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Spurs were beaten by Liverpool in the 2019 Champions League final and qualified for the 2019/20 Champions League competition with a fourth place finish in the Premier League in 2018/19.

   
Champions League Group Stage
Group B Wed Sep 18 Olympiakos (Greece) Away Drew 2-2
Group B Tue Oct 1 Bayern Munich (Germany) Home Lost 2-7
Group B Tue Oct 22 Red Star Belgrade (Serbia) Home Won 5-0
Group B Wed Nov 6 Red Star Belgrade Away Won 4-0
Group B Tue Nov 26 Olympiakos Home Won 4-2
Group B Wed Dec 11 Bayern Munich Away Lost 1-3