2020 Caribbean Club Shield
The 2020 Caribbean Club Shield will be the third edition of the Caribbean Club Shield, the second-tier annual international club football competition in the Caribbean region, held amongst clubs whose football associations are affiliated with the Caribbean Football Union, a sub-confederation of CONCACAF. The tournament was originally scheduled to be played in Curaçao between 3–12 April 2020. On 13 March 2020, CONCACAF suspended all upcoming competitions scheduled to take place over the next 30 days due to the COVID-19 pandemic, with the new dates of the tournament to be confirmed later.
The winners of the 2020 CONCACAF Caribbean Club Shield, as long as they fulfill the CONCACAF Regional Club Licensing criteria, would play against the fourth place team of the 2020 CONCACAF Caribbean Club Championship in a playoff match to determine the final Caribbean spot to the 2020 CONCACAF League.
Robinhood are the title holders, but are unable to defend their title as they did not qualify for the tournament.
Teams
Among the 31 CFU member associations, 27 of them were classified as non-professional leagues and each may enter one team in the CONCACAF Caribbean Club Shield. A total of 15 teams entered the 2020 CONCACAF Caribbean Club Shield.| Association | Team | Qualification method |
| Liberta | 2018–19 Antigua and Barbuda Premier Division champions | |
| Racing Club Aruba | 2018–19 Aruban Division di Honor champions | |
| Barbados Defence Force | 2018–19 Barbados Premier League champions | |
| Real Rincon | 2018–19 Bonaire League champions | |
| One Love United | 2018 BVIFA National Football League champions | |
| Scholars International | 2018–19 Cayman Islands Premier League champions | |
| Santiago de Cuba | 2019 Campeonato Nacional de Fútbol de Cuba champions | |
| Vesta | 2018–19 Curaçao Promé Divishon champions | |
| South East | 2018–19 Dominica Premier League champions | |
| Amical Club | 2018–19 Guadeloupe Division of Honor champions | |
| Club Franciscain | 2018–19 Martinique Championnat National champions | |
| Metropolitan | 2018–19 Liga Puerto Rico champions | |
| Platinum FC | 2019 SLFA First Division champions | |
| BESCO Pastures | 2018–19 SVGFF Premier Division champions | |
| Inter Moengotapoe | 2018–19 SVB Topklasse champions |
;Associations which did not enter a team
Venues
The matches will be played at the Ergilio Hato Stadium and Stadion dr. Antoine Maduro in Willemstad.Group stage
The draw for the tournament was held on 13 February 2020, 11:00 EST, at the CONCACAF Headquarters in Miami, United States. The 15 teams were drawn into four groups: three groups of four teams and one group of three teams. The team from the host association Curaçao, Vesta, were allocated to position A1, while the remaining 14 teams were drawn into the other group positions without any seeding.The winners of each group advance to the semi-finals.
All times local, AST.
Group A
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Group B
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Group C
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Group D
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Knockout stage
Bracket
The semi-final matchups are:- SF1: Group B Winners vs. Group D Winners
- SF2: Group A Winners vs. Group C Winners