Tuesday 29th September
League Cup - Last 16
- Tottenham Hotspur 1 , Chelsea 1 at Full time , Tottenham Hotspur win 5 - 4 on penaltiesTottenham HotspurChelseaFull timeTottenham Hotspur win 5 - 4 on penalties
Sunday 27th September
Premier League
- Tottenham Hotspur 1 , Newcastle United 1 at Full timeTottenham HotspurNewcastle UnitedFull time
Thursday 24th September
UEFA Europa League - 3rd Qualifying Round
- Shkendija 1 , Tottenham Hotspur 3 at Full timeShkendijaTottenham HotspurFull time
Tuesday 22nd September
League Cup - 3rd Round
- Leyton OrientTottenham HotspurMatch Cancelled
Sunday 20th September
Premier League
- Southampton 2 , Tottenham Hotspur 5 at Full timeSouthamptonTottenham HotspurFull time
Thursday 17th September
UEFA Europa League - 2nd Qualifying Round
- Lokomotiv Plovdiv 1 , Tottenham Hotspur 2 at Full timeLokomotiv PlovdivTottenham HotspurFull time
Sunday 13th September
Premier League
- Tottenham Hotspur 0 , Everton 1 at Full timeTottenham HotspurEvertonFull time
Saturday 5th September
Club Friendlies - Club Friendlies 1
- Watford 2 , Tottenham Hotspur 1 at Full timeWatfordTottenham HotspurFull time
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