| Jessup to Olympia Heights (Florida) | 950.30 mi (1,529.36 km) |
| Jessup to Omaha (Nebraska) | 1,025.42 mi (1,650.25 km) |
| Jessup to On Top of the World Designated Place (Florida) | 761.69 mi (1,225.82 km) |
| Jessup to Onalaska (Wisconsin) | 813.74 mi (1,309.58 km) |
| Jessup to Oneida (New York) | 277.53 mi (446.65 km) |
| Jessup to Oneonta (New York) | 245.32 mi (394.81 km) |
| Jessup to Ontario (California) | 2,272.95 mi (3,657.96 km) |
| Jessup to Ontario (Oregon) | 2,083.45 mi (3,352.99 km) |
| Jessup to Opa-locka (Florida) | 937.36 mi (1,508.53 km) |
| Jessup to Opelika (Alabama) | 657.09 mi (1,057.49 km) |
| Jessup to Opelousas (Louisiana) | 1,050.40 mi (1,690.45 km) |
| Jessup to Orange (California) | 2,290.34 mi (3,685.95 km) |
| Jessup to Orange (Texas) | 1,146.38 mi (1,844.93 km) |
| Jessup to Orange City (Florida) | 751.20 mi (1,208.95 km) |
| Jessup to Orangeburg (South Carolina) | 452.15 mi (727.66 km) |
