| Annapolis to Oswego (Illinois) | 650.22 mi (1,046.43 km) |
| Annapolis to Oswego (New York) | 309.61 mi (498.26 km) |
| Annapolis to Otsego (Minnesota) | 976.41 mi (1,571.38 km) |
| Annapolis to Ottawa (Illinois) | 670.49 mi (1,079.05 km) |
| Annapolis to Ottawa (Kansas) | 1,008.86 mi (1,623.61 km) |
| Annapolis to Ottumwa (Iowa) | 852.93 mi (1,372.65 km) |
| Annapolis to Overland (Missouri) | 745.71 mi (1,200.11 km) |
| Annapolis to Overland Park (Kansas) | 975.68 mi (1,570.20 km) |
| Annapolis to Overlea (Maryland) | 27.20 mi (43.78 km) |
| Annapolis to Oviedo (Florida) | 761.24 mi (1,225.10 km) |
| Annapolis to Owasso (Oklahoma) | 1,071.55 mi (1,724.50 km) |
| Annapolis to Owatonna (Minnesota) | 932.54 mi (1,500.78 km) |
| Annapolis to Owensboro (Kentucky) | 580.66 mi (934.49 km) |
| Annapolis to Owings Mills (Maryland) | 34.11 mi (54.90 km) |
| Annapolis to Owosso (Michigan) | 486.95 mi (783.67 km) |
