| Winter Park to Washington (District of Columbia) | 753.96 mi (1,213.37 km) |
| Winter Park to Baltimore (Maryland) | 787.50 mi (1,267.36 km) |
| Winter Park to Houston (Texas) | 850.55 mi (1,368.82 km) |
| Winter Park to St. Louis (Missouri) | 861.10 mi (1,385.80 km) |
| Winter Park to Philadelphia (Pennsylvania) | 863.70 mi (1,389.99 km) |
| Winter Park to Brooklyn (New York) | 931.89 mi (1,499.73 km) |
| Winter Park to New York (New York) | 935.19 mi (1,505.04 km) |
| Winter Park to Queens (New York) | 941.78 mi (1,515.65 km) |
| Winter Park to Detroit (Michigan) | 957.48 mi (1,540.91 km) |
| Winter Park to Dallas (Texas) | 959.94 mi (1,544.87 km) |
| Winter Park to Chicago (Illinois) | 981.52 mi (1,579.60 km) |
| Winter Park to Boston (Massachusetts) | 1,107.99 mi (1,783.13 km) |
| Winter Park to Tampa (Florida) | 78.91 mi (126.99 km) |
| Winter Park to Minneapolis (Minnesota) | 1,305.87 mi (2,101.60 km) |
| Winter Park to Denver (Colorado) | 1,543.45 mi (2,483.94 km) |
| Winter Park to Phoenix (Arizona) | 1,844.37 mi (2,968.23 km) |
| Winter Park to Las Vegas (Nevada) | 2,036.26 mi (3,277.04 km) |
| Winter Park to San Diego (California) | 2,135.09 mi (3,436.10 km) |
| Winter Park to Riverside (California) | 2,149.57 mi (3,459.40 km) |
| Winter Park to Los Angeles (California) | 2,207.47 mi (3,552.58 km) |
| Winter Park to San Francisco (California) | 2,438.68 mi (3,924.68 km) |
| Winter Park to Miami (Florida) | 206.60 mi (332.49 km) |
| Winter Park to Portland (Oregon) | 2,523.55 mi (4,061.27 km) |
| Winter Park to Seattle (Washington) | 2,545.05 mi (4,095.87 km) |
| Winter Park to Atlanta (Georgia) | 400.44 mi (644.44 km) |
