| Jessup to Oswego (Illinois) | 632.25 mi (1,017.52 km) |
| Jessup to Oswego (New York) | 297.64 mi (479.01 km) |
| Jessup to Otsego (Minnesota) | 957.50 mi (1,540.95 km) |
| Jessup to Ottawa (Illinois) | 652.81 mi (1,050.60 km) |
| Jessup to Ottawa (Kansas) | 993.41 mi (1,598.73 km) |
| Jessup to Ottumwa (Iowa) | 835.73 mi (1,344.97 km) |
| Jessup to Overland (Missouri) | 730.60 mi (1,175.78 km) |
| Jessup to Overland Park (Kansas) | 960.04 mi (1,545.04 km) |
| Jessup to Overlea (Maryland) | 20.36 mi (32.77 km) |
| Jessup to Oviedo (Florida) | 767.41 mi (1,235.03 km) |
| Jessup to Owasso (Oklahoma) | 1,057.91 mi (1,702.54 km) |
| Jessup to Owatonna (Minnesota) | 913.89 mi (1,470.77 km) |
| Jessup to Owensboro (Kentucky) | 567.35 mi (913.06 km) |
| Jessup to Owings Mills (Maryland) | 18.17 mi (29.24 km) |
| Jessup to Owosso (Michigan) | 467.86 mi (752.95 km) |
