Regular Season

•  
  vs
  Burnley Burnley
  3-0
  Tottenham Hotspur Stadium
•  
  @
  Manchester City Manchester City
  2-0
  Etihad Stadium
•  
  vs
  Bournemouth Bournemouth
  1-0
  Tottenham Hotspur Stadium
•  
  @
  West Ham United West Ham United
  3-0
  London Stadium
•  
  @
  Brighton Brighton
  2-2
  American Express Community Stadium
•  
  vs
  Wolverhampton Wolverhampton
  1-1
  Tottenham Hotspur Stadium
•  
  @
  Leeds United Leeds United
  2-1
  Elland Road
•  
  vs
  Aston Villa Aston Villa
  2-1
  Tottenham Hotspur Stadium
•  
  @
  Everton Everton
  3-0
  Hill Dickinson Stadium
•  
  vs
  Chelsea Chelsea
  1-0
  Tottenham Hotspur Stadium
•  
  vs
  Manchester United Manchester United
  2-2
  Tottenham Hotspur Stadium
•  
  @
  Arsenal Arsenal
  4-1
  Emirates Stadium
•  
  vs
  Fulham Fulham
  2-1
  Tottenham Hotspur Stadium
•  
  @
  Newcastle United Newcastle United
  2-2
  St. James' Park
•  
  vs
  Brentford Brentford
  2-0
  Tottenham Hotspur Stadium
•  
  @
  Nottingham Forest Nottingham Forest
  3-0
  City Ground
•  
  vs
  Liverpool Liverpool
  2-1
  Tottenham Hotspur Stadium
•  
  @
  Crystal Palace Crystal Palace
  1-0
  Selhurst Park
•  
  @
  Brentford Brentford
  0-0
  Brentford Community Stadium
•  
  vs
  Sunderland Sunderland
  1-1
  Tottenham Hotspur Stadium
•  
  @
  Bournemouth Bournemouth
  3-2
  Vitality Stadium
•  
  vs
  West Ham United West Ham United
  2-1
  Tottenham Hotspur Stadium
•  
  @
  Burnley Burnley
  2-2
  Turf Moor
•  
  vs
  Manchester City Manchester City
  2-2
  Tottenham Hotspur Stadium
•  
  @
  Manchester United Manchester United
  2-0
  Old Trafford
•  
  vs
  Newcastle United Newcastle United
  2-1
  Tottenham Hotspur Stadium
•  
  vs
  Arsenal Arsenal
  4-1
  Tottenham Hotspur Stadium
•  
  @
  Fulham Fulham
  2-1
  Craven Cottage
•  
  vs
  Crystal Palace Crystal Palace
  3-1
  Tottenham Hotspur Stadium
•  
  @
  Liverpool Liverpool
  1-1
  Anfield
•  
  vs
  Nottingham Forest Nottingham Forest
  3-0
  Tottenham Hotspur Stadium
•  
  @
  Sunderland Sunderland
  1-0
  Stadium of Light
•  
  vs
  Brighton Brighton (-0.5)
   
  Tottenham Hotspur Stadium
•  
  @
  Wolverhampton Wolverhampton (+0.5)
   
  Molineux Stadium
•  
  @
  Aston Villa Aston Villa
   
  Villa Park
•  
  vs
  Leeds United Leeds United
   
  Tottenham Hotspur Stadium
•  
  @
  Chelsea Chelsea
   
  Stamford Bridge
•  
  vs
  Everton Everton
   
  Tottenham Hotspur Stadium

•  
  vs
  Villarreal Villarreal
  1-0
  Tottenham Hotspur Stadium
•  
  vs
  Doncaster Doncaster
  3-0
  Tottenham Hotspur Stadium
•  
  @
  Bodo/Glimt Bodo/Glimt
  2-2
  Aspmyra Stadion
•  
  @
  Monaco Monaco
  0-0
  Stade Louis II
•  
  @
  Newcastle United Newcastle United
  2-0
  St. James' Park
•  
  vs
  Copenhagen Copenhagen
  4-0
  Tottenham Hotspur Stadium
•  
  @
  Paris Saint-Germain Paris Saint-Germain
  5-3
  Parc des Princes
•  
  vs
  Slavia Prague Slavia Prague
  3-0
  Tottenham Hotspur Stadium
•  
  vs
  Borussia Dortmund Borussia Dortmund
  2-0
  Tottenham Hotspur Stadium
•  
  @
  Eintracht Frankfurt Eintracht Frankfurt
  2-0
  Deutsche Bank Park

Knockout

•  
  vs
  Aston Villa Aston Villa
  2-1
  Tottenham Hotspur Stadium

Knockout (Two Legs)

•  
  @
  Atlético Madrid Atlético Madrid
  5-2
  Riyadh Air Metropolitano
•  
  vs
  Atlético Madrid Atlético Madrid
  3-2
  Tottenham Hotspur Stadium