| 13 Oct 68 | r00   | Detroit Red WingsDetroit Red W | 1 - 2 | Toronto Maple LeafsToronto Maple |
| 16 Oct 68 | r00 | Toronto Maple LeafsToronto Maple | 2 - 2 | Pittsburgh PenguinsPittsburgh Pe |
| 19 Oct 68 | r00 | Toronto Maple LeafsToronto Maple | 1 - 3 | Chicago BlackhawksChicago Black |
| 23 Oct 68 | r00 | Toronto Maple LeafsToronto Maple | 6 - 4 | St. Louis BluesSt. Louis Blu |
| 26 Oct 68 | r00 | Toronto Maple LeafsToronto Maple | 2 - 0 | Boston BruinsBoston Bruins |
| 28 Oct 68 | r00 | New York RangersNew York Rang | 3 - 5 | Toronto Maple LeafsToronto Maple |
| 31 Oct 68 | r00 | Toronto Maple LeafsToronto Maple | 0 - 5 | Montreal CanadiensMontreal Cana |
| 03 Nov 68 | r00 | Toronto Maple LeafsToronto Maple | 2 - 3 | Philadelphia FlyersPhiladelphia |
| 07 Nov 68 | r00 | Minnesota North StarsMinnesota Nor | 0 - 1 | Toronto Maple LeafsToronto Maple |
| 10 Nov 68 | r00 | Los Angeles KingsLos Angeles K | 3 - 1 | Toronto Maple LeafsToronto Maple |
| 11 Nov 68 | r00 | California Golden SealsCalifornia Go | 1 - 3 | Toronto Maple LeafsToronto Maple |
| 14 Nov 68 | r00 | Toronto Maple LeafsToronto Maple | 1 - 1 | Boston BruinsBoston Bruins |
| 15 Nov 68 | r00 | Montreal CanadiensMontreal Cana | 3 - 5 | Toronto Maple LeafsToronto Maple |
| 17 Nov 68 | r00 | Toronto Maple LeafsToronto Maple | 3 - 1 | Chicago BlackhawksChicago Black |
| 18 Nov 68 | r00 | Chicago BlackhawksChicago Black | 1 - 1 | Toronto Maple LeafsToronto Maple |
| 21 Nov 68 | r00 | Toronto Maple LeafsToronto Maple | 5 - 2 | Pittsburgh PenguinsPittsburgh Pe |
| 24 Nov 68 | r00 | Toronto Maple LeafsToronto Maple | 2 - 5 | Detroit Red WingsDetroit Red W |
| 25 Nov 68 | r00 | Boston BruinsBoston Bruins | 7 - 4 | Toronto Maple LeafsToronto Maple |
| 28 Nov 68 | r00 | Pittsburgh PenguinsPittsburgh Pe | 3 - 3 | Toronto Maple LeafsToronto Maple |
| 01 Dec 68 | r00 | Toronto Maple LeafsToronto Maple | 3 - 3 | Minnesota North StarsMinnesota Nor |
| 02 Dec 68 | r00 | New York RangersNew York Rang | 3 - 1 | Toronto Maple LeafsToronto Maple |
| 05 Dec 68 | r00 | Minnesota North StarsMinnesota Nor | 2 - 4 | Toronto Maple LeafsToronto Maple |
| 08 Dec 68 | r00 | Toronto Maple LeafsToronto Maple | 5 - 2 | New York RangersNew York Rang |
| 09 Dec 68 | r00 | Pittsburgh PenguinsPittsburgh Pe | 1 - 4 | Toronto Maple LeafsToronto Maple |
| 12 Dec 68 | r00 | Toronto Maple LeafsToronto Maple | 4 - 4 | Montreal CanadiensMontreal Cana |
| 13 Dec 68 | r00 | Philadelphia FlyersPhiladelphia | 0 - 1 | Toronto Maple LeafsToronto Maple |
| 15 Dec 68 | r00 | Toronto Maple LeafsToronto Maple | 3 - 2 | St. Louis BluesSt. Louis Blu |
