Transactions
| Date | Player | Pos | Transactions |
| 6/1 | Carl Dahlstrom | D | Signed with European team Farjestad BK-Sweden |
| 5/17 | Bobby McMann | LW | Sent to minors Toronto-AHL |
| 5/15 | Joseph Woll | G | Sent to minors Toronto-AHL |
| 5/15 | Vyacheslav Peksa | G | Signed Three-year, entry-level contract |
| 5/13 | Dennis Hildeby | G | Sent to minors Toronto-AHL |
| 5/10 | Rodion Amirov | LW | Assigned to European Team Salavat Yulaev Ufa-KHL |
| 5/10 | Dennis Hildeby | G | Called up from minors from Toronto-AHL |
| 5/10 | Ty Voit | LW | Sent to minors Toronto-AHL |
| 5/1 | Erik Kallgren | G | Sent to minors Toronto-AHL |
| 4/25 | Michael Bunting | LW | Suspension Over |
| 4/23 | Roni Hirvonen | C | Sent to minors Toronto-AHL |
| 4/19 | Michael Bunting | LW | Suspended Three games by NHL for illegal check |
| 4/18 | Erik Kallgren | G | Called up from minors from Toronto-AHL |
| 4/15 | Wayne Simmonds | RW | Called up from minors from Toronto-AHL |
| 4/14 | Braeden Kressler | C | Sent to minors Toronto-AHL |
| 4/13 | Samuel Richard | G | Signed as Free Agent Professional tryout agreement |
| 4/11 | Joseph Woll | G | Called up from minors from Toronto-AHL |
| 4/11 | Matt Onuska | G | Signed as Free Agent Professional tryout agreement |
| 4/10 | Nick Chenard | G | Signed as Free Agent Professional tryout agreement |
| 4/9 | Wayne Simmonds | RW | Sent to minors Toronto-AHL |
| 4/9 | Matthew Knies | LW | Signed Three-year, entry-level contract |
| 4/8 | Jett Alexander | G | Signed as Free Agent Professional tryout agreement |
| 4/7 | Wayne Simmonds | RW | Called up from minors from Toronto-AHL |
| 4/7 | Joseph Woll | G | Sent to minors Toronto-AHL |
| 4/6 | Wayne Simmonds | RW | Sent to minors Toronto-AHL |
| 4/6 | Nick Abruzzese | LW | Sent to minors Toronto-AHL |
| 4/4 | Joseph Woll | G | Called up from minors from Toronto-AHL |
| 4/4 | Radim Zohorna | C | Sent to minors Toronto-AHL |
| 4/2 | Nick Abruzzese | LW | Called up from minors from Toronto-AHL |
| 3/31 | Radim Zohorna | C | Called up from minors from Toronto-AHL |
| 3/30 | Dennis Hildeby | G | Sent to minors Toronto-AHL |
| 3/29 | Topi Niemela | D | Sent to minors Toronto-AHL |
| 3/28 | Joseph Woll | G | Sent to minors Toronto-AHL |
| 3/24 | Carl Dahlstrom | D | Sent to minors Toronto-AHL |
| 3/23 | Joseph Woll | G | Called up from minors from Toronto-AHL |
| 3/23 | Carl Dahlstrom | D | Waived |
| 3/22 | Bobby McMann | LW | Placed on IR Knee |
| 3/21 | Joseph Woll | G | Sent to minors Toronto-AHL |
| 3/20 | Dmitry Ovchinnikov | C | Sent to minors Toronto-AHL |
| 3/18 | Bobby McMann | C | Called up from minors from Toronto-AHL |
| 3/18 | Joseph Woll | G | Called up from minors from Toronto-AHL |
| 3/18 | Alex Steeves | LW | Sent to minors Toronto-AHL |
| 3/15 | Ryan Tverberg | C | Signed Three-year, entry-level contract |
| 3/12 | Alex Steeves | LW | Called up from minors from Toronto-AHL |
| 3/11 | Alex Steeves | LW | Sent to minors Toronto-AHL |
| 3/10 | Alex Steeves | LW | Called up from minors from Toronto-AHL |
| 3/10 | Wayne Simmonds | RW | Called up from minors from Toronto-AHL |
| 3/8 | Pontus Holmberg | C | Sent to minors Toronto-AHL |
| 3/8 | Alex Steeves | LW | Sent to minors Toronto-AHL |
