| Gloucester to Yonkers (New York) | 3,351.54 mi (5,393.79 km) |
| Gloucester to Yorba Linda (California) | 5,349.77 mi (8,609.62 km) |
| Gloucester to York (Pennsylvania) | 3,511.09 mi (5,650.56 km) |
| Gloucester to Yorktown (Indiana) | 3,851.91 mi (6,199.06 km) |
| Gloucester to Yorkville (Illinois) | 3,897.22 mi (6,271.97 km) |
| Gloucester to Youngstown (Ohio) | 3,618.17 mi (5,822.89 km) |
| Gloucester to Youngsville (Louisiana) | 4,603.42 mi (7,408.49 km) |
| Gloucester to Ypsilanti (Michigan) | 3,684.10 mi (5,928.99 km) |
| Gloucester to Yuba City (California) | 5,171.63 mi (8,322.93 km) |
| Gloucester to Yucaipa (California) | 5,317.65 mi (8,557.93 km) |
| Gloucester to Yucca Valley (California) | 5,292.06 mi (8,516.75 km) |
| Gloucester to Yukon (Oklahoma) | 4,551.93 mi (7,325.63 km) |
| Gloucester to Yulee (Florida) | 4,149.08 mi (6,677.29 km) |
| Gloucester to Yuma (Arizona) | 5,314.63 mi (8,553.07 km) |
| Gloucester to Zachary (Louisiana) | 4,540.93 mi (7,307.93 km) |
