| June 1, 2026 | Kindersley | Rylan Weller | Lloydminster Bobcats (AJHL) | Player Development Fee |
| June 1, 2026 | Kindersley | Player Development Fee | Neepawa Titans (MJHL) | Talen Lewis |
| June 1, 2026 | La Ronge | Charlie Kay | Kindersley | Player Development Fee |
| June 8, 2026 | Kindersley | Brock Evans | Nipawin | Justus Cutler & Konnor Watrson |
| June 11, 2026 | Weyburn | Player Development Fee | Drayton Valley Thunder (AJHL) | Nash Nocolay |
| June 11, 2026 | La Ronge | Reid Slugoski | Winnipeg Blues (MJHL) | Player Development Fee |
| June 16, 2026 | Kindersley | Player Development Fee | Neepawa Titans (MJHL) | Dylan McCann |
| June 24, 2026 | Humboldt | Player Development Fee | Devon Extreme (AJHL) | Kasey Russell |
| June 24, 2026 | Melfort | Player Development Fee | Thunder Bay North Stars (SIJHL) | Matthew Bertolin |
| July 22, 2026 | Yorkton | Alexandro Montoya | Miramichi Timberwolves (MHL) | Player Development Fee |
| July 27, 2026 | La Ronge | Player Development Fee | Manitoba Northern Blizzard (MJHL) | Keagin Kelln |
