| Chicago to Troy (Michigan) | 237.98 mi (382.99 km) |
| Chicago to Troy (Missouri) | 262.83 mi (422.98 km) |
| Chicago to Troy (New York) | 718.04 mi (1,155.58 km) |
| Chicago to Troy (Ohio) | 219.34 mi (352.99 km) |
| Chicago to Truckee (California) | 1,703.54 mi (2,741.58 km) |
| Chicago to Trujillo Alto (Puerto Rico) | 2,063.41 mi (3,320.73 km) |
| Chicago to Trumbull Center (Connecticut) | 750.28 mi (1,207.45 km) |
| Chicago to Trussville (Alabama) | 569.55 mi (916.61 km) |
| Chicago to Tualatin (Oregon) | 1,758.21 mi (2,829.56 km) |
| Chicago to Tuckahoe (Virginia) | 611.33 mi (983.85 km) |
| Chicago to Tucker (Georgia) | 583.98 mi (939.83 km) |
| Chicago to Tucson (Arizona) | 1,437.65 mi (2,313.68 km) |
| Chicago to Tucson Estates (Arizona) | 1,448.67 mi (2,331.41 km) |
| Chicago to Tucson Mountains (Arizona) | 1,442.30 mi (2,321.16 km) |
| Chicago to Tukwila (Washington) | 1,728.65 mi (2,781.99 km) |
