It’s not technically do-or-die, but it would be much easier to just win in the CONCACAF Nations League quarter-finals.
The four victors of the two-legged series will secure a spot in the 2024 Copa América, which has been expanded to include six CONCACAF nations.
Canada, Mexico, the United States, and Costa Rica were granted byes to the final eight of the competition, based on the CONCACAF rankings as of March 2023.
Panama, Jamaica, Honduras, and Trinidad and Tobago progressed through a qualifying round during the September and October international windows.
The 11th-ranked U.S. will face off against 99th-ranked Trinidad and Tobago — who denied Christian Pulisic and Co. a berth at the 2018 World Cup in Russia — while 12th-ranked Mexico will play 78th-ranked Honduras, and 44th-ranked Panama will meet 46th-ranked Costa Rica.
The winners will advance to the CONCACAF Nations League finals next March, as well as securing their place in the Copa América as guest teams at the South American championship. The quarterfinal losers will have another opportunity to join them, through a single-match elimination play-in in March that will determine the two remaining slots for CONCACAF entries.
Related read: Mauro Biello says Canada must ‘manage the chaos’ as they look for first win in Jamaica since the 1980s
In their most recent encounter in March 2022, Canada trumped Jamaica 4-0 at BMO Field, securing their qualification for last year’s World Cup.
Canada’s latest match was a 4-1 defeat to Japan in a friendly on October 13. The game was Canada’s first under Mauro Biello after John Herdman stepped down to take over Toronto FC.