| Pittsfield to Indianapolis (Indiana) | 694.95 mi (1,118.41 km) |
| Pittsfield to Indianola (Iowa) | 1,044.30 mi (1,680.63 km) |
| Pittsfield to Indio (California) | 2,386.04 mi (3,839.95 km) |
| Pittsfield to Inglewood (California) | 2,486.53 mi (4,001.69 km) |
| Pittsfield to Inkster (Michigan) | 513.03 mi (825.65 km) |
| Pittsfield to Inver Grove Heights (Minnesota) | 1,000.92 mi (1,610.83 km) |
| Pittsfield to Inwood (New York) | 128.94 mi (207.51 km) |
| Pittsfield to Iona (Florida) | 1,205.74 mi (1,940.45 km) |
| Pittsfield to Ionia (Michigan) | 600.26 mi (966.02 km) |
| Pittsfield to Iowa City (Iowa) | 937.09 mi (1,508.10 km) |
| Pittsfield to Irmo (South Carolina) | 719.05 mi (1,157.19 km) |
| Pittsfield to Irondale (Alabama) | 952.45 mi (1,532.82 km) |
| Pittsfield to Ironton (Ohio) | 563.62 mi (907.05 km) |
| Pittsfield to Irvine (California) | 2,466.33 mi (3,969.18 km) |
| Pittsfield to Irving (Texas) | 1,449.63 mi (2,332.96 km) |
