| Winter Haven to Orangeburg (South Carolina) | 381.92 mi (614.64 km) |
| Winter Haven to Orangevale (California) | 2,376.47 mi (3,824.55 km) |
| Winter Haven to Orchards (Washington) | 2,529.52 mi (4,070.87 km) |
| Winter Haven to Orcutt (California) | 2,316.40 mi (3,727.89 km) |
| Winter Haven to Oregon (Ohio) | 947.51 mi (1,524.87 km) |
| Winter Haven to Oregon (Wisconsin) | 1,116.31 mi (1,796.53 km) |
| Winter Haven to Oregon City (Oregon) | 2,526.49 mi (4,065.99 km) |
| Winter Haven to Orem (Utah) | 1,901.04 mi (3,059.42 km) |
| Winter Haven to Orinda (California) | 2,423.29 mi (3,899.90 km) |
| Winter Haven to Orland Park (Illinois) | 1,001.55 mi (1,611.84 km) |
| Winter Haven to Orlando (Florida) | 39.07 mi (62.88 km) |
| Winter Haven to Ormond Beach (Florida) | 96.06 mi (154.59 km) |
| Winter Haven to Oro Valley (Arizona) | 1,768.55 mi (2,846.21 km) |
| Winter Haven to Oroville (California) | 2,401.03 mi (3,864.08 km) |
| Winter Haven to Oshkosh (Wisconsin) | 1,169.71 mi (1,882.47 km) |
