2023 CONCACAF Caribbean Cup knockout stage

The 2023 CONCACAF Caribbean Cup knockout stage was played from 24 October to 6 December 2023. A total of 4 teams competed in the knockout stage to decide the champions of the 2023 CONCACAF Caribbean Cup.

Qualified teams

The winners and runners-up of each of the two groups in the group stage advanced to the quarter-finals.

Group	Winners	Runners-up
A	Cavalier	Moca
B	Robinhood	Harbour View

Format

The knockout stage was played on a single-elimination tournament with the following rules:

Each tie was played on a home-and-away two-legged basis. The home team of the second leg in each tie was determined separately for each round as follows :
*In the semi-finals, the group winners hosted the second leg.
*In the finals, the higher-ranked team based on total points accumulated in the group stage and semi-finals hosted the second leg.
In the semi-finals, if tied on aggregate, the away goals rule would be used. If still tied, the penalty shoot-out would be directly used to determine the winners.
In the third place play-offs and finals, if tied on aggregate, the away goals rule would also be used. If still tied, 30 minutes of extra time would be played but the away goals scored during this time would not serve as a tie-breaking criteria. If still tied after extra time, the penalty shoot-out would be used to determine the winner.

Bracket

The bracket of the final stages was determined as follows:

Round	Matchups
Semi-finals	Match SF1: Group B runners-up vs. Group A winners Match SF2: Group A runners-up vs. Group B winners
Third place play-offs	Loser SF1 vs. Loser SF2
Finals	Winner SF1 vs. Winner SF2

The bracket was pre-determined as follows.

Semi-finals

Summary

The first legs were played on 24–25 October, and the second legs were played on 31 October – 2 November 2023.

Matches

Cavalier won 5–0 on aggregate, advanced to the finals and qualified for the 2024 CONCACAF Champions Cup Round One at minimum. Harbour View advanced to the third place play-off.
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''Tied 1–1 on aggregate, Robinhood won on penalties, advanced to the finals and qualified for the 2024 CONCACAF Champions Cup Round One at minimum. Moca advanced to the third place play-off.''

Third place play-offs

In the third place play-offs, the team which had the better performances across all previous rounds hosted the second leg.

Summary

Matches

''Moca won 3–2 on aggregate and qualified for the 2024 CONCACAF Champions Cup Round One.''

Finals

In the finals, the team which had the better performances across all previous rounds hosted the second leg.

Summary

Matches

''Robinhood won 3–0 on aggregate and qualified for the 2024 CONCACAF Champions Cup Round of 16.''