| Wooster to Oskaloosa (Iowa) | 558.46 mi (898.75 km) |
| Wooster to Oswego (Illinois) | 337.90 mi (543.80 km) |
| Wooster to Oswego (New York) | 332.50 mi (535.10 km) |
| Wooster to Otsego (Minnesota) | 664.49 mi (1,069.40 km) |
| Wooster to Ottawa (Illinois) | 360.77 mi (580.60 km) |
| Wooster to Ottawa (Kansas) | 724.15 mi (1,165.40 km) |
| Wooster to Ottumwa (Iowa) | 547.27 mi (880.75 km) |
| Wooster to Overland (Missouri) | 471.17 mi (758.27 km) |
| Wooster to Overland Park (Kansas) | 688.84 mi (1,108.58 km) |
| Wooster to Overlea (Maryland) | 303.31 mi (488.14 km) |
| Wooster to Oviedo (Florida) | 841.18 mi (1,353.74 km) |
| Wooster to Owasso (Oklahoma) | 812.35 mi (1,307.34 km) |
| Wooster to Owatonna (Minnesota) | 618.11 mi (994.75 km) |
| Wooster to Owensboro (Kentucky) | 348.51 mi (560.87 km) |
| Wooster to Owings Mills (Maryland) | 288.50 mi (464.29 km) |
