Schedule
July, 2026
| Date | Match | Competition | ||||
| Sun, Jul 19 | Guyana |  | v |  | Trinidad and Tobago | Southern South America |
August, 2026
| Date | Match | Competition | ||||
| Sun, Aug 2 | Trinidad and Tobago | | v |  | Uruguay | Southern South America |
| Sat, Aug 29 | Uruguay | | v | | Trinidad and Tobago | Southern South America |
October, 2026
| Date | Match | Competition | ||||
| Thu, Oct 15 | Trinidad and Tobago | | v |  | Barbados | Southern South America |
November, 2026
| Date | Match | Competition | ||||
| Wed, Nov 18 | Suriname |  | v | | Trinidad and Tobago | Southern South America |
December, 2026
| Date | Match | Competition | ||||
| Thu, Dec 31 | Chile |  | v | | Trinidad and Tobago | Southern South America |
January, 2027
| Date | Match | Competition | ||||
| Tue, Jan 12 | French Guiana |  | v | | Trinidad and Tobago | Southern South America |
March, 2027
| Date | Match | Competition | ||||
| Mon, Mar 15 | Trinidad and Tobago | | v | | Suriname | Southern South America |
| Wed, Mar 31 | Argentina |  | v | | Trinidad and Tobago | Southern South America |
April, 2027
| Date | Match | Competition | ||||
| Wed, Apr 14 | Trinidad and Tobago | | v |  | Venezuela | Southern South America |
June, 2027
| Date | Match | Competition | ||||
| Sat, Jun 26 | Trinidad and Tobago | | v |  | Bolivia | Southern South America |
September, 2027
| Date | Match | Competition | ||||
| Tue, Sep 14 | Paraguay |  | v | | Trinidad and Tobago | Southern South America |
| Tue, Sep 28 | Trinidad and Tobago | | v | | Argentina | Southern South America |
November, 2027
| Date | Match | Competition | ||||
| Thu, Nov 11 | Ecuador |  | v | | Trinidad and Tobago | Southern South America |
December, 2027
| Date | Match | Competition | ||||
| Sun, Dec 5 | Peru |  | v | | Trinidad and Tobago | Southern South America |
January, 2028
| Date | Match | Competition | ||||
| Fri, Jan 21 | Barbados | | v | | Trinidad and Tobago | Southern South America |
March, 2028
| Date | Match | Competition | ||||
| Sat, Mar 4 | Trinidad and Tobago | | v | | Peru | Southern South America |
| Wed, Mar 22 | Trinidad and Tobago | | v |  | Brazil | Southern South America |
April, 2028
| Date | Match | Competition | ||||
| Fri, Apr 28 | Colombia |  | v | | Trinidad and Tobago | Southern South America |
August, 2028
| Date | Match | Competition | ||||
| Fri, Aug 25 | Grenada |  | v | | Trinidad and Tobago | Southern South America |
November, 2028
| Date | Match | Competition | ||||
| Thu, Nov 16 | Trinidad and Tobago | | v | | Colombia | Southern South America |
March, 2029
| Date | Match | Competition | ||||
| Tue, Mar 27 | Trinidad and Tobago | | v | | Paraguay | Southern South America |
May, 2029
| Date | Match | Competition | ||||
| Sat, May 5 | Trinidad and Tobago | | v | | Grenada | Southern South America |
September, 2029
| Date | Match | Competition | ||||
| Fri, Sep 14 | Trinidad and Tobago | | v | | Guyana | Southern South America |
| Sun, Sep 30 | Venezuela | | v | | Trinidad and Tobago | Southern South America |
November, 2029
| Date | Match | Competition | ||||
| Sun, Nov 18 | Trinidad and Tobago | | v | | Chile | Southern South America |
December, 2029
| Date | Match | Competition | ||||
| Thu, Dec 27 | Trinidad and Tobago | | v | | French Guiana | Southern South America |
January, 2030
| Date | Match | Competition | ||||
| Wed, Jan 2 | Bolivia | | v | | Trinidad and Tobago | Southern South America |
April, 2030
| Date | Match | Competition | ||||
| Fri, Apr 12 | Trinidad and Tobago | | v | | Ecuador | Southern South America |
| Sat, Apr 27 | Brazil | | v | | Trinidad and Tobago | Southern South America |