| Date | Team | Players/Picks Received | Team | Player/Picks Received |
| 2019-7-1 | St. Margaret's Bay Rebels | 2022 6th round Midget pick | Sackville Wolves | Brett Himmelman |
| 2019-6-30 | Mi'kmaq Warriors | 2020 6th round Midget pick | Halifax Hurricanes | Sam Mix |
| 2019-6-30 | Mi'kmaq Warriors | 2020 6th round Midget pick | Sackville Wolves | Ethan Malcom |
| 2019-6-22 | Mi'kmaq Warriors | 2020 6th round Midget pick | St. Margaret's Bay Rebels | Brett Himmelman |
| 2019-6-21 | Dartmouth Bandits | Matt Wilson | St. Margaret's Bay Rebels | 2020 1st round midget pick, 2022 1st round midget pick, 2023 2nd round midget pick, 2021 5th round midget pick (rebels) |
| 2019-6-15 | St. Margaret's Bay Rebels | 2020 5th round Midget( Rebels) draft pick 2023 4th round Midget draft pick Future Considerations | Sackville Wolves | Matt Warner |
| 2019-4-21 | Sackville Wolves | Tyler Puma | Dartmouth Bandits | 2020 3rd round midget pick |
| 2019-4-18 | St. Margaret's Bay Rebels | Ben Normandeau, Antione Ramia, Lucas Budgell | Mi'kmaq Warriors | Keegan Walker, Ethan Myers |
| 2019-4-18 | Sackville Wolves | AJ Stephenson | Mi'kmaq Warriors | 2020 4th round midget pick |
| 2019-4-05 | St. Margaret's Bay Rebels | Ryan MacDonald, Justin Leblanc 2020 1st round midget pick | Sackville Wolves | Alex Mitchell 2020 5th round midget pick |
| 2019-3-22 | St. Margaret's Bay Rebels | Btrennan Dalh-Crowe | Mi'kmaq Warriors | 2020 10th round midget pick |
| 2019-2-28 | Mi'kmaq Warriors | Lewis Jarvie 2021 6th round midget pick | St. Margaret's Bay Rebels | Brett Reeves, Eli Beaton Jacob Boudreau |
| 2019-1-20 | Dartmouth Bandits | Cody Carta Bomesine | Mi'kmaq Warriors | Kyle Langlois 2019 4th round midget pick (SW) 2020 4th round midget pick 2021 5th round midget pick |
| 2019-1-11 | Dartmouth Bandits | 2019 4th round midget pick | Halifax Hurricanes | Isaac McNeil |
| 2019-1-7 | Sackville Wolves | Mark Seward 2019 4th round midget pick 2019 2nd round mufll pick | St. Margaret's Bay Rebels | Ben Baxter Colby Baxter Daniel Locke |
| 2019-1-1 | Dartmouth Bandits | completed as part of Matt Wilson deal | St. Margaret's Bay Rebels | Cody Jeddry |