| 19 Dec 68 | r00 | Toronto Maple LeafsToronto Maple | 5 - 2 | California Golden SealsCalifornia Go |
| 22 Dec 68 | r00 | Toronto Maple LeafsToronto Maple | 8 - 3 | Detroit Red WingsDetroit Red W |
| 23 Dec 68 | r00 | Detroit Red WingsDetroit Red W | 3 - 2 | Toronto Maple LeafsToronto Maple |
| 26 Dec 68 | r00 | Chicago BlackhawksChicago Black | 3 - 4 | Toronto Maple LeafsToronto Maple |
| 27 Dec 68 | r00 | Montreal CanadiensMontreal Cana | 4 - 2 | Toronto Maple LeafsToronto Maple |
| 29 Dec 68 | r00 | Toronto Maple LeafsToronto Maple | 1 - 4 | Los Angeles KingsLos Angeles K |
| 02 Jan 69 | r00 | Toronto Maple LeafsToronto Maple | 7 - 3 | California Golden SealsCalifornia Go |
| 05 Jan 69 | r00 | Toronto Maple LeafsToronto Maple | 5 - 3 | New York RangersNew York Rang |
| 06 Jan 69 | r00 | Philadelphia FlyersPhiladelphia | 2 - 2 | Toronto Maple LeafsToronto Maple |
| 09 Jan 69 | r00 | Toronto Maple LeafsToronto Maple | 4 - 4 | Philadelphia FlyersPhiladelphia |
| 10 Jan 69 | r00 | Boston BruinsBoston Bruins | 3 - 2 | Toronto Maple LeafsToronto Maple |
| 12 Jan 69 | r00 | Toronto Maple LeafsToronto Maple | 4 - 2 | Los Angeles KingsLos Angeles K |
| 16 Jan 69 | r00 | Toronto Maple LeafsToronto Maple | 5 - 5 | Boston BruinsBoston Bruins |
| 19 Jan 69 | r00 | Toronto Maple LeafsToronto Maple | 1 - 1 | Detroit Red WingsDetroit Red W |
| 20 Jan 69 | r00 | Boston BruinsBoston Bruins | 5 - 3 | Toronto Maple LeafsToronto Maple |
| 24 Jan 69 | r00 | St. Louis BluesSt. Louis Blu | 2 - 3 | Toronto Maple LeafsToronto Maple |
| 26 Jan 69 | r00 | Pittsburgh PenguinsPittsburgh Pe | 0 - 2 | Toronto Maple LeafsToronto Maple |
| 27 Jan 69 | r00 | Detroit Red WingsDetroit Red W | 3 - 2 | Toronto Maple LeafsToronto Maple |
| 30 Jan 69 | r00 | Los Angeles KingsLos Angeles K | 3 - 1 | Toronto Maple LeafsToronto Maple |
| 01 Feb 69 | r00 | California Golden SealsCalifornia Go | 5 - 4 | Toronto Maple LeafsToronto Maple |
| 03 Feb 69 | r00 | St. Louis BluesSt. Louis Blu | 5 - 3 | Toronto Maple LeafsToronto Maple |
| 06 Feb 69 | r00 | Toronto Maple LeafsToronto Maple | 5 - 5 | Minnesota North StarsMinnesota Nor |
| 09 Feb 69 | r00 | Toronto Maple LeafsToronto Maple | 1 - 4 | California Golden SealsCalifornia Go |
| 10 Feb 69 | r00 | Chicago BlackhawksChicago Black | 3 - 5 | Toronto Maple LeafsToronto Maple |
| 13 Feb 69 | r00 | Toronto Maple LeafsToronto Maple | 7 - 1 | Minnesota North StarsMinnesota Nor |
| 16 Feb 69 | r00 | Toronto Maple LeafsToronto Maple | 6 - 2 | New York RangersNew York Rang |
| 17 Feb 69 | r00 | New York RangersNew York Rang | 4 - 2 | Toronto Maple LeafsToronto Maple |
