The entrants were divided into three zones: The draw for the Caribbean preliminary round took place on 17 April 2019, 11:00 EDT (UTC−4), at the CONCACAF Headquarters in Miami.
Based on the FIFA World Rankings (as of 4 April 2019),[3] the sixteen teams were distributed into four pots, with teams in Pot 1 assigned to each group prior to the draw, as follows:[4] The matchups of the Caribbean play-in round, played between the four Caribbean preliminary round group winners, were determined as follows: Each tie was played as a single match, with the higher-ranked team according to the seeding used for the preliminary round draw hosting the match.
No draw was made for the Central American matchups, which were based on the FIFA World Rankings (as of 4 April 2019),[3] as follows: Each tie was played as two-legged home-and-away matches, with the higher-ranked team according to the seeding hosting the second leg.
Matches were played at the Bethlehem Soccer Complex, Saint Croix in United States Virgin Islands.
The higher ranked teams according to the seeding, Saint Kitts and Nevis and Haiti, each hosted a one-legged elimination match.