Puerto Rico Islanders 
| 2008-04-17 | NASL | Portland Timbers | (A) | 0 | - 1 | L | |
| 2008-04-25 | NASL | Miami FC | (H) | 0 | - 2 | L | |
| 2008-04-27 | NASL | Miami FC | (H) | 3 | - 1 | W | |
| 2008-05-02 | NASL | Montreal Impact | (H) | 0 | - 1 | L | |
| 2008-05-16 | NASL | Portland Timbers | (H) | 2 | - 2 | D | |
| 2008-05-30 | NASL | Seattle Sounders FC | (H) | 1 | - 1 | D | |
| 2008-06-06 | NASL | Atlanta Silverbacks | (A) | 1 | - 1 | D | |
| 2008-06-12 | NASL | Carolina RailHawks FC | (H) | 3 | - 0 | W | |
| 2008-06-21 | NASL | Atlanta Silverbacks | (A) | 1 | - 3 | L | |
| 2008-06-27 | NASL | Minnesota Thund. | (H) | 1 | - 0 | W | |
| 2008-06-29 | NASL | Minnesota Thund. | (H) | 3 | - 1 | W | |
| 2008-07-04 | NASL | Miami FC | (A) | 0 | - 1 | L | |
| 2008-07-06 | NASL | Montreal Impact | (A) | 1 | - 0 | W | |
| 2008-07-10 | NASL | Portland Timbers | (A) | 2 | - 0 | W | |
| 2008-07-12 | NASL | Charleston Battery | (A) | 3 | - 1 | W | |
| 2008-07-18 | NASL | Carolina RailHawks FC | (A) | 2 | - 0 | W | |
| 2008-07-27 | NASL | Minnesota Thund. | (A) | 3 | - 2 | W | |
| 2008-08-01 | NASL | Seattle Sounders FC | (H) | 1 | - 2 | L | |
| 2008-08-03 | NASL | Carolina RailHawks FC | (H) | 1 | - 0 | W | |
| 2008-08-08 | NASL | Rochester Rhinos | (H) | 4 | - 0 | W | |
| 2008-08-10 | NASL | Rochester Rhinos | (A) | 1 | - 1 | D | |
| 2008-08-15 | NASL | Seattle Sounders FC | (A) | 3 | - 0 | W | |
| 2008-08-17 | NASL | Vancouver Whitecaps FC | (A) | 0 | - 0 | D | |
| 2008-08-22 | NASL | Charleston Battery | (H) | 2 | - 1 | W | |
| 2008-08-29 | NASL | Charleston Battery | (A) | 0 | - 0 | D | |
| 2008-08-31 | NASL | Vancouver Whitecaps FC | (H) | 1 | - 1 | D | |
| 2008-09-05 | NASL | Vancouver Whitecaps FC | (H) | 1 | - 0 | W | |
| 2008-09-12 | NASL | Rochester Rhinos | (A) | 2 | - 0 | W | |
| 2008-09-19 | NASL | Atlanta Silverbacks | (H) | 1 | - 1 | D | |
| 2008-09-21 | NASL | Montreal Impact | (A) | 0 | - 0 | D |