| Chicago to Firestone (Colorado) | 906.11 mi (1,458.25 km) |
| Chicago to Fish Hawk (Florida) | 1,014.34 mi (1,632.42 km) |
| Chicago to Fishers (Indiana) | 157.87 mi (254.07 km) |
| Chicago to Fitchburg (Massachusetts) | 812.64 mi (1,307.82 km) |
| Chicago to Fitchburg (Wisconsin) | 119.01 mi (191.53 km) |
| Chicago to Five Corners (Washington) | 1,746.92 mi (2,811.39 km) |
| Chicago to Five Forks (South Carolina) | 568.51 mi (914.93 km) |
| Chicago to Flagstaff (Arizona) | 1,367.60 mi (2,200.93 km) |
| Chicago to Flat Rock (Michigan) | 227.50 mi (366.13 km) |
| Chicago to Fleming Island (Florida) | 876.58 mi (1,410.72 km) |
| Chicago to Flint (Michigan) | 219.55 mi (353.33 km) |
| Chicago to Floral Park (New York) | 729.33 mi (1,173.75 km) |
| Chicago to Florence (Alabama) | 484.15 mi (779.17 km) |
| Chicago to Florence (Arizona) | 1,429.91 mi (2,301.21 km) |
| Chicago to Florence (Kentucky) | 253.49 mi (407.96 km) |
