| Difficult Run to Oakley (California) | 2,376.58 mi (3,824.74 km) |
| Difficult Run to Oakton (Virginia) | 2.60 mi (4.19 km) |
| Difficult Run to Oakville (Missouri) | 699.88 mi (1,126.36 km) |
| Difficult Run to Oatfield (Oregon) | 2,329.04 mi (3,748.23 km) |
| Difficult Run to Ocala (Florida) | 725.65 mi (1,167.82 km) |
| Difficult Run to Ocean Acres (New Jersey) | 173.90 mi (279.87 km) |
| Difficult Run to Ocean City (New Jersey) | 149.38 mi (240.40 km) |
| Difficult Run to Ocean Pines (Maryland) | 123.88 mi (199.37 km) |
| Difficult Run to Ocean Pointe (Hawaii) | 4,821.21 mi (7,758.99 km) |
| Difficult Run to Ocean Springs (Mississippi) | 874.48 mi (1,407.34 km) |
| Difficult Run to Oceanside (California) | 2,247.89 mi (3,617.62 km) |
| Difficult Run to Oceanside (New York) | 230.50 mi (370.95 km) |
| Difficult Run to Ocoee (Florida) | 752.40 mi (1,210.86 km) |
| Difficult Run to Oconomowoc (Wisconsin) | 648.91 mi (1,044.32 km) |
| Difficult Run to Odenton (Maryland) | 36.88 mi (59.36 km) |
