| Date | Team |
|
| 05/31/2023 | Toronto Maple Leafs | Sign Conner Lewis |
| 05/30/2023 | Welland Jackfish | Sign Rich Corrente |
| 05/29/2023 | Barrie Baycats | Sign Canice Ejoh |
| 05/29/2023 | Barrie Baycats | Release Christian Kuzemka |
| 05/29.2023 | Brantford Red Sox | Sign Christian Kuzemka and Gus Wilson |
| 05/29/2023 | Brantford Red Sox | Release Mark Dozier and Nick Jambrosic |
| 05.29/2023 | Toronto Maple Leafs | Release Anthony Bounaiuto |
| 05/27.2023 | Hamilton Cardinals | Release Troy Banks |
| 05/26/2023 | Brantford Red Sox | Sign Hendry Rosa |
| 05/25/2023 | Guelph Royals | Sign Tony Hrynkiw |
| 05/23/2023 | Hamilton Cardinals | Sign Colby Ring |
| 05/23/2023 | Hamilton Cardinals | Release Will Sierra |
| 05/20/2023 | London Majors | Sign Edisson Gonzalez |
| 05/20/2023 | London Majors | Release Manuel Silva |
| 05/19/2023 | Guelph Royals | Sign Tristan Pompey |
| 05/17/2023 | Hamilton Cardinals | Sign Charlie Towers and Dan Berg |
| May 17/2023 | Kitchener Panthers | Sign Liam Devine |
| 05/16/2023 | Barrie Baycats | Sign Charlie Iriotakis |
| 05/16.2023 | Brantford Red Sox | Sign Christian Herrera Hayden Stam Spencer Jamieson Kyle Nash Juan Adames Nick Jambrosic Matt Fabian and Spencer Voisin |
| 05/16/2023 | Guelph Royals | Sign Jeff MacLeod Brendan Keys Noah Roberts Mile Cecchetto and Josh Garton |
| 05/16/2023 | Kitchener Panthers | Sign Daniel Marquez |
| 05/16.2023 | Welland Jackfish | Sign Taylor Lepard |
| 05/15/2023 | Hamilton Cardinals | Release Wes Markle and Sam Turcotte |
| 05/15/2023 | Kitchener Panthers | Sign Jack Anderson |
| -05/15/2023 | Welland Jackfish | Sign James Smibert |
| 05/14/2023 | Guelph Royals | Sign Ben Reid and Evan Ashe |
| 05/14/2023 | Hamilton Cardinals | Sign Tanner Rempel |
| 05/14/2023 | Kitchener Panthers | Sign Klaus Aplevich |
| 05/14/2023 | Toronto Maple Leafs | Sign Jesse Hodges |
| 06/14/2023 | Toronto Maple Leafs | Release Diego Dominguez |
| 05/13/2023 | Guelph Royals | Sign Yomar Concepcion and Yuki Narita |
| 05/12/2023 | Toronto Maple Leafs | Sign Brandon Sekulovich |
| 05/10/2023 | Barrie Baycats | Sign Christian Kuzemka and Garner Spoljaric |
| 05/10/2023 | Barrie Baycats | Release Manny Sanchez |
| 05/10/2023 | Toronto Maple Leafs | Sign Dan Procopio |
| 05/10/2023 | Welland Jackfish | Sign Julian Tymochko |
| 05/09/2023 | Barrie Baycats | Sign Marcel Lacasse |
| 05/08/2023 | Toronto Maple Leafs | Sign Ryan Wells and Yoichi Ishihara |
| 05/04/2023 | Barrie Baycats | Sign Emilis Guerrero |
| 05/04/2023 | Barrie Baycats | Release Jose Almarante |
| 05/04/2023 | Toronto Maple Leafs | Release Franklin Hernandez and Connor Lewis |
| 05/04/2023 | Welland Jackfish | Sign Tyler Dupuis |
| 05/02/2023 | Barrie Baycats | Sign Starlin Rodriquez |
| 05/02/2023 | Hamilton Cardinals | Sign Stefan Strecker |
| 05/02/2023 | Toronto Maple Leafs | Sign Dawson Parks |
| 05/02/2023 | Toronto Maple Leafs | Release Grant Tamane |
