| Washington (District of Columbia) to Winter Garden | 762.54 mi (1,227.19 km) |
| Baltimore (Maryland) to Winter Garden | 796.26 mi (1,281.46 km) |
| Houston (Texas) to Winter Garden | 836.04 mi (1,345.47 km) |
| St. Louis (Missouri) to Winter Garden | 855.88 mi (1,377.40 km) |
| Philadelphia (Pennsylvania) to Winter Garden | 873.27 mi (1,405.39 km) |
| Brooklyn (New York) to Winter Garden | 941.93 mi (1,515.89 km) |
| New York (New York) to Winter Garden | 945.22 mi (1,521.19 km) |
| Dallas (Texas) to Winter Garden | 947.14 mi (1,524.27 km) |
| Queens (New York) to Winter Garden | 951.87 mi (1,531.89 km) |
| Detroit (Michigan) to Winter Garden | 960.04 mi (1,545.04 km) |
| Chicago (Illinois) to Winter Garden | 980.18 mi (1,577.45 km) |
| Boston (Massachusetts) to Winter Garden | 1,118.79 mi (1,800.51 km) |
| Tampa (Florida) to Winter Garden | 63.99 mi (102.98 km) |
| Minneapolis (Minnesota) to Winter Garden | 1,302.53 mi (2,096.22 km) |
| Denver (Colorado) to Winter Garden | 1,533.43 mi (2,467.81 km) |
| Phoenix (Arizona) to Winter Garden | 1,831.10 mi (2,946.87 km) |
| Las Vegas (Nevada) to Winter Garden | 2,023.83 mi (3,257.04 km) |
| San Diego (California) to Winter Garden | 2,121.59 mi (3,414.36 km) |
| Riverside (California) to Winter Garden | 2,136.38 mi (3,438.18 km) |
| Los Angeles (California) to Winter Garden | 2,194.33 mi (3,531.44 km) |
| San Francisco (California) to Winter Garden | 2,426.62 mi (3,905.27 km) |
| Miami (Florida) to Winter Garden | 208.75 mi (335.96 km) |
| Portland (Oregon) to Winter Garden | 2,514.14 mi (4,046.11 km) |
| Seattle (Washington) to Winter Garden | 2,536.42 mi (4,081.98 km) |
| Atlanta (Georgia) to Winter Garden | 397.47 mi (639.67 km) |
