| Washington (District of Columbia) to Winter Haven | 799.29 mi (1,286.33 km) |
| Baltimore (Maryland) to Winter Haven | 832.93 mi (1,340.48 km) |
| Houston (Texas) to Winter Haven | 836.43 mi (1,346.11 km) |
| St. Louis (Missouri) to Winter Haven | 883.40 mi (1,421.69 km) |
| Philadelphia (Pennsylvania) to Winter Haven | 909.50 mi (1,463.69 km) |
| Dallas (Texas) to Winter Haven | 955.51 mi (1,537.75 km) |
| Brooklyn (New York) to Winter Haven | 977.82 mi (1,573.65 km) |
| New York (New York) to Winter Haven | 981.12 mi (1,578.96 km) |
| Queens (New York) to Winter Haven | 987.73 mi (1,589.59 km) |
| Detroit (Michigan) to Winter Haven | 996.09 mi (1,603.05 km) |
| Chicago (Illinois) to Winter Haven | 1,012.96 mi (1,630.19 km) |
| Boston (Massachusetts) to Winter Haven | 1,154.00 mi (1,857.19 km) |
| Minneapolis (Minnesota) to Winter Haven | 1,332.72 mi (2,144.81 km) |
| Denver (Colorado) to Winter Haven | 1,550.40 mi (2,495.13 km) |
| Phoenix (Arizona) to Winter Haven | 1,837.11 mi (2,956.55 km) |
| Miami (Florida) to Winter Haven | 179.26 mi (288.50 km) |
| Las Vegas (Nevada) to Winter Haven | 2,033.15 mi (3,272.04 km) |
| San Diego (California) to Winter Haven | 2,126.50 mi (3,422.27 km) |
| Riverside (California) to Winter Haven | 2,142.68 mi (3,448.31 km) |
| Los Angeles (California) to Winter Haven | 2,200.84 mi (3,541.90 km) |
| San Francisco (California) to Winter Haven | 2,437.17 mi (3,922.24 km) |
| Portland (Oregon) to Winter Haven | 2,532.50 mi (4,075.66 km) |
| Seattle (Washington) to Winter Haven | 2,556.70 mi (4,114.61 km) |
| Tampa (Florida) to Winter Haven | 45.36 mi (73.00 km) |
| Atlanta (Georgia) to Winter Haven | 428.80 mi (690.08 km) |