| 05/01/2023 | Guelph Royals | Sign Sandy Baez |
| 05/01/2023 | Kitchener Panthers | Sign Raul Gonzalez, Yunior Ibarra, Yadian Martinez and Yamichel Perez |
| 05/01/2023 | Welland Jackfish | Sign William Jackman and Chris Robinson |
| 05/01/2023 | Welland Jackfish | Release Zarley Cina, Matt Clingersmith and Mattingly Romanin |
| 04/30/2023 | Guelph Royals
| Release Brandon Deans |
| 04/29/2023 | Guelph Royals | Sign Jorge De La Cruz Paez |
| 04/29/2023 | Hamilton Cardinals | Sign Connor Bowie |
| 04/29.2023 | London Majors | Sign Eduardo De Oleo |
| 04/29/2023 | London Majors | Release Bo Levington, Phil Whelan and Chris McQueen |
| 04/28.2023 | Hamilton Cardinals | Sign Logan Walters |
| 04/28/2023 | Hamilton Cardinals | Release Spencer Bak, Josiah Devapalan and Aaron Duffy |
| 04/28/2023 | Kitchener Panthers | Release Matt McGovern Dreyden Sloat and Dan Mahoney |
| 04/27/2023 | Guelph Royals | Sign JD Williams and Justin Interisano |
| 04/24/2023 | Brantford Red Sox Sign | Jaret Lupton, Jeremias Sucre and Noah Falkenberg |
| 04/24/2023 | Brantford Red Sox | Release Jordan Young, Kyle Lev, Garrett Larner, Jamiel Orozxo and Andre Wojtarowicz |
| 04/24/2023 | Toronto Maple Leafs | Release Freylin Garcia and Abrahan Hiraldo |
| 04/21/2023 | London Majors | Sign Judd Walker |
| 04/20/2023 | London Majors | Sign Fernando Fernandez |
| 04/19/2023 | Toronto Maple Leafs | Sign Chris Nagorski |
| 04/18.2023 | London Majors | Sign Abdiel Velasquez |
| 04/18/2023 | Toronto Maple Leafs | Sign Jordan Castaldo |
| 04/15/2023 | Brantford Red Sox | Release Jackson Soucie |
| 04/11/2023 | Kitchener Panthers | Sign Ken Di Clemente |
| 04/11/2023 | London Majors | Sign Manuel Silva and Austin Wilkie |
| 04/07/2023 | London Majors | Sign Byron Reichstein |
| 04/05/2023 | Hamilton Cardinals | Sign Jose Fernandez |
| 04.04.2023 | Brantford Red Sox | Sign Aidan Colangelo, Jesse Fishbaum and Sean Hood-Tidman |
| 04/04/2023 | Brantford Red Sox | Release Brian Lui |
| 04.04.2023 | Toronto Maple Leafs | Sign Jonathan Solazzo and James Wilson |
| 04/04/2023 | Toronto Maple Leafs | Release Greg Smyth |
| 04/03/2023 | Barrie Baycats | Sign Juan Benitez and Victor Plaz |
| 04/03/2023 | London Majors | Sign Cleveland Brownlee |
| 03/30/2023 | Hamilton Cardinals | Sign Rushil Bhat |
| 03/30/2023 | Toronto Maple Leafs | Sign Ryan Dos Santos |
| 03/28/2023 | London Majors | Release Rushil Bhat |
| 03/27/2023 | Toronto Maple Leafs | Sign Justin Murray, Wilgenis Alavarado and Julian Valdez |
| 03/27/2023 | Toronto Maple Leafs | Release Dylan Jacober |
| 03/26/2023 | Hamilton Cardinals | Release Chris Tani and Daury Torrez |
| 03/24/2023 | Toronto Maple Leafs | Sign Dan Marra, Adam Marra and Justin Marra |
| 03/21/2023 | Toronto Maple Leafs | Sign Marek Deska |
| 03/20/2023 | Guelph Royals | Sign Jared Kennedy and Ashton Patterson |
