| Winter Haven to Oakleaf Plantation (Florida) | 149.26 mi (240.20 km) |
| Winter Haven to Oakley (California) | 2,397.60 mi (3,858.56 km) |
| Winter Haven to Oakton (Virginia) | 792.88 mi (1,276.02 km) |
| Winter Haven to Oakville (Missouri) | 875.40 mi (1,408.83 km) |
| Winter Haven to Oatfield (Oregon) | 2,527.76 mi (4,068.03 km) |
| Winter Haven to Ocala (Florida) | 85.07 mi (136.91 km) |
| Winter Haven to Ocean Acres (New Jersey) | 914.67 mi (1,472.02 km) |
| Winter Haven to Ocean City (New Jersey) | 877.68 mi (1,412.49 km) |
| Winter Haven to Ocean Pines (Maryland) | 810.11 mi (1,303.75 km) |
| Winter Haven to Ocean Pointe (Hawaii) | 4,738.77 mi (7,626.31 km) |
| Winter Haven to Ocean Springs (Mississippi) | 458.10 mi (737.24 km) |
| Winter Haven to Oceanside (California) | 2,137.17 mi (3,439.44 km) |
| Winter Haven to Oceanside (New York) | 984.91 mi (1,585.06 km) |
| Winter Haven to Ocoee (Florida) | 40.54 mi (65.25 km) |
| Winter Haven to Oconomowoc (Wisconsin) | 1,109.21 mi (1,785.11 km) |
