| Winter Springs to Rowlett (Texas) | 951.53 mi (1,531.33 km) |
| Winter Springs to Roy (Utah) | 1,931.16 mi (3,107.90 km) |
| Winter Springs to Royal Kunia (Hawaii) | 4,751.02 mi (7,646.03 km) |
| Winter Springs to Royal Oak (Michigan) | 960.61 mi (1,545.95 km) |
| Winter Springs to Royal Palm Beach (Florida) | 151.35 mi (243.58 km) |
| Winter Springs to Royse City (Texas) | 939.54 mi (1,512.04 km) |
| Winter Springs to Ruskin (Florida) | 97.55 mi (156.99 km) |
| Winter Springs to Russellville (Alabama) | 552.86 mi (889.74 km) |
| Winter Springs to Russellville (Arkansas) | 830.22 mi (1,336.11 km) |
| Winter Springs to Ruston (Louisiana) | 725.68 mi (1,167.86 km) |
| Winter Springs to Rutherford (New Jersey) | 930.81 mi (1,497.99 km) |
| Winter Springs to Rutland (Vermont) | 1,128.48 mi (1,816.12 km) |
| Winter Springs to Sabana Grande (Puerto Rico) | 1,164.34 mi (1,873.83 km) |
| Winter Springs to Sachse (Texas) | 954.19 mi (1,535.61 km) |
| Winter Springs to Saco (Maine) | 1,187.86 mi (1,911.67 km) |
