| Winter Springs to Ramsey (New Jersey) | 944.48 mi (1,519.99 km) |
| Winter Springs to Rancho Cordova (California) | 2,378.75 mi (3,828.23 km) |
| Winter Springs to Rancho Cucamonga (California) | 2,161.57 mi (3,478.72 km) |
| Winter Springs to Rancho Mirage (California) | 2,096.28 mi (3,373.64 km) |
| Winter Springs to Rancho Palos Verdes (California) | 2,207.51 mi (3,552.64 km) |
| Winter Springs to Rancho San Diego (California) | 2,125.99 mi (3,421.45 km) |
| Winter Springs to Rancho Santa Margarita (California) | 2,163.71 mi (3,482.16 km) |
| Winter Springs to Randallstown (Maryland) | 780.93 mi (1,256.79 km) |
| Winter Springs to Rantoul (Illinois) | 892.36 mi (1,436.12 km) |
| Winter Springs to Rapid City (South Dakota) | 1,609.47 mi (2,590.19 km) |
| Winter Springs to Ravenna (Ohio) | 861.75 mi (1,386.86 km) |
| Winter Springs to Raymondville (Texas) | 1,021.51 mi (1,643.97 km) |
| Winter Springs to Raymore (Missouri) | 1,028.65 mi (1,655.46 km) |
| Winter Springs to Raytown (Missouri) | 1,037.24 mi (1,669.28 km) |
| Winter Springs to Reading (Ohio) | 750.00 mi (1,207.01 km) |