| 03/20/2023 | Toronto Maple Leafs | Sign Zach Sloan |
| 03/17/2023 | Toronto Maple Leafs | Sign Abrahan Hiraldo |
| 03/14/2023 | Brantford Red Sox | Sign Mark Dozier |
| 03/14/2023 | Guelph Royals | Sign Darius Barlas and Claudio Custodio |
| 03/13/2023 | Brantford Red Sox | Sign Nick Burdett, Gabe Bruder, Danny Garcia, and Joran Young |
| 03/13/2023 | Kitchener Panthers | Sign Jose Vasquez and Jordan Bahnuk |
| 03/13/2023 | Toronto Maple Leafs | Sign James Dutton |
| 03/11/2023 | Welland Jackfish | Sign Eric Marriott |
| 03/09/2023 | Guelph Royals | Sign Kyle Thomas |
| 03/08/2023 | Hamilton Cardinals | Sign Duncan McLaughlin |
| 03/08/2023 | London Majors | Sign Wyatt Hummel |
| 03/08/2023 | Hamilton Cardinals | Release Nathan Scragg and Sean Pettener |
| 03/07/2023 | Toronto Maple Leafs | Sign Sam Greene |
| 03/07/2023 | Guelph Royals | Sign Dario Alvarez |
| 03/05/2023 | London Majors | Sign Dan Battel |
| 03/04/2023 | Kitchener Panthers | Release Jacob Ray |
| 03/01/2023 | London Majors | Sign Kayne McGee, Owen Boon, and Will Pollard |
| 02/28/2023 | London Majors Sign | Tommy Reyes-Cruz |
| 02/27/2023 | Hamilton Cardinals | Sign Will Sierra |
| 02/26/2023 | Kitchener Panthers | Sign Christian Hauck |
| 02/24/2023 | Hamilton Cardinals | Sign Tristan Osika |
| 02/23/2023 | Barrie Baycats | Sign Joshua Tibbits and Frank Garces |
| 02/23/2023 | Hamilton Cardinals | Alex Lanigan and Riley Young |
| 02/23/2023 | Toronto Maple Leafs | Sign Aidan McAskie |
| 02/22/2023 | Brantford Red Sox | Sign Graham Tebbitt and Jon Dziomba |
| 02/22/2023 | Guelph Royals | Sign Hector Yan |
| 02/22/2023 | Hamilton Cardinals | Release Robin Fox-Pappas |
| 02/22/2023 | Kitchener Panthers | Release Evyn Sherman |
| 02/22/2023 | Toronto Maple Leafs | Sign Robin Fox-Pappas |
| 02/21/2023 | Guelph Royals | Sign Ethan Hammond |
| 02/21/2023 | Toronto Maple Leafs | Sign Freylin Garcia and Cesar Rosado |
| 02/20/2023 | Toronto Maple Leafs | Sign Jose Vinicio and Ryan Burnside |
| 02/18/2023 | London Majors | Sign Brett Graham |
| 02/18/2023 | Kitchener Panthers | Sign Elliott Curtis |
| 02/18/2023 | Toronto Maple Leafs | Sign Anthony Buonaiuto |
| 02/15/2023 | Toronto Maple Leafs | Sign Greg Carrington |
| 02/09/2023 | Guelph Royals | Sign Brandon Deans |
| 02/08.2023 | Welland Jackfish | Sign Greg Marco |
| 02/07/2023 | Barrie Baycats | Sign Max Lojko |
| 02/07/2023 | Welland Jackfish
| Sign Ethan Pasco, Brett Lawson and Luis Jean |
| 02/06/2023 | Guelph Royals | Sign Conner Morro |
| 02/06/2023 | Welland Jackfish
| Release Chris Lazar |
| 02/03/2023 | Barrie Baycats | Sign Domenico Morea |
| 02.03/2023 | Barrie Baycats | Release Brendan Colley |
| 02/03/2023 | Welland Jackfish
| Sign Deivy Mendez |
| 02/01/2023 | Welland Jackfish
| Sign Chris Boatto and Casey Howard |
| 01/31/2023 | Brantford Red Sox | Sign Evan Ryan, Dan Howat, Jeremie Veilleux, Kieran Bowles, Nolan Gallagher, and Roger Keen.