| 3/6 | Pontus Holmberg | C | Called up from minors from Toronto-AHL |
| 3/6 | Alex Steeves | LW | Called up from minors from Toronto-AHL |
| 3/4 | Joseph Woll | G | Sent to minors Toronto-AHL |
| 3/4 | Ryan O'Reilly | C | Placed on IR Fractured finger - left game |
| 3/3 | Joseph Woll | G | Called up from minors from Toronto-AHL |
| 3/3 | Joseph Woll | G | Sent to minors Toronto-AHL |
| 3/3 | Radim Zohorna | C | Traded for Dryden Hunt |
| 2/28 | Luke Schenn | D | Traded for '23 3rd-rd pick |
| 2/28 | Erik Gustafsson | D | Traded for Sandin, '23 1st-rd pick |
| 2/27 | Sam Lafferty | C | Traded w/ McCabe, 2 pks for 2 players, 2 pks |
| 2/27 | Jake McCabe | D | Traded w/ Lafferty, 2 pks for 2 players, 2 pks |
| 2/26 | Jordie Benn | D | Sent to minors Toronto-AHL |
| 2/25 | Jordie Benn | D | Waived |
| 2/22 | Joey Anderson | RW | Waived |
| 2/19 | Erik Kallgren | G | Sent to minors Toronto-AHL |
| 2/18 | Erik Kallgren | G | Called up from minors from Toronto-AHL |
| 2/18 | Pontus Holmberg | C | Sent to minors Toronto-AHL |
| 2/18 | Wayne Simmonds | RW | Sent to minors Toronto-AHL |
| 2/17 | Noel Acciari | C | Traded w/ O'Reilly for Gaudette, Abramov, picks |
| 2/17 | Ryan O'Reilly | C | Traded for '25 4th-rd pick |
| 2/14 | Pontus Holmberg | C | Called up from minors from Toronto-AHL |
| 2/14 | Alex Steeves | LW | Called up from minors from Toronto-AHL |
| 2/14 | Joseph Woll | G | Called up from minors from Toronto-AHL |
| 2/14 | Erik Kallgren | G | Sent to minors Toronto-AHL |
| 2/14 | Alex Steeves | LW | Sent to minors Toronto-AHL |
| 2/14 | Wayne Simmonds | RW | Waived |
| 2/13 | Erik Kallgren | G | Called up from minors from Toronto-AHL |
| 2/13 | Joseph Woll | G | Sent to minors Toronto-AHL |
| 2/13 | Pontus Holmberg | C | Sent to minors Toronto-AHL |
| 2/13 | Alex Steeves | LW | Sent to minors Toronto-AHL |
| 2/9 | Alex Steeves | LW | Called up from minors from Toronto-AHL |
| 2/9 | Conor Timmins | D | Contract extended Two-year contract extension |
| 2/7 | Joseph Woll | G | Called up from minors from Toronto-AHL |
| 2/6 | Pontus Holmberg | C | Called up from minors from Toronto-AHL |
| 2/2 | Pontus Holmberg | C | Sent to minors Toronto-AHL |
| 2/2 | Joseph Woll | G | Sent to minors Toronto-AHL |
| 1/29 | Joseph Woll | G | Called up from minors from Toronto-AHL |
| 1/29 | Bobby McMann | C | Sent to minors Toronto-AHL |
| 1/28 | Matt Murray | G | Placed on IR Ankle |
| 1/27 | Auston Matthews | C | Placed on IR Sprained knee |
| 1/24 | Joey Anderson | RW | Called up from minors from Toronto-AHL |
| 1/23 | Dryden Hunt | RW | Sent to minors Toronto-AHL |
| 1/22 | Pontus Holmberg | C | Called up from minors from Toronto-AHL |
| 1/22 | Dryden Hunt | RW | Waived |
| 1/18 | Pontus Holmberg | C | Sent to minors Toronto-AHL |
| 1/10 | Bobby McMann | C | Called up from minors from Toronto-AHL |
| 1/8 | T.J. Brodie | D | Placed on IR Rib |
| 1/2 | Joey Anderson | RW | Sent to minors Toronto-AHL |
| 12/28 | Mac Hollowell | D | Sent to minors Toronto-AHL |
| 12/27 | Mac Hollowell | D | Called up from minors from Toronto-AHL |
| 12/23 | Mac Hollowell | D | Sent to minors Toronto-AHL |
| 12/22 | Mac Hollowell | D | Called up from minors from Toronto-AHL |
| 12/20 | Mac Hollowell | D | Sent to minors Toronto-AHL |
