RD | TEAM | FROM | VIA | PLAYER | LAST CLUB |
| 1 | Brooklin |
|
| Kyle Waters | Orangeville |
| 1 | Cobourg |
|
| Alex Simmons | St. Catharines |
| 1 | Cobourg[7] | Six Nations [6] | Brampton* | Matthew Sykes | Mimico |
| 1 | Oakville |
|
| Mike McCannell | Orangeville |
| 1 | Brooklin [3] | Six Nations |
| Zack Deaken | Orangeville |
| 1 | Brooklin [4] | Peterborough |
| Jake Stevens | Kitchener-Waterloo |
| RD | TEAM | FROM | VIA | PLAYER | JUNIOR |
| 2 | Brooklin |
|
| Dustyn Pratt | Orangeville |
| 2 | Oakville[9] | Cobourg |
| Cam Wyers | Toronto |
| 2 | Owen Sound |
|
| Carter Zavitz | St. Catharines |
| 2 | Oakville |
|
| Matt Anderson | Burlington |
| 2 | Six Nations[6] | Brampton* [2] | Six Nations | Owen Cook-Down | Toronto |
| 2 | Peterborough |
|
| Thomas Whitty | St. Catharines |
| RD | TEAM | FROM | VIA | PLAYER | JUNIOR |
| 3 | Brooklin |
|
| Devin Pipher | Mimico/Whitby |
| 3 | Owen Sound [10] | Peterborough [5] | Cobourg | Tyler Halls | Orangeville |
| 3 | Owen Sound |
|
| Liam Limoges | Mimico |
| 3 | Oakville |
|
| Devlin Shanahan | Mimico |
| 3 | Cobourg [1] | Six Nations |
| Curtis Conley | Toronto |
| 3 | Owen Sound [10] | Peterborough |
| Adam Kromer | Whitby |
| RD | TEAM | FROM | VIA | PLAYER | JUNIOR |
| 4 | Brooklin |
|
| Jonathan McConvey | Mimico |
| 4 | Cobourg |
|
| Curtis Romanchych | Orangeville |
| 4 | Owen Sound |
|
| Sam Firth | Nepean |
| 4 | Six Nations | Peterborough[7] | Oakville | Nonkon Thompson | Akwesasne |
| 4 | Six Nations |
|
| Chris Weier | Orangeville |
| 4 | Peterborough |
|
| John Vezina | Brampton |
| RD | TEAM | FROM | VIA | PLAYER | JUNIOR |
| 5 | Brooklin |
|
| Logan Swanton | Orangeville |
| 5 | Cobourg |
|
| Kealon Pilon | St. Catharines |
| 5 | Owen Sound |
|
| Cameron Dunkerly | Orangeville |
| 5 | Oakville |
|
| Hunter Lemieux | Burlington |
| 5 | Six Nations |
|
| Mason Kamminga | St. Catharines |
| 5 | Owen Sound | Peterborough |
| Daire Newborough | Kitchener-Waterloo |
Transaction notes:
[1] Cobourg receives the rights to Wenster Green, Six Nations 2nd rd pick in 2020, and 3rd rd pick in 2021. Six Nations receives Kyle Jackson and Patrick Corbett
[2] Brampton sends the rights to Tyson Bell to Six Nations. Brampton receives Marty Hill, Jake Crans, Joe Maracle, 2019 1st rd pick, 2020 3rd rd pick and 2021 2nd rd pick.
[3] Brooklin receives Six Nations 1st Rd pick in 2020,2021 & 2022 Six Nations 3rd Rd pick in 2022, and rights to Dylan Riley. Six Nations receives the rights to Lyle Thompson and Miles Thompson. Should Miles Thompson sign with Six Nations prior to or for 2020 Brooklin would receive a 2nd Rd pick in 2023
[4] Brooklin receives Peterborough's 2021 & 2022 1st Rd draft picks in exchange for the rights to Mike Poulin
[5] Peterborough receives Cobourg's 2021 3rd Rd draft pick in exchange for Cam Milligan
[6] Six Nations receives Brampton's 2021 1st Rd & 2nd Rd (originally Six Nations) in exchange for Kyle Jackson
[7] Cobourg receives Six Nations 2021 1st Rd pick (originally Brampton) in exchange for Adam Bomberry
[8] Peterborough receives Oakville's 2021 4th rd pick in exchange for a 2020 5th rd pick.
[9] Cobourg receives Dereck Downs from Oakville in exchange for the Kodiaks 2021 2nd rd pick
[10] Owen Sound receives Peterborough's 2021 3rd rd picks 14th overall (originally Cobourg) and 18th in exchange for Owen Sound's 2023 2nd Rd pick.
* Brampton has relocated to Owen Sound beginning in the 2021 season
MSL 
