km) |
| Chicago to Poplar Bluff (Missouri) | 379.65 mi (610.99 km) |
| Chicago to Poquoson (Virginia) | 685.29 mi (1,102.88 km) |
| Chicago to Port Angeles (Washington) | 1,783.90 mi (2,870.91 km) |
| Chicago to Port Arthur (Texas) | 897.96 mi (1,445.13 km) |
| Chicago to Port Charlotte (Florida) | 1,073.15 mi (1,727.06 km) |
