| Winston-Salem to Odenton (Maryland) | 282.91 mi (455.30 km) |
| Winston-Salem to Odessa (Texas) | 1,295.25 mi (2,084.50 km) |
| Winston-Salem to Ogden (Utah) | 1,736.70 mi (2,794.94 km) |
| Winston-Salem to Oildale (California) | 2,159.44 mi (3,475.27 km) |
| Winston-Salem to Ojus (Florida) | 701.09 mi (1,128.29 km) |
| Winston-Salem to Okemos (Michigan) | 507.05 mi (816.02 km) |
| Winston-Salem to Oklahoma City (Oklahoma) | 966.73 mi (1,555.80 km) |
| Winston-Salem to Okmulgee (Oklahoma) | 881.42 mi (1,418.51 km) |
| Winston-Salem to Olathe (Kansas) | 819.94 mi (1,319.56 km) |
| Winston-Salem to Old Jamestown (Missouri) | 580.89 mi (934.86 km) |
| Winston-Salem to Oldsmar (Florida) | 573.89 mi (923.59 km) |
| Winston-Salem to Olean (New York) | 424.56 mi (683.26 km) |
| Winston-Salem to Olive Branch (Mississippi) | 544.50 mi (876.29 km) |
| Winston-Salem to Olivehurst (California) | 2,250.80 mi (3,622.31 km) |
| Winston-Salem to Olney (Maryland) | 273.25 mi (439.75 km) |
