| Chicago to Brandermill (Virginia) | 613.94 mi (988.04 km) |
| Chicago to Brandon (Florida) | 1,007.23 mi (1,620.99 km) |
| Chicago to Brandon (Mississippi) | 672.53 mi (1,082.33 km) |
| Chicago to Brandon (South Dakota) | 467.21 mi (751.91 km) |
| Chicago to Branson (Missouri) | 466.12 mi (750.15 km) |
| Chicago to Braselton (Georgia) | 574.01 mi (923.78 km) |
| Chicago to Brawley (California) | 1,636.96 mi (2,634.43 km) |
| Chicago to Brea (California) | 1,723.76 mi (2,774.13 km) |
| Chicago to Brecksville (Ohio) | 315.68 mi (508.04 km) |
| Chicago to Bremerton (Washington) | 1,749.16 mi (2,815.00 km) |
| Chicago to Brenham (Texas) | 941.24 mi (1,514.78 km) |
| Chicago to Brent (Florida) | 785.61 mi (1,264.31 km) |
| Chicago to Brentwood (California) | 1,812.24 mi (2,916.51 km) |
| Chicago to Brentwood (New York) | 751.76 mi (1,209.84 km) |
| Chicago to Brentwood (Tennessee) | 406.85 mi (654.76 km) |
