| Winter Garden to Orbetello | 5,050.92 mi (8,128.67 km) |
| Winter Garden to Oria | 5,408.48 mi (8,704.11 km) |
| Winter Garden to Oristano | 4,994.30 mi (8,037.54 km) |
| Winter Garden to Orta Nova | 5,293.01 mi (8,518.28 km) |
| Winter Garden to Orte | 5,105.06 mi (8,215.80 km) |
| Winter Garden to Ortona | 5,201.52 mi (8,371.05 km) |
| Winter Garden to Orvieto | 5,084.98 mi (8,183.48 km) |
| Winter Garden to Orzinuovi | 4,913.28 mi (7,907.15 km) |
| Winter Garden to Osimo | 5,126.40 mi (8,250.14 km) |
| Winter Garden to Ospitaletto | 4,915.57 mi (7,910.85 km) |
| Winter Garden to Ostuni | 5,398.68 mi (8,688.33 km) |
| Winter Garden to Ottaviano | 5,249.92 mi (8,448.93 km) |
| Winter Garden to Ovada | 4,874.16 mi (7,844.21 km) |
| Winter Garden to Ozieri | 4,996.16 mi (8,040.54 km) |
| Winter Garden to Paceco | 5,242.66 mi (8,437.24 km) |