|
| 01/27/2023 | London Majors | Sign Keith Kandel, Pedro De Los Santos, Cam O'Reilly, Skylar Janisse, Andrew Lawrence, Starling Joseph, and Braeden Ferrington |
| 01/26/2023 | Welland Jackfish | Sign Hogan Brown |
| 01/24/2023 | Hamilton Cardinals | Sign Jayson Wilbur |
| 01/24/2023 | Welland Jackfish | Sign Brandon Underhill |
| 01/23/2023 | Hamilton Cardinals | Sign Aidan Muir, Drew Mainprize, Gabriel Braun, Bryan Rivera, Corben Peters and Jacob Underwood and Wes Markle |
| 01/21/2023 | Hamilton Cardinals | Sign Dennis Dei Baning |
| 01/18/2023 | Toronto Maple Leafs | Release Adam Jafine |
| 01/18/2023 | Welland Jackfish | Sign Adam Jafine |
| 01/18/2023 | Welland Jackfish | Release Mike Wagner and Wyatt Hummel |
| 01/15/2023 | Hamilton Cardinals | Sign Troy Banks, Luis Bernardo, and Nick Davies |
| 01/15/2023 | Hamilton Cardinals | Release Luis Jean |
| 01/12/2023 | Barrie Baycats | Release Jacob Wilson |
| 01/11/2023 | Barrie Baycats | Sign Brad McQuinn, Tyler Plumpton, Adam Odd, Dylan Shepherd, Chris Cox, Kyle Maves. Aidan Rossel, Adam Khan, and Josh Cote |
| 01/11/2023 | Brantford Red Sox | Release Troy Banks |
| 01/11/2023 | Hamilton Cardinals | Release Anthony Buonaituo and Jeremie Veilleux |
| 01/11/2023 | Kitchener Panthers | Sign Tyler Lawrence |
| 01/11/2023 | Welland Jackfish | Sign Matteo Porcellato |
| 01/09/2023 | Welland Jackfish | Sign Jake Harford |
| 01/09/2023 | Kitchener Panthers | Sign Nathan Laird |
01/08/2023
| Kitchener Panthers | Sign Jacob Douglas |
| 01/07/2023 | Kitchener Panthers | Sign David Bruinsma |
| 01/05/2023 | Hamilton Cardinals | Sign Tyler Duncan |
| 01/04/2023 | Hamilton Cardinals | Sign Clayton Keyes |
| 01/04/2023 | Welland Jackfish | Sign Brandon Nicholson |
| 01/03/2023 | Hamilton Cardinals | Sign Josh Niles |
| 01/03/2023 | Welland Jackfish | Sign Steve Moretto |
| 01/02/2023 | Kitchener Panthers | Sign Liam Wilson, Andy Leader, Keegan Marsden, Stephen Whalen, Brady Schnarr, Dreyden Sloat, Adam Robertson, Jorden Carthy, Brett Reid, and Nick Parsons
|
| 12/28/2022 | Hamilton Cardinals | Sign Laine Renaud |
| 12/14/2022 | Welland Jackfish | Sign Scott Gillespie |
| 12/14/2022 | Kitchener Panthers | Sign Humberto Ruiz |
| 12/13/2022 | Welland Jackfish | Sign Justin Gideon |
| 12/12/2022 | Barrie Baycats | Sign Evan Soules, Brad Grieveson, James Anderson, Branfy Infante, Carson Burns, Christian Mullen, and Noel McGarry Doyle |
| 12/04/2022 | Welland Jackfish | Sign Sam Cawker |
| 11/28/2022 | Welland Jackfish | Sign Michael Mueller |
| 11/27/2022 | Barrie Baycats | Sign Owen Jansen |
| 11/25/2022 | Barrie Baycats | Sign Brandon Hillier and Jose Almarante |
| 11/22/2022 | Barrie Baycats | Sign Royce Ando and Manny Sanchez
|
| 11/17/2022 | Barrie Baycats | Sign Hayden Jaco |
| 11/09/2022 | Hamilton Cardinals | Release Ryan Burnside |
| 11/02/2022 | Barrie Baycats | Sign Jeifry Nunez, Ryan Rijo |
| 11/02/2022 | Welland Jackfish | Sign Josh Williams, McCoy Pearce, Gianfranco Morello |
