| Winter Springs to Owosso (Michigan) | 1,001.62 mi (1,611.95 km) |
| Winter Springs to Oxford (Alabama) | 434.54 mi (699.33 km) |
| Winter Springs to Oxford (Mississippi) | 624.50 mi (1,005.04 km) |
| Winter Springs to Oxford (Ohio) | 773.20 mi (1,244.34 km) |
| Winter Springs to Oxnard (California) | 2,253.85 mi (3,627.22 km) |
| Winter Springs to Oxon Hill (Maryland) | 739.95 mi (1,190.84 km) |
| Winter Springs to Ozark (Alabama) | 323.85 mi (521.18 km) |
| Winter Springs to Ozark (Missouri) | 900.47 mi (1,449.17 km) |
| Winter Springs to Pace (Florida) | 378.26 mi (608.74 km) |
| Winter Springs to Pacific Grove (California) | 2,408.96 mi (3,876.85 km) |
| Winter Springs to Pacifica (California) | 2,441.42 mi (3,929.08 km) |
| Winter Springs to Paducah (Kentucky) | 719.49 mi (1,157.91 km) |
| Winter Springs to Pahrump (Nevada) | 2,078.46 mi (3,344.96 km) |
| Winter Springs to Painesville (Ohio) | 900.64 mi (1,449.44 km) |
| Winter Springs to Palatine (Illinois) | 1,002.33 mi (1,613.10 km) |
