This league was made up of various military units stationed in Winnipeg. Because of military commitments, many of the teams had irregular schedules.
- Fort Garry Horse Regiment
- Royal Winnipeg Rifles
- Cameron Highlanders
- Fort Osborne
- January 18 Rifles 4 Highlanders 1
- January 18 RCAF 6 Grenadiers 5
- January 20 Rifles 3 Fort Garry 1
- January 20 Highlanders 2 RCAF 1
- January 24 Royal Winnipeg Rifles 8 Cameron Highlanders 1
The league schedule was very irregular and a number of teams dropped out. THe Rifles and Navy ended up with the best records.
- February 27 Royal Winnipeg Rifles 5 Navy 2
Since the Rifles had won the first half championship, this win gave them the league championship.
Royal Winnipeg Rifles advanced to the 1939-40 Manitoba Senior A Playoffs.