| 20 Feb 69 | r00 | Toronto Maple LeafsToronto Maple | 5 - 1 | Montreal CanadiensMontreal Cana |
| 21 Feb 69 | r00 | Montreal CanadiensMontreal Cana | 2 - 1 | Toronto Maple LeafsToronto Maple |
| 23 Feb 69 | r00 | Toronto Maple LeafsToronto Maple | 2 - 4 | Chicago BlackhawksChicago Black |
| 24 Feb 69 | r00 | Minnesota North StarsMinnesota Nor | 7 - 2 | Toronto Maple LeafsToronto Maple |
| 27 Feb 69 | r00 | Toronto Maple LeafsToronto Maple | 3 - 2 | St. Louis BluesSt. Louis Blu |
| 28 Feb 69 | r00 | Philadelphia FlyersPhiladelphia | 1 - 1 | Toronto Maple LeafsToronto Maple |
| 02 Mar 69 | r00 | Toronto Maple LeafsToronto Maple | 3 - 3 | Pittsburgh PenguinsPittsburgh Pe |
| 03 Mar 69 | r00 | Toronto Maple LeafsToronto Maple | 2 - 1 | Chicago BlackhawksChicago Black |
| 06 Mar 69 | r00 | Toronto Maple LeafsToronto Maple | 6 - 4 | Los Angeles KingsLos Angeles K |
| 07 Mar 69 | r00 | Montreal CanadiensMontreal Cana | 5 - 3 | Toronto Maple LeafsToronto Maple |
| 09 Mar 69 | r00 | Toronto Maple LeafsToronto Maple | 2 - 2 | Philadelphia FlyersPhiladelphia |
| 13 Mar 69 | r00 | Los Angeles KingsLos Angeles K | 0 - 4 | Toronto Maple LeafsToronto Maple |
| 14 Mar 69 | r00 | California Golden SealsCalifornia Go | 1 - 3 | Toronto Maple LeafsToronto Maple |
| 16 Mar 69 | r00 | Toronto Maple LeafsToronto Maple | 7 - 4 | Boston BruinsBoston Bruins |
| 17 Mar 69 | r00 | Boston BruinsBoston Bruins | 11 - 3 | Toronto Maple LeafsToronto Maple |
| 20 Mar 69 | r00 | St. Louis BluesSt. Louis Blu | 1 - 1 | Toronto Maple LeafsToronto Maple |
| 23 Mar 69 | r00 | Toronto Maple LeafsToronto Maple | 3 - 1 | Detroit Red WingsDetroit Red W |
| 24 Mar 69 | r00 | Chicago BlackhawksChicago Black | 4 - 1 | Toronto Maple LeafsToronto Maple |
| 27 Mar 69 | r00 | Toronto Maple LeafsToronto Maple | 6 - 4 | Montreal CanadiensMontreal Cana |
| 28 Mar 69 | r00 | Detroit Red WingsDetroit Red W | 2 - 4 | Toronto Maple LeafsToronto Maple |
| 30 Mar 69 | r00 | Toronto Maple LeafsToronto Maple | 2 - 4 | New York RangersNew York Rang |
| 31 Mar 69 | r00 | New York RangersNew York Rang | 4 - 0 | Toronto Maple LeafsToronto Maple |
| |
| 03 Apr 69 | QF | Boston BruinsBoston Bruins | 10 - 0 | Toronto Maple LeafsToronto Maple |
| 04 Apr 69 | QF | Boston BruinsBoston Bruins | 7 - 0 | Toronto Maple LeafsToronto Maple |
| 06 Apr 69 | QF | Toronto Maple LeafsToronto Maple | 3 - 4 | Boston BruinsBoston Bruins |
| 07 Apr 69 | QF | Toronto Maple LeafsToronto Maple | 2 - 3 | Boston BruinsBoston Bruins |
Team 1968-1969 Schedules
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