| Date | Competition | Outcome | Home team | Score/Time | Visiting Team | ||
|---|---|---|---|---|---|---|---|
| 10/27/1990 | Olympi… | W |
Puerto Rico U23 | 0 - 3 | Jamaica U23 | More info | |
| 11/11/1990 | Olympi… | W |
Jamaica U23 | 2 - 0 | Puerto Rico U23 | More info | |
| 02/23/1991 | Olympi… | W |
Trinidad an… | 0 - 1 | Jamaica U23 | More info | |
| 03/02/1991 | Olympi… | L |
Jamaica U23 | 0 - 1 | Trinidad an… | More info | |
| 03/23/1991 | Olympi… | L |
Jamaica U23 |
1 - 1
Pen 2 - 5 |
Trinidad an… | More info | |
| 12/01/1994 | Pan Am … | L |
Jamaica U23 | 2 - 4 | Trinidad an… | More info | |
| 12/03/1994 | Pan Am … | W |
Jamaica U23 | 2 - 1 | Trinidad an… | More info | |
| 12/05/1994 | Pan Am … | D |
Jamaica U23 | 1 - 1 | Bermuda U23 | More info | |
| 12/07/1994 | Pan Am … | L |
Jamaica U23 |
0 - 1
AET |
Bermuda U23 | More info | |
| 06/03/1995 | Olympi… | W |
Jamaica U23 | 6 - 0 | St. Lucia U23 | More info | |
| 06/05/1995 | Olympi… | W |
Jamaica U23 | 6 - 1 | Antigua an… | More info | |
| 06/07/1995 | Olympi… | W |
Jamaica U23 | 7 - 0 | Cayman Isla… | More info | |
| 05/09/1996 | Olympi… | L |
Canada U23 | 3 - 0 | Jamaica U23 | More info | |
| 05/12/1996 | Olympi… | L |
El Salvador U23 | 3 - 1 | Jamaica U23 | More info | |
| 05/14/1996 | Olympi… | W |
Costa Rica U23 | 1 - 2 | Jamaica U23 | More info | |
| 05/16/1996 | Olympi… | L |
Mexico U23 | 2 - 1 | Jamaica U23 | More info | |
| 05/18/1996 | Olympi… | W |
Jamaica U23 | 3 - 2 | Trinidad an… | More info | |
| 07/22/1999 | Pan Am … | W |
Uruguay U23 | 0 - 2 | Jamaica U23 | More info | |
| 07/26/1999 | Pan Am … | W |
Jamaica U23 | 2 - 0 | Cuba U23 | More info | |
| 07/28/1999 | Pan Am … | L |
United Stat… | 2 - 1 | Jamaica U23 | More info | |
| 07/30/1999 | Pan Am … | L |
Jamaica U23 | 1 - 2 | Honduras U23 | More info | |
| 09/18/1999 | Olympi… | W |
St Kitts an… | 1 - 3 | Jamaica U23 | More info | |
| 09/25/1999 | Olympi… | W |
Jamaica U23 | 2 - 1 | St Kitts an… | More info | |
| 04/03/2000 | Olympi… | L |
Jamaica U23 | 1 - 2 | Costa Rica U23 | More info | |
| 04/05/2000 | Olympi… | L |
Mexico U23 | 5 - 0 | Jamaica U23 | More info | |
| 04/07/2000 | Olympi… | L |
Jamaica U23 | 0 - 2 | Honduras U23 | More info | |
| 09/06/2003 | Olympi… | D |
Cuba U23 | 1 - 1 | Jamaica U23 | More info | |
| 10/11/2003 | Olympi… | W |
Jamaica U23 | 1 - 0 | Cuba U23 | More info | |
| 11/15/2003 | Olympi… | W |
Jamaica U23 | 2 - 0 | Guatemala U23 | More info | |
| 11/18/2003 | Olympi… | L |
Guatemala U23 |
2 - 1
AET |
Jamaica U23 | More info | |
| 02/01/2004 | Olympi… | L |
Costa Rica U23 | 3 - 0 | Jamaica U23 | More info | |
| 02/03/2004 | Olympi… | L |
Mexico U23 | 4 - 0 | Jamaica U23 | More info | |
| 02/05/2004 | Olympi… | L |
Jamaica U23 | 1 - 2 | Trinidad an… | More info | |
| 09/08/2007 | Olympi… | W |
Antigua an… | 1 - 6 | Jamaica U23 | More info | |
| 09/10/2007 | Olympi… | W |
Jamaica U23 | 1 - 0 | Barbados U23 | More info | |
| 09/12/2007 | Olympi… | W |
Aruba U23 | 0 - 5 | Jamaica U23 | More info | |
| 10/10/2007 | Olympi… | L |
Bahamas U23 | 1 - 0 | Jamaica U23 | More info | |
| 10/12/2007 | Olympi… | L |
Haiti U23 | 2 - 1 | Jamaica U23 | More info | |
| 08/03/2011 | Olympi… | W |
St. Vincen… | 0 - 2 | Jamaica U23 | View events | More info |
| 08/05/2011 | Olympi… | W |
Jamaica U23 | 1 - 0 | Cayman Isla… | View events | More info |
| 08/07/2011 | Olympi… | D |
Suriname U23 | 2 - 2 | Jamaica U23 | View events | More info |