| Chicago to Pell City (Alabama) | 577.07 mi (928.70 km) |
| Chicago to Pella (Iowa) | 271.85 mi (437.51 km) |
| Chicago to Pembroke Pines (Florida) | 1,170.57 mi (1,883.84 km) |
| Chicago to Pendleton (Oregon) | 1,565.97 mi (2,520.19 km) |
| Chicago to Pensacola (Florida) | 787.88 mi (1,267.97 km) |
| Chicago to Peoria (Arizona) | 1,447.65 mi (2,329.77 km) |
| Chicago to Peoria (Illinois) | 125.10 mi (201.32 km) |
| Chicago to Perris (California) | 1,695.45 mi (2,728.56 km) |
| Chicago to Perry (Georgia) | 682.60 mi (1,098.54 km) |
| Chicago to Perry Hall (Maryland) | 610.82 mi (983.01 km) |
| Chicago to Perrysburg (Ohio) | 209.73 mi (337.53 km) |
| Chicago to Perth Amboy (New Jersey) | 702.76 mi (1,130.99 km) |
| Chicago to Peru (Indiana) | 111.99 mi (180.23 km) |
| Chicago to Petal (Mississippi) | 729.82 mi (1,174.52 km) |
| Chicago to Petaluma (California) | 1,851.93 mi (2,980.40 km) |
