| Southborough to Iselin (New Jersey) | 3,503.83 mi (5,638.87 km) |
| Southborough to Isla Vista (California) | 5,499.86 mi (8,851.17 km) |
| Southborough to Issaquah (Washington) | 4,809.72 mi (7,740.50 km) |
| Southborough to Ithaca (New York) | 3,512.21 mi (5,652.36 km) |
| Southborough to Ives Estates (Florida) | 4,438.73 mi (7,143.44 km) |
| Southborough to Jackson (Michigan) | 3,832.92 mi (6,168.49 km) |
| Southborough to Jackson (Mississippi) | 4,537.46 mi (7,302.34 km) |
| Southborough to Jackson (Missouri) | 4,265.35 mi (6,864.42 km) |
| Southborough to Jackson (Tennessee) | 4,317.17 mi (6,947.82 km) |
| Southborough to Jackson (Wyoming) | 4,707.41 mi (7,575.84 km) |
| Southborough to Jacksonville (Alabama) | 4,283.35 mi (6,893.39 km) |
| Southborough to Jacksonville (Arkansas) | 4,485.36 mi (7,218.49 km) |
| Southborough to Jacksonville (Florida) | 4,284.79 mi (6,895.70 km) |
| Southborough to Jacksonville (Illinois) | 4,174.53 mi (6,718.26 km) |
| Southborough to Jacksonville (North Carolina) | 3,894.48 mi (6,267.56 km) |