| 12/20 | Rasmus Sandin | D | Placed on IR Neck - left game |
| 12/19 | Mac Hollowell | D | Called up from minors from Toronto-AHL |
| 12/19 | Dryden Hunt | LW | Traded for Denis Malgin |
| 12/18 | Mac Hollowell | D | Sent to minors Toronto-AHL |
| 12/17 | Mac Hollowell | D | Called up from minors from Toronto-AHL |
| 12/16 | Axel Rindell | D | Released |
| 12/15 | Axel Rindell | D | Waived For purpose of contract termination |
| 12/14 | Mac Hollowell | D | Sent to minors Toronto-AHL |
| 12/11 | Pierre Engvall | RW | Suspension Over |
| 12/9 | Joey Anderson | RW | Called up from minors from Toronto-AHL |
| 12/9 | Pierre Engvall | RW | Suspended One game by NHL for high-sticking |
| 12/8 | Semyon Der-Arguchintsev | C | Sent to minors Toronto-AHL |
| 12/8 | Nicholas Robertson | LW | Placed on IR Shoulder - left game |
| 12/6 | Victor Mete | D | Placed on IR Lower-body injury - left game |
| 12/4 | Semyon Der-Arguchintsev | C | Called up from minors from Toronto-AHL |
| 12/2 | Mac Hollowell | D | Called up from minors from Toronto-AHL |
| 12/1 | Mac Hollowell | D | Sent to minors Toronto-AHL |
| 11/30 | Erik Kallgren | G | Sent to minors Toronto-AHL |
| 11/30 | Calle Jarnkrok | LW | Placed on IR Groin - left game |
| 11/28 | Victor Mete | D | Called up from minors from Toronto-AHL |
| 11/27 | Victor Mete | D | Sent to minors Toronto-AHL |
| 11/24 | Wayne Simmonds | RW | Called up from minors from Toronto-AHL |
| 11/23 | Conor Timmins | D | Called up from minors from Toronto-AHL |
| 11/23 | Wayne Simmonds | RW | Sent to minors Toronto-AHL |
| 11/23 | Conor Timmins | D | Traded for Curtis Douglas |
| 11/23 | Jordie Benn | D | Placed on IR Upper-body injury - left game |
| 11/22 | Mac Hollowell | D | Called up from minors from Toronto-AHL |
| 11/22 | Victor Mete | D | Called up from minors from Toronto-AHL |
| 11/22 | Wayne Simmonds | RW | Waived |
| 11/20 | Joseph Woll | G | Sent to minors Toronto-AHL |
| 11/20 | Mac Hollowell | D | Sent to minors Toronto-AHL |
| 11/19 | Mac Hollowell | D | Called up from minors from Toronto-AHL |
| 11/18 | Mac Hollowell | D | Sent to minors Toronto-AHL |
| 11/17 | Wayne Simmonds | RW | Called up from minors from Toronto-AHL |
| 11/17 | Mac Hollowell | D | Called up from minors from Toronto-AHL |
| 11/16 | Mac Hollowell | D | Sent to minors Toronto-AHL |
| 11/16 | Kyle Clifford | LW | Sent to minors Toronto-AHL |
| 11/15 | Wayne Simmonds | RW | Sent to minors Toronto-AHL |
| 11/15 | Keith Petruzzelli | G | Sent to minors Toronto-AHL |
| 11/14 | Mac Hollowell | D | Called up from minors from Toronto-AHL |
| 11/14 | Pontus Holmberg | RW | Called up from minors from Toronto-AHL |
| 11/12 | T.J. Brodie | D | Placed on IR Oblique |
| 11/8 | Pontus Holmberg | RW | Sent to minors Toronto-AHL |
| 11/8 | Victor Mete | D | Sent to minors Toronto-AHL |
| 11/6 | Keith Petruzzelli | G | Signed as Free Agent One-year, entry-level contract |
| 11/5 | Jordie Benn | D | Called up from minors from Toronto-AHL |
| 11/5 | Timothy Liljegren | D | Called up from minors from Toronto-AHL |
| 11/4 | Wayne Simmonds | RW | Called up from minors from Toronto-AHL |
| 11/4 | Nicolas Aube-Kubel | RW | Waived |
| 11/3 | Filip Kral | D | Sent to minors Toronto-AHL |
| 11/1 | Pontus Holmberg | RW | Called up from minors from Toronto-AHL |
| 11/1 | Wayne Simmonds | RW | Sent to minors Toronto-AHL |
| 10/25 | Filip Kral | D | Called up from minors from Toronto-AHL |
| 10/25 | Mikhail Abramov | C | Sent to minors Toronto-AHL |
| 10/25 | Jordie Benn | D | Sent to minors Toronto-AHL for conditioning stint |
| 10/25 | Timothy Liljegren | D | Sent to minors Toronto-AHL for conditioning stint |
| 10/25 | Kyle Clifford | LW | Placed on IR Shoulder |
| 10/22 | Kyle Clifford | LW | Called up from minors from Toronto-AHL |
| 10/22 | Filip Kral | D | Sent to minors Toronto-AHL |
| 10/19 | Braeden Kressler | C | Assigned to Junior Club Flint-OHL |
| 10/19 | Filip Kral | D | Called up from minors from Toronto-AHL |
| 10/19 | Axel Rindell | D | Sent to minors Toronto-AHL |
| 10/17 | Jake Muzzin | D | Placed on IR Neck - left game |
| 10/16 | Victor Mete | D | Called up from minors from Toronto-AHL |
| 10/16 | Nicholas Robertson | LW | Called up from minors from Toronto-AHL |
| 10/16 | Wayne Simmonds | RW | Called up from minors from Toronto-AHL |
| 10/15 | Erik Kallgren | G | Called up from minors from Toronto-AHL |
| 10/13 | Fraser Minten | C | Signed Three-year, entry-level contract |
| 10/10 | Fraser Minten | C | Assigned to Junior Club Kamloops-WHL |
| 10/10 | Adam Gaudette | RW | Sent to minors Toronto-AHL |
| 10/10 | Pontus Holmberg | RW | Sent to minors Toronto-AHL |
| 10/10 | William Villeneuve | D | Sent to minors Toronto-AHL |
| 10/10 | Victor Mete | D | Sent to minors Toronto-AHL |
| 10/10 | Nicholas Robertson | LW | Sent to minors Toronto-AHL |
| 10/10 | Wayne Simmonds | RW | Sent to minors Toronto-AHL |
| 10/10 | Kyle Clifford | LW | Sent to minors Toronto-AHL |
| 10/10 | Filip Kral | D | Sent to minors Toronto-AHL |
| 10/10 | Axel Rindell | D | Placed on IR Undisclosed injury |
| 10/9 | Mac Hollowell | D | Sent to minors Toronto-AHL |
| 10/9 | Joey Anderson | RW | Sent to minors Toronto-AHL |
| 10/9 | Zach Aston-Reese | RW | Signed as Free Agent One-year contract |
| 10/9 | Victor Mete | D | Waived |
| 10/9 | Adam Gaudette | RW | Waived |
| 10/9 | Wayne Simmonds | RW | Waived |
| 10/9 | Kyle Clifford | LW | Waived |
| 10/8 | Logan Shaw | C | Released |
| 10/8 | Noel Hoefenmayer | D | Released |
| 10/8 | Dryden McKay | G | Released |
| 10/8 | Tommy Miller | D | Released |
| 10/8 | Graham Slaggert | LW | Released |
| 10/8 | Dylan Ferguson | G | Released |
| 10/8 | Keith Petruzzelli | G | Released |
| 10/8 | Marshall Rifai | D | Released |
| 10/8 | Joseph Blandisi | C | Released |
| 10/8 | Bobby McMann | C | Sent to minors Toronto-AHL |
| 10/8 | Alex Steeves | LW | Sent to minors Toronto-AHL |
| 10/8 | Nick Abruzzese | LW | Sent to minors Toronto-AHL |
| 10/8 | Erik Kallgren | G | Sent to minors Toronto-AHL |
| 10/8 | Mikko Kokkonen | D | Sent to minors Toronto-AHL |
| 10/8 | Semyon Der-Arguchintsev | C | Sent to minors Toronto-AHL |
| 10/8 | Joey Anderson | RW | Waived |
| 10/8 | Mac Hollowell | D | Waived |
| 10/3 | Max Ellis | RW | Sent to minors Toronto-AHL |
| 10/3 | Pavel Gogolev | LW | Sent to minors Toronto-AHL |
| 10/3 | Curtis Douglas | C | Sent to minors Toronto-AHL |
| 9/29 | Rasmus Sandin | D | Re-Signed Two-year contract |
