The United States dropped a crucial World Cup qualifying match to Canada in a 2-0 loss on Sunday in Hamilton, Ontario.

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Cyle Larin’s seventh-minute strike gave the Canadians the early goal and the eventual game winner.

The goal came after the USMNT failed to properly handle Matt Turner’s goal kick, which the Canadians were able to convert on a counter attack with Larin and Jonathan David.

The United States had a golden chance in the final moments of the first half off a corner kick, but Weston McKennie’s header was saved in spectacular fashion by Canadian keeper Milan Borjan.

But it would Canada’s day, with Sam Adekugbe capping the win by firing a goal past Turner in final seconds.