| Wooster to Orangeburg (South Carolina) | 509.45 mi (819.88 km) |
| Wooster to Orangevale (California) | 2,074.63 mi (3,338.80 km) |
| Wooster to Orchards (Washington) | 2,048.00 mi (3,295.94 km) |
| Wooster to Orcutt (California) | 2,122.27 mi (3,415.47 km) |
| Wooster to Oregon (Ohio) | 96.91 mi (155.96 km) |
| Wooster to Oregon (Wisconsin) | 410.13 mi (660.04 km) |
| Wooster to Oregon City (Oregon) | 2,053.31 mi (3,304.49 km) |
| Wooster to Orem (Utah) | 1,555.38 mi (2,503.14 km) |
| Wooster to Orinda (California) | 2,140.96 mi (3,445.54 km) |
| Wooster to Orland Park (Illinois) | 312.87 mi (503.51 km) |
| Wooster to Orlando (Florida) | 853.27 mi (1,373.21 km) |
| Wooster to Ormond Beach (Florida) | 797.24 mi (1,283.04 km) |
| Wooster to Oro Valley (Arizona) | 1,702.41 mi (2,739.76 km) |
| Wooster to Oroville (California) | 2,076.72 mi (3,342.16 km) |
| Wooster to Oshkosh (Wisconsin) | 403.97 mi (650.12 km) |
