June 14, 2019
Yorkton Terriers trade Griffen Ryden to the Humboldt Broncos for Riley Dekowny.
June 7, 2019
Nipawin Hawks trade Colton Nikiforuk and a player development fee to the Weyburn Red Wings in exchange for Cody Levesque.
June 3, 2019
Humboldt Broncos trade Graham Skinner and a player development fee to the Weyburn Red Wings for Rhett Gibson and Jordan Kazymyra.
Melfort Mustangs trade Jake Misskey to the Weyburn Red Wings for Christian Riemer.
Kindersley Klippers trade Connor Karo and Matthew Dyck to the Weyburn Red Wings for Parker Gavlas.
Weyburn Red Wings trade Mkyllan Couture to the Kindersley Klippers for a player development fee.
Battlefords North Stars trade Miles Minor and Noah Decottignies to the Weyburn Red Wings for Cade Kowalski.