| Winter Garden to University Park (Texas) | 949.62 mi (1,528.27 km) |
| Winter Garden to University Place (Washington) | 2,538.58 mi (4,085.45 km) |
| Winter Garden to Upland (California) | 2,151.64 mi (3,462.73 km) |
| Winter Garden to Upper Arlington (Ohio) | 797.96 mi (1,284.18 km) |
| Winter Garden to Upper Grand Lagoon (Florida) | 273.68 mi (440.44 km) |
| Winter Garden to Upper Montclair (New Jersey) | 947.20 mi (1,524.37 km) |
| Winter Garden to Urbana (Illinois) | 882.92 mi (1,420.92 km) |
| Winter Garden to Urbana (Maryland) | 783.82 mi (1,261.43 km) |
| Winter Garden to Urbana (Ohio) | 808.51 mi (1,301.17 km) |
| Winter Garden to Urbandale (Iowa) | 1,134.74 mi (1,826.19 km) |
| Winter Garden to Utica (New York) | 1,066.21 mi (1,715.89 km) |
| Winter Garden to Uvalde (Texas) | 1,099.89 mi (1,770.10 km) |
| Winter Garden to Vacaville (California) | 2,403.23 mi (3,867.62 km) |
| Winter Garden to Vadnais Heights (Minnesota) | 1,302.80 mi (2,096.66 km) |
| Winter Garden to Vail (Arizona) | 1,747.34 mi (2,812.07 km) |
