| Winter Park to Cadillac (Michigan) | 1,104.40 mi (1,777.36 km) |
| Winter Park to Caguas (Puerto Rico) | 1,204.10 mi (1,937.81 km) |
| Winter Park to Cahokia (Illinois) | 855.05 mi (1,376.08 km) |
| Winter Park to Calabasas (California) | 2,222.45 mi (3,576.68 km) |
| Winter Park to Caldwell (Idaho) | 2,205.33 mi (3,549.14 km) |
| Winter Park to Caledonia (Wisconsin) | 1,046.46 mi (1,684.12 km) |
| Winter Park to Calera (Alabama) | 447.53 mi (720.23 km) |
| Winter Park to Calexico (California) | 2,040.81 mi (3,284.36 km) |
| Winter Park to Calhoun (Georgia) | 458.74 mi (738.27 km) |
| Winter Park to California (Maryland) | 725.74 mi (1,167.97 km) |
| Winter Park to California City (California) | 2,177.87 mi (3,504.94 km) |
| Winter Park to Callaway (Florida) | 274.94 mi (442.47 km) |
| Winter Park to Calumet City (Illinois) | 964.52 mi (1,552.24 km) |
| Winter Park to Calverton (Maryland) | 765.13 mi (1,231.36 km) |
| Winter Park to Camano (Washington) | 2,562.63 mi (4,124.15 km) |