| Winston-Salem to Oakleaf Plantation (Florida) | 419.96 mi (675.85 km) |
| Winston-Salem to Oakley (California) | 2,269.74 mi (3,652.80 km) |
| Winston-Salem to Oakton (Virginia) | 251.70 mi (405.06 km) |
| Winston-Salem to Oakville (Missouri) | 575.93 mi (926.87 km) |
| Winston-Salem to Oatfield (Oregon) | 2,278.18 mi (3,666.38 km) |
| Winston-Salem to Ocala (Florida) | 490.91 mi (790.04 km) |
| Winston-Salem to Ocean Acres (New Jersey) | 411.54 mi (662.31 km) |
| Winston-Salem to Ocean City (New Jersey) | 378.78 mi (609.59 km) |
| Winston-Salem to Ocean Pines (Maryland) | 322.31 mi (518.71 km) |
| Winston-Salem to Ocean Pointe (Hawaii) | 4,702.41 mi (7,567.79 km) |
| Winston-Salem to Ocean Springs (Mississippi) | 629.95 mi (1,013.81 km) |
| Winston-Salem to Oceanside (California) | 2,102.08 mi (3,382.96 km) |
| Winston-Salem to Oceanside (New York) | 475.92 mi (765.92 km) |
| Winston-Salem to Ocoee (Florida) | 525.07 mi (845.02 km) |
| Winston-Salem to Oconomowoc (Wisconsin) | 651.90 mi (1,049.13 km) |
