| Chicago to Pikesville (Maryland) | 599.97 mi (965.55 km) |
| Chicago to Pine Bluff (Arkansas) | 577.01 mi (928.61 km) |
| Chicago to Pine Castle (Florida) | 989.63 mi (1,592.65 km) |
| Chicago to Pine Hill (New Jersey) | 678.42 mi (1,091.81 km) |
| Chicago to Pine Hills (Florida) | 980.11 mi (1,577.33 km) |
| Chicago to Pinecrest (Florida) | 1,193.98 mi (1,921.53 km) |
| Chicago to Pinehurst (North Carolina) | 638.31 mi (1,027.26 km) |
| Chicago to Pinellas Park (Florida) | 1,005.75 mi (1,618.60 km) |
| Chicago to Pineville (Louisiana) | 770.75 mi (1,240.41 km) |
| Chicago to Pineville (North Carolina) | 593.48 mi (955.11 km) |
| Chicago to Pinewood (Florida) | 1,182.37 mi (1,902.84 km) |
| Chicago to Piney Green (North Carolina) | 744.51 mi (1,198.18 km) |
| Chicago to Pinole (California) | 1,839.93 mi (2,961.08 km) |
| Chicago to Piqua (Ohio) | 214.02 mi (344.43 km) |
| Chicago to Pittsburg (California) | 1,819.48 mi (2,928.16 km) |
