| Gloucester to Oakley (California) | 5,238.97 mi (8,431.31 km) |
| Gloucester to Oakton (Virginia) | 3,582.37 mi (5,765.27 km) |
| Gloucester to Oakville (Missouri) | 4,121.23 mi (6,632.48 km) |
| Gloucester to Oatfield (Oregon) | 4,840.29 mi (7,789.69 km) |
| Gloucester to Ocala (Florida) | 4,245.66 mi (6,832.73 km) |
| Gloucester to Ocean Acres (New Jersey) | 3,420.77 mi (5,505.20 km) |
| Gloucester to Ocean City (New Jersey) | 3,454.90 mi (5,560.12 km) |
| Gloucester to Ocean Pines (Maryland) | 3,516.73 mi (5,659.62 km) |
| Gloucester to Ocean Pointe (Hawaii) | 7,172.83 mi (11,543.55 km) |
| Gloucester to Ocean Springs (Mississippi) | 4,457.69 mi (7,173.95 km) |
| Gloucester to Oceanside (California) | 5,372.18 mi (8,645.69 km) |
| Gloucester to Oceanside (New York) | 3,355.63 mi (5,400.37 km) |
| Gloucester to Ocoee (Florida) | 4,249.69 mi (6,839.22 km) |
| Gloucester to Oconomowoc (Wisconsin) | 3,832.24 mi (6,167.40 km) |
| Gloucester to Odenton (Maryland) | 3,549.59 mi (5,712.52 km) |
