List of Trinidadian football transfers 2009

This is a list of Trinidadian football transfers during the 2009 season. Only moves featuring at least one TT Pro League club are listed. Transfers that were made following the conclusion of the 2008 season on 29 November 2008 and during the 2009 season, which ran until 27 October 2009, are listed.

Players without a club cannot join one at any time, either during or in between transfer windows. Clubs within or outside the Pro League may sign players on loan at any time. If need be, clubs may sign a goalkeeper on an emergency loan, if all others are unavailable.

Transfers
All players and clubs without with a flag are from Trinidad and Tobago. In addition, transfers involving Major League Soccer clubs in the United States and Canada technically have the league as the second party and not the listed club. MLS player contracts are owned by the league and not by individual clubs.