| Windsor to Orbetello | 835.13 mi (1,344.02 km) |
| Windsor to Oria | 1,152.88 mi (1,855.37 km) |
| Windsor to Oristano | 913.02 mi (1,469.37 km) |
| Windsor to Orta Nova | 1,042.75 mi (1,678.14 km) |
| Windsor to Orte | 871.45 mi (1,402.46 km) |
| Windsor to Ortona | 945.22 mi (1,521.19 km) |
| Windsor to Orvieto | 848.77 mi (1,365.97 km) |
| Windsor to Orzinuovi | 639.16 mi (1,028.63 km) |
| Windsor to Osimo | 856.66 mi (1,378.66 km) |
| Windsor to Ospitaletto | 636.51 mi (1,024.37 km) |
| Windsor to Ostuni | 1,139.30 mi (1,833.52 km) |
| Windsor to Ottaviano | 1,025.98 mi (1,651.15 km) |
| Windsor to Ovada | 636.24 mi (1,023.92 km) |
| Windsor to Ozieri | 881.04 mi (1,417.90 km) |
| Windsor to Paceco | 1,130.57 mi (1,819.48 km) |
