| Southborough to Yonkers (New York) | 3,469.20 mi (5,583.14 km) |
| Southborough to Yorba Linda (California) | 5,463.26 mi (8,792.26 km) |
| Southborough to York (Pennsylvania) | 3,628.92 mi (5,840.18 km) |
| Southborough to Yorktown (Indiana) | 3,970.29 mi (6,389.57 km) |
| Southborough to Yorkville (Illinois) | 4,015.42 mi (6,462.19 km) |
| Southborough to Youngstown (Ohio) | 3,736.48 mi (6,013.28 km) |
| Southborough to Youngsville (Louisiana) | 4,721.55 mi (7,598.59 km) |
| Southborough to Ypsilanti (Michigan) | 3,802.47 mi (6,119.48 km) |
| Southborough to Yuba City (California) | 5,281.25 mi (8,499.34 km) |
| Southborough to Yucaipa (California) | 5,431.39 mi (8,740.97 km) |
| Southborough to Yucca Valley (California) | 5,406.01 mi (8,700.13 km) |
| Southborough to Yukon (Oklahoma) | 4,670.01 mi (7,515.65 km) |
| Southborough to Yulee (Florida) | 4,265.44 mi (6,864.56 km) |
| Southborough to Yuma (Arizona) | 5,429.73 mi (8,738.31 km) |
| Southborough to Zachary (Louisiana) | 4,659.04 mi (7,498.00 km) |
