| Winter Springs to Odenton (Maryland) | 763.25 mi (1,228.33 km) |
| Winter Springs to Odessa (Texas) | 1,274.46 mi (2,051.05 km) |
| Winter Springs to Ogden (Utah) | 1,928.29 mi (3,103.29 km) |
| Winter Springs to Oildale (California) | 2,245.51 mi (3,613.81 km) |
| Winter Springs to Ojus (Florida) | 200.71 mi (323.02 km) |
| Winter Springs to Okemos (Michigan) | 984.19 mi (1,583.90 km) |
| Winter Springs to Oklahoma City (Oklahoma) | 1,058.14 mi (1,702.91 km) |
| Winter Springs to Okmulgee (Oklahoma) | 984.32 mi (1,584.11 km) |
| Winter Springs to Olathe (Kansas) | 1,047.34 mi (1,685.53 km) |
| Winter Springs to Old Jamestown (Missouri) | 870.72 mi (1,401.28 km) |
| Winter Springs to Oldsmar (Florida) | 95.83 mi (154.23 km) |
| Winter Springs to Olean (New York) | 938.92 mi (1,511.04 km) |
| Winter Springs to Olive Branch (Mississippi) | 663.80 mi (1,068.29 km) |
| Winter Springs to Olivehurst (California) | 2,397.92 mi (3,859.08 km) |
| Winter Springs to Olney (Maryland) | 761.35 mi (1,225.27 km) |
