Canada's men's national team will open the 2019-20 CONCACAF Nations League with a home-and-away series with Cuba in September before playing at home against USA in October and then away against USA in November. The four League A match dates are 7 September against Cuba, away on Tuesday 10 September away against Cuba, at home on Tuesday 15 October against USA, and then away on Friday 15 November against USA. In all, CONCACAF have scheduled 102 matches for Leagues A, B and C across the three FIFA international match windows from September to November 2019. "It’s an important time for Canada to get two matches against USA, which on top of being derby matches they provide us with the chance to test ourselves, to learn, and to develop against the reigning CONCACAF champions," head coach John Herdman said. "We also get to face Cuba and we know that they will give us a tough test, home and away, but particularly the away leg will test the resolve and resilience of this team." Canada qualified for CONCACAF Nations League A after finishing second in the qualification stage with four wins, 12 points, 18 goals scored, and just one goal conceded. Through CONCACAF Nations League, Canada will host USA in a competitive match in Canada for the first time since 1997. The two sides have since faced each other four times in the CONCACAF Gold Cup including the 2007 semi-finals. In 2012 and 2013, the two sides played to 0:0 draws in each nation’s respective centennial match. Canada most recently hosted Cuba in 2012 as part of a home-and-away set during the group stage of FIFA World Cup Qualifiers. Canada won the first match away 1:0 and the second match 3:0 at home.

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