| Chicago to Bound Brook (New Jersey) | 688.43 mi (1,107.92 km) |
| Chicago to Bountiful (Utah) | 1,251.60 mi (2,014.25 km) |
| Chicago to Bourbonnais (Illinois) | 46.30 mi (74.51 km) |
| Chicago to Bowie (Maryland) | 608.91 mi (979.95 km) |
| Chicago to Bowling Green (Kentucky) | 342.74 mi (551.58 km) |
| Chicago to Bowling Green (Ohio) | 210.95 mi (339.49 km) |
| Chicago to Box Elder (South Dakota) | 792.72 mi (1,275.76 km) |
| Chicago to Boynton Beach (Florida) | 1,142.40 mi (1,838.52 km) |
| Chicago to Bozeman (Montana) | 1,191.45 mi (1,917.46 km) |
| Chicago to Bradenton (Florida) | 1,032.45 mi (1,661.57 km) |
| Chicago to Bradfordville (Florida) | 801.90 mi (1,290.53 km) |
| Chicago to Bradley (Illinois) | 47.25 mi (76.03 km) |
| Chicago to Bradley Gardens (New Jersey) | 681.72 mi (1,097.12 km) |
| Chicago to Brainerd (Minnesota) | 448.98 mi (722.56 km) |
| Chicago to Brambleton (Virginia) | 569.09 mi (915.86 km) |