| 9/28 | Carl Dahlstrom | D | Placed on IR Shoulder - left game |
| 9/27 | Ty Voit | LW | Assigned to Junior Club Sarnia-OHL |
| 9/22 | Mikhail Abramov | C | Placed on IR Back |
| 9/22 | Braeden Kressler | C | Placed on IR Undisclosed injury |
| 9/22 | Rodion Amirov | LW | Placed on IR Illness |
| 9/22 | Pierre Engvall | LW | Placed on IR Ankle |
| 9/22 | Joseph Woll | G | Placed on IR Shoulder |
| 9/21 | Marshall Rifai | D | Invited to Training Camp |
| 9/21 | Dryden McKay | G | Invited to Training Camp |
| 9/21 | Joseph Blandisi | C | Invited to Training Camp |
| 9/21 | Keith Petruzzelli | G | Invited to Training Camp |
| 9/21 | Graham Slaggert | LW | Invited to Training Camp |
| 9/21 | Noel Hoefenmayer | D | Invited to Training Camp |
| 9/21 | Tommy Miller | D | Invited to Training Camp |
| 9/21 | Logan Shaw | C | Invited to Training Camp |
| 9/15 | Dennis Hildeby | G | Assigned to European Team Farjestad BK-Sweden |
| 9/9 | Zach Aston-Reese | RW | Invited to Training Camp |
| 8/24 | Chad Krys | D | Signed with European team Vienna Capitals-Austria |
| 8/19 | Dmitry Ovchinnikov | C | Assigned to European Team Sibir Novosibirsk-KHL |
| 8/10 | Dylan Ferguson | G | Invited to Training Camp |
| 8/8 | Teemu Kivihalme | D | Signed with European team TPS Turku-Finland |
| 8/4 | Rich Clune | LW | Retired |
| 7/21 | Ian Scott | G | Retired |
| 7/17 | Pierre Engvall | RW | Re-Signed One-year contract |
| 7/15 | Calle Jarnkrok | C | Signed as Free Agent Four-year contract |
| 7/14 | Jordie Benn | D | Signed as Free Agent One-year contract |
| 7/14 | Victor Mete | D | Signed as Free Agent One-year contract |
| 7/13 | Colin Blackwell | C | Became Unrestricted Free Agent |
| 7/13 | Jack Campbell | G | Became Unrestricted Free Agent |
| 7/13 | Ian Scott | G | Became Unrestricted Free Agent Not tendered a qualifying offer |
| 7/13 | Kristians Rubins | D | Became Unrestricted Free Agent Not tendered a qualifying offer |
| 7/13 | Chad Krys | D | Became Unrestricted Free Agent Not tendered a qualifying offer |
| 7/13 | Ondrej Kase | RW | Became Unrestricted Free Agent Not tendered a qualifying offer |
| 7/13 | Michael Hutchinson | G | Became Unrestricted Free Agent |
| 7/13 | Carter Hutton | G | Became Unrestricted Free Agent |
| 7/13 | Teemu Kivihalme | D | Became Unrestricted Free Agent |
| 7/13 | Ilya Lyubushkin | D | Became Unrestricted Free Agent |
| 7/13 | Ilya Mikheyev | RW | Became Unrestricted Free Agent |
| 7/13 | Brett Seney | LW | Became Unrestricted Free Agent |
| 7/13 | Jason Spezza | RW | Became Unrestricted Free Agent |
| 7/13 | Joseph Duszak | D | Became Unrestricted Free Agent Not tendered a qualifying offer |
| 7/13 | Dennis Hildeby | G | Signed Three-year, entry-level contract |
| 7/13 | Denis Malgin | RW | Signed as Free Agent One-year contract |
| 7/13 | Nicolas Aube-Kubel | RW | Signed as Free Agent One-year contract |
| 7/13 | Adam Gaudette | RW | Signed as Free Agent One-year contract |
| 7/13 | Ilya Samsonov | G | Signed as Free Agent One-year contract |
| 7/11 | Matt Murray | G | Traded w/ '23 3rd, '24 7th for future cons. |
| 7/10 | Joshua Ho-Sang | RW | Signed with European team Salavat Ufa-KHL |
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