| Chicago to Brown Deer (Wisconsin) | 93.52 mi (150.51 km) |
| Chicago to Brownsburg (Indiana) | 154.31 mi (248.33 km) |
| Chicago to Brownsville (Florida) | 1,185.01 mi (1,907.09 km) |
| Chicago to Brownsville (Texas) | 1,227.48 mi (1,975.44 km) |
| Chicago to Brownwood (Texas) | 936.28 mi (1,506.79 km) |
| Chicago to Brunswick (Georgia) | 814.81 mi (1,311.31 km) |
| Chicago to Brunswick (Ohio) | 306.07 mi (492.57 km) |
| Chicago to Brushy Creek (Texas) | 961.04 mi (1,546.65 km) |
| Chicago to Bryan (Texas) | 910.20 mi (1,464.82 km) |
| Chicago to Bryant (Arkansas) | 562.81 mi (905.75 km) |
| Chicago to Bryn Mawr-Skyway (Washington) | 1,727.17 mi (2,779.61 km) |
| Chicago to Buckeye (Arizona) | 1,477.01 mi (2,377.02 km) |
| Chicago to Buckhall (Virginia) | 580.52 mi (934.26 km) |
| Chicago to Bucyrus (Ohio) | 254.79 mi (410.04 km) |
| Chicago to Buda (Texas) | 990.05 mi (1,593.34 km) |
