| Winter Garden to Owosso (Michigan) | 1,008.91 mi (1,623.68 km) |
| Winter Garden to Oxford (Alabama) | 431.04 mi (693.69 km) |
| Winter Garden to Oxford (Mississippi) | 616.52 mi (992.19 km) |
| Winter Garden to Oxford (Ohio) | 778.54 mi (1,252.94 km) |
| Winter Garden to Oxnard (California) | 2,238.60 mi (3,602.68 km) |
| Winter Garden to Oxon Hill (Maryland) | 755.94 mi (1,216.57 km) |
| Winter Garden to Ozark (Alabama) | 314.81 mi (506.64 km) |
| Winter Garden to Ozark (Missouri) | 893.08 mi (1,437.28 km) |
| Winter Garden to Pace (Florida) | 364.09 mi (585.94 km) |
| Winter Garden to Pacific Grove (California) | 2,394.98 mi (3,854.35 km) |
| Winter Garden to Pacifica (California) | 2,427.96 mi (3,907.42 km) |
| Winter Garden to Paducah (Kentucky) | 716.94 mi (1,153.81 km) |
| Winter Garden to Pahrump (Nevada) | 2,064.40 mi (3,322.33 km) |
| Winter Garden to Painesville (Ohio) | 910.99 mi (1,466.09 km) |
| Winter Garden to Palatine (Illinois) | 1,005.13 mi (1,617.60 km) |
