| Middletown to Yonkers (New York) | 562.38 mi (905.07 km) |
| Middletown to Yorba Linda (California) | 1,879.59 mi (3,024.90 km) |
| Middletown to York (Pennsylvania) | 406.77 mi (654.64 km) |
| Middletown to Yorktown (Indiana) | 76.84 mi (123.66 km) |
| Middletown to Yorkville (Illinois) | 260.87 mi (419.83 km) |
| Middletown to Youngstown (Ohio) | 224.86 mi (361.88 km) |
| Middletown to Youngsville (Louisiana) | 780.24 mi (1,255.67 km) |
| Middletown to Ypsilanti (Michigan) | 193.32 mi (311.12 km) |
| Middletown to Yuba City (California) | 1,978.01 mi (3,183.30 km) |
| Middletown to Yucaipa (California) | 1,837.09 mi (2,956.51 km) |
| Middletown to Yucca Valley (California) | 1,801.72 mi (2,899.59 km) |
| Middletown to Yukon (Oklahoma) | 783.22 mi (1,260.46 km) |
| Middletown to Yulee (Florida) | 632.74 mi (1,018.30 km) |
| Middletown to Yuma (Arizona) | 1,743.08 mi (2,805.21 km) |
| Middletown to Zachary (Louisiana) | 721.04 mi (1,160.40 km) |
