| Oct 4, 1969 Sat | Preseason | Winnipeg | Flin Flon | (Cheap) Oddleifson-unknown Line Brawl at 35:08 Hargreaves-Carr |
| Oct 17, 1969 Fri | | Flin Flon | Winnipeg | Harvey-Hargreaves unknown-unknown |
| Nov 6, 1969 Thu | | Winnipeg | Brandon | McConachy-Deadmarsh Komadoski-Fitchner |
| Nov 21, 1969 Fri | | Winnipeg | Estevan | Hargreaves-Martineau Hargreaves-Rydman |
| Nov 23, 1969 Sun | | Estevan | Winnipeg | Rydman-Oddleifson Converse-Cadle |
| Nov 28, 1969 Fri | | Estevan | Winnipeg | Henning-Butler Irwin-Mowat Irwin-Hargreaves |
| Nov 30, 1969 Sun | | Brandon | Winnipeg | Cook-Black Kuntz-McConachy |
| Dec 14, 1969 Sun | | Winnipeg | Flin Flon | Cadle-Baird Butler