| Winter Springs to University Park (Texas) | 964.29 mi (1,551.87 km) |
| Winter Springs to University Place (Washington) | 2,546.58 mi (4,098.33 km) |
| Winter Springs to Upland (California) | 2,166.93 mi (3,487.34 km) |
| Winter Springs to Upper Arlington (Ohio) | 790.05 mi (1,271.46 km) |
| Winter Springs to Upper Grand Lagoon (Florida) | 287.77 mi (463.12 km) |
| Winter Springs to Upper Montclair (New Jersey) | 929.90 mi (1,496.53 km) |
| Winter Springs to Urbana (Illinois) | 881.72 mi (1,419.00 km) |
| Winter Springs to Urbana (Maryland) | 768.48 mi (1,236.75 km) |
| Winter Springs to Urbana (Ohio) | 801.52 mi (1,289.93 km) |
| Winter Springs to Urbandale (Iowa) | 1,137.55 mi (1,830.71 km) |
| Winter Springs to Utica (New York) | 1,050.61 mi (1,690.79 km) |
| Winter Springs to Uvalde (Texas) | 1,118.39 mi (1,799.88 km) |
| Winter Springs to Vacaville (California) | 2,416.27 mi (3,888.61 km) |
| Winter Springs to Vadnais Heights (Minnesota) | 1,302.44 mi (2,096.07 km) |
| Winter Springs to Vail (Arizona) | 1,763.83 mi (2,838.61 km) |
