| Webster Groves to Yonkers (New York) | 889.26 mi (1,431.12 km) |
| Webster Groves to Yorba Linda (California) | 1,555.85 mi (2,503.90 km) |
| Webster Groves to York (Pennsylvania) | 734.09 mi (1,181.41 km) |
| Webster Groves to Yorktown (Indiana) | 281.07 mi (452.34 km) |
| Webster Groves to Yorkville (Illinois) | 234.72 mi (377.74 km) |
| Webster Groves to Youngstown (Ohio) | 543.13 mi (874.08 km) |
| Webster Groves to Youngsville (Louisiana) | 594.03 mi (955.99 km) |
| Webster Groves to Ypsilanti (Michigan) | 434.90 mi (699.90 km) |
| Webster Groves to Yuba City (California) | 1,675.14 mi (2,695.88 km) |
| Webster Groves to Yucaipa (California) | 1,513.19 mi (2,435.25 km) |
| Webster Groves to Yucca Valley (California) | 1,477.63 mi (2,378.01 km) |
| Webster Groves to Yukon (Oklahoma) | 460.03 mi (740.35 km) |
| Webster Groves to Yulee (Florida) | 741.87 mi (1,193.92 km) |
| Webster Groves to Yuma (Arizona) | 1,416.10 mi (2,279.00 km) |
| Webster Groves to Zachary (Louisiana) | 549.30 mi (884.01 km) |
