| Gloucester to Oswego (Illinois) | 3,891.62 mi (6,262.96 km) |
| Gloucester to Oswego (New York) | 3,351.22 mi (5,393.26 km) |
| Gloucester to Otsego (Minnesota) | 3,920.93 mi (6,310.13 km) |
| Gloucester to Ottawa (Illinois) | 3,925.58 mi (6,317.61 km) |
| Gloucester to Ottawa (Kansas) | 4,302.51 mi (6,924.22 km) |
| Gloucester to Ottumwa (Iowa) | 4,077.56 mi (6,562.20 km) |
| Gloucester to Overland (Missouri) | 4,111.12 mi (6,616.22 km) |
| Gloucester to Overland Park (Kansas) | 4,266.60 mi (6,866.42 km) |
| Gloucester to Overlea (Maryland) | 3,529.08 mi (5,679.50 km) |
| Gloucester to Oviedo (Florida) | 4,231.28 mi (6,809.59 km) |
| Gloucester to Owasso (Oklahoma) | 4,439.55 mi (7,144.77 km) |
| Gloucester to Owatonna (Minnesota) | 3,961.84 mi (6,375.97 km) |
| Gloucester to Owensboro (Kentucky) | 4,029.16 mi (6,484.30 km) |
| Gloucester to Owings Mills (Maryland) | 3,538.13 mi (5,694.08 km) |
| Gloucester to Owosso (Michigan) | 3,672.05 mi (5,909.59 km) |
