| Osbourne Fleming | |
| Order: | 6th Chief Minister of Anguilla |
| Term Start: | March 6, 2000 |
| Term End: | February 18, 2010 |
| Predecessor: | Hubert Hughes |
| Successor: | Hubert Hughes |
| Birth Date: | February 18, 1940 |
| Party: | Anguilla National Alliance Coalition part of the Anguilla United Front |
Osbourne Berrington Fleming (born February 18, 1940) is a politician and a former chief minister of Anguilla.[1] He held that post from March 6, 2000, three days after the Anguilla United Front, a conservative coalition which included Fleming's Anguilla National Alliance[2] won parliamentary elections, gaining at least 4 of the 7 seats, until February 15, 2010 in which he retired from his seat as the chief minister of Anguilla. Mr. Fleming was a prominent and successful businessman prior to entering politics. He served for many years as Minister of Finance before winning election as Anguilla's Chief Minister.