| Gloucester to Orangevale (California) | 5,184.76 mi (8,344.06 km) |
| Gloucester to Orchards (Washington) | 4,822.82 mi (7,761.57 km) |
| Gloucester to Orcutt (California) | 5,379.09 mi (8,656.82 km) |
| Gloucester to Oregon (Ohio) | 3,703.31 mi (5,959.91 km) |
| Gloucester to Oregon (Wisconsin) | 3,873.96 mi (6,234.54 km) |
| Gloucester to Oregon City (Oregon) | 4,844.27 mi (7,796.09 km) |
| Gloucester to Orem (Utah) | 4,795.06 mi (7,716.90 km) |
| Gloucester to Orinda (California) | 5,260.00 mi (8,465.15 km) |
| Gloucester to Orland Park (Illinois) | 3,876.96 mi (6,239.36 km) |
| Gloucester to Orlando (Florida) | 4,246.59 mi (6,834.22 km) |
| Gloucester to Ormond Beach (Florida) | 4,195.78 mi (6,752.45 km) |
| Gloucester to Oro Valley (Arizona) | 5,200.54 mi (8,369.47 km) |
| Gloucester to Oroville (California) | 5,148.51 mi (8,285.73 km) |
| Gloucester to Oshkosh (Wisconsin) | 3,792.63 mi (6,103.64 km) |
| Gloucester to Oskaloosa (Iowa) | 4,072.81 mi (6,554.55 km) |
