| Team | P | W | D | L | F | A | GD | Pts |
| 1 | Glacis Utd | 20 | 15 | 2 | 3 | 61 | 22 | 39 | 47 |
| 2 | Manchester Utd | 20 | 12 | 2 | 6 | 45 | 34 | 11 | 38 |
| 3 | St Joseph's | 20 | 10 | 4 | 6 | 63 | 55 | 8 | 34 |
| 4 | Lincoln | 20 | 9 | 1 | 10 | 54 | 41 | 13 | 28 |
| 5 | Gibraltar Utd | 20 | 6 | 6 | 8 | 46 | 43 | 3 | 24 |
| 6 | Lions | 20 | 0 | 1 | 19 | 17 | 91 | -74 | 1 |
G.F.A 1st Division Fixtures/Results - Season 1999-2000
Pepe Reyes Cup
| 2/10/99 | Man Utd | 1-2 | Gib Utd |
| 9/10/99 | Glacis Utd | 2-1 | Gib Utd |
| 9/10/99 | St Joseph's | 3-7 | Man Utd |
| 11/10/99 | Lincoln | 3-0 | Lions FC |
| 16/10/99 | Man Utd | 0-1 | Lincoln |
| 16/10/99 | Lions FC | 1-6 | Glacis Utd |
| 18/10/99 | Gib Utd | 2-2 | St Joseph's |
| 23/10/99 | St Joseph's | 2-1 | Glacis Utd |
| 23/10/99 | Lincoln | 4-0 | Gib Utd |
| 25/10/99 | Lions FC | 0-3 | Man Utd |
| 30/10/99 | St Joseph's | 3-1 | Lions FC |
| 30/10/99 | Glacis Utd | 2-1 | Lincoln |
| 01/11/99 | Gib Utd | 0-1 | Man Utd |
| 06/11/99 | Man Utd | 0-2 | Glacis Utd |
| 06/11/99 | Lincoln | 1-3 | St Joseph's |
| 08/11/99 | Lions FC | 1-1 | Gib Utd |
| 13/11/99 | Gib Utd | 1-4 | Glacis Utd |
| 13/11/99 | Man Utd | 1-4 | St Joseph's |
| 15/11/99 | Lions FC | 0-5 | Lincoln |
| 20/11/99 | Glacis Utd | 5-1 | Lions FC |
| 20/11/99 | St Joseph's | 2-2 | Gib Utd |
| 22/11/99 | Lincoln | 1-3 | Man Utd |
| 27/11/99 | Glacis Utd | 1-1 | St Joseph's |
| 29/11/99 | Gib Utd | 3-1 | Lincoln |
| 04/12/99 | Man Utd | 2-0 | Lions FC |
| 04/12/99 | Lions FC | 1-5 | St Joseph's |
| 06/12/99 | Lincoln | 0-1 | Glacis Utd |
| 07/12/99 | Man Utd | 3-1 | Gib Utd |
| 18/12/99 | Glacis Utd | 5-0 | Man Utd |
| 18/12/99 | Gib Utd | 5-1 | Lions FC |
| 20/12/99 | St Joseph's | 4-1 | Lincoln |
| 08/01/2000 | St Joseph's | 1-5 | Man Utd |
| 08/01/2000 | Lincoln | 8-0 | Lions FC |
| 10/01/2000 | Glacis Utd | 1-1 | Gib Utd |
| 15/01/2000 | Man Utd | 2-2 | Lincoln |
| 15/01/2000 | Gib Utd | 3-3 | St Joseph's |
| 17/01/2000 | Lions FC | 0-4 | Glacis Utd |
| 22/01/2000 | St Joseph's | 2-3 | Glacis Utd |
| 22/01/2000 | Lincoln | 2-3 | Gib Utd |
| 24/01/2000 | Lions FC | 1-4 | Man Utd |
| 29/01/2000 | Gib Utd | 2-3 | Man Utd |
| 29/01/2000 | Glacis Utd | 1-4 | Lincoln |
| 31/01/2000 | St Joseph's | 7-4 | Lions FC |
| 12/02/2000 | Lincoln | 2-5 | St Joseph's |
| 12/02/2000 | Man Utd | 2-1 | Glacis Utd |
| 14/02/2000 | Lions FC | 1-7 | Gib Utd |
| 21/02/2000 | St Joseph's | 5-0 | Lions FC |
| 26/02/2000 | Man Utd | 1-3 | St Joseph's |
| 28/02/2000 | Gib Utd | 0-2 | Glacis Utd |
| 04/03/2000 | Lincoln | 1-2 | Man Utd |
| 04/03/2000 | St Joseph's | 3-5 | Gib Utd |
| 14/03/2000 | Glacis Utd | 6-0 | Lions FC |
| 20/03/2000 | Gib Utd | 2-3 | Lincoln |
| 25/03/2000 | Glacis Utd | 6-2 | St Joseph's |
| 25/03/2000 | Man Utd | 3-0 | Lions FC |
| 28/03/2000 | Lions FC | 3-4 | Lincoln |
| 08/04/2000 | Man Utd | 2-2 | Gib Utd |
| 08/04/2000 | Lincoln | 2-4 | Glacis Utd |
| 15/04/2000 | Gib Utd | 5-3 | Lions FC |
| 22/04/2000 | Glacis Utd | 4-1 | Man Utd |
| 22/04/2000 | St Joseph's | 3-8 | Lincoln |
GFA 2nd Division 1999/2000
GFA 3rd Division 1999/2000
Rock Cup 2000
Laguna F.C Official Site
Gibraltar Football Association Official Site
 | Season 1999/2000 | |