| Pittsfield to Orbetello | 4,109.29 mi (6,613.27 km) |
| Pittsfield to Oria | 4,460.49 mi (7,178.47 km) |
| Pittsfield to Oristano | 4,084.85 mi (6,573.93 km) |
| Pittsfield to Orta Nova | 4,345.31 mi (6,993.09 km) |
| Pittsfield to Orte | 4,159.40 mi (6,693.91 km) |
| Pittsfield to Ortona | 4,250.15 mi (6,839.95 km) |
| Pittsfield to Orvieto | 4,138.07 mi (6,659.58 km) |
| Pittsfield to Orzinuovi | 3,950.79 mi (6,358.19 km) |
| Pittsfield to Osimo | 4,168.94 mi (6,709.27 km) |
| Pittsfield to Ospitaletto | 3,951.45 mi (6,359.25 km) |
| Pittsfield to Ostuni | 4,449.07 mi (7,160.08 km) |
| Pittsfield to Ottaviano | 4,310.45 mi (6,937.01 km) |
| Pittsfield to Ovada | 3,921.62 mi (6,311.24 km) |
| Pittsfield to Ozieri | 4,078.77 mi (6,564.15 km) |
| Pittsfield to Paceco | 4,335.56 mi (6,977.41 km) |
