| Winter Garden to The Hills (New Jersey) | 925.45 mi (1,489.36 km) |
| Winter Garden to The Villages (Florida) | 34.46 mi (55.45 km) |
| Winter Garden to The Woodlands (Texas) | 845.06 mi (1,360.00 km) |
| Winter Garden to Thibodaux (Louisiana) | 562.66 mi (905.52 km) |
| Winter Garden to Thomasville (Georgia) | 213.59 mi (343.74 km) |
| Winter Garden to Thomasville (North Carolina) | 514.75 mi (828.41 km) |
| Winter Garden to Thonotosassa (Florida) | 54.38 mi (87.52 km) |
| Winter Garden to Thornton (Colorado) | 1,541.05 mi (2,480.09 km) |
| Winter Garden to Thousand Oaks (California) | 2,221.12 mi (3,574.55 km) |
| Winter Garden to Three Lakes (Florida) | 213.50 mi (343.59 km) |
| Winter Garden to Tiffin (Ohio) | 873.39 mi (1,405.59 km) |
| Winter Garden to Tifton (Georgia) | 232.28 mi (373.82 km) |
| Winter Garden to Tigard (Oregon) | 2,518.67 mi (4,053.41 km) |
| Winter Garden to Tillmans Corner (Alabama) | 421.77 mi (678.77 km) |
| Winter Garden to Timberlake (Virginia) | 621.31 mi (999.90 km) |
