1915 – Winners – WINNIPEG SCOTTISH – Connaught Cup

1st Game – August 11, 1915, at Varsity Stadium in Toronto, Ontario
Winnipeg Scottish 0
Toronto Lancashire 0
HT: 0–0                    Att: 3000      Ref: Alf Beeston (Toronto)
Winnipeg: Alex Ross – A. Dick, George Gardner – Howard Wood,
  W. Innes, A. Campbell – Jock Anderson, William Corrie, George Mair,
  John Plenderleith, Charles Forsyth.
Toronto: G. Laycock – J. Conway, Rigby – F. Arden, Sammy Jones (Capt),
  Knowles – Art Jones, F. Woodward, T. Bowman, Taylor, Billy Hammett.

2nd Game –  August 12, 1915, at Varsity Stadium in Toronto, Ontario
Winnipeg Scottish 6 (Mair 2, Corrie, Forsyth 2, Anderson)
Toronto Lancashire 1 (Taylor)
HT: 3–0                   Att: 4500     Ref: Billy Murchie (Toronto)
Winnipeg: Alex Ross – A. Dick, George Gardner – Howard Wood,
  W. Innes, A. Campbell – Jock Anderson, William Corrie, George Mair,
  John Plenderleith, Charles Forsyth.
Toronto: G. Laycock – J. Conway, Rigby – F. Arden, Sammy Jones (Capt),
  Knowles – Art Jones, F. Woodward, T. Bowman, Taylor, Billy Hammett.

1916–1917–1918 No competition – World War One

1919 – Winners – MONTREAL GRAND TRUNK – Connaught Cup

1st Game – August 14, 1919, the National Grounds in Montreal, Quebec
Montreal Grand Trunk 2 (o.g., McLeish)
Winnipeg War Veterans 1 (Howell)
HT: 1–0     Att: 4000      Ref: P.H. Gray
Grand Trunk: Bobby Harris – McLagan, Freer – Alec Rae, Chic Craigie,
  Jones – Artie Wouterez, Jimmy McLeish, Bill Worsley, Eddie Stott,
  Alex Smith.
War Veterans: Walter Simpson – Alex Simpson, D. McDonald – J. Milne,
  C. Ashmore, A. McLean – H. Neighbour, Howell, S. Gillies, Charlie Prince,
  G. Walker.

2nd Game – August 16, 1919, at Westmount Park in Montreal, Quebec
Montreal Grand Trunk 1 (Stott)
Winnipeg War Veterans 0
HT: 0–0                  Att: 6000      Ref: Harry Roberts
Grand Trunk: Bobby Harris – McLagan, Freer – Alec Rae, Chic Craigie,
  Jones – Artie Wouterez, Jimmy McLeish, Bill Worsley, Eddie Stott,
  Alex Smith.
War Veterans: Walter Simpson – Alex Simpson, D. McDonald – J. Milne,
  C. Ashmore, A. McLean – H. Neighbour, Howell, S. Gillies, Charlie Prince,
  G. Walker.

1920 – Winners – HAMILTON WESTINGHOUSE – Connaught Cup                     

1st Game – September 4, 1920, at Harvester Park in Hamilton, Ontario
Hamilton Westinghouse 0
Winnipeg Brittania 0
HT: 0–0    Att: 3500    Ref: Billy Murchie (Toronto)
Westinghouse: A. Coombe – A. McEwan, Tommy Craig – Johnny Ure,
  D. Burns, Tommy Gardiner – Billy Gilvear, W. Jones, Peter Pascoe,
  T. Pilkington, Tiny Thombs.  
Winnipeg: Harmon – Wardrope, Cassidy – J. Wilson, Joe Wilson,
  McLean – Watson, Robertson, Howell, Stewart, Robert Don. 

2nd Game – September 6, 1920, at Varsity Stadium in Toronto, Ontario
Hamilton Westinghouse 2 (Gilvear 2)
Winnipeg Brittania 1 (Stewart)
HT: 0–1     Att: 6000     Ref: Billy Murchie (Toronto)
Westinghouse: A. Coombe – A. McEwan, Tommy Craig – Johnny Ure,
  D. Burns, Tommy Gardiner – Billy Gilvear, W. Jones, Peter Pascoe,
  T. Pilkington, Tiny Thombs.
Brittania: Harmon – Wardrope, Cassidy – J. Wilson, Joe Wilson, McLean –
  Watson, Robertson, Howell, Stewart, Robert Don. 

1921 – Winners – TORONTO SCOTTISH – Connaught Cup

1st Game – August 3, 1921, at Broadview Field in Toronto, Ontario
Toronto Scottish 3 (MacDonald, Young, Fidler)
Ladysmith 0
HT: 3–0        Att: 7000      Ref: L.T. Nelson (Toronto)
Scottish: Steve Smith – George Campbell, G. Houison – Harry A'Court,
  Alex McCall, Billy Sim – Harry Anderson, Bobby Bruce, MacDonald,
  Ernie Fidler, Teddy Young.
Ladysmith: W. Sheppard – George Linn, J. Brown – A. Fairley, J. Orr,
  A. Battie – T. Heyland, Frank Strang, M. Davis, Dickie Stobbart,
  Henry Herlinveaux.

2nd Game – August 6, 1921, at the Island Stadium in Toronto, Ontario
Toronto Scottish 1 (MacDonald)
Ladysmith 0
HT:               Att:              Ref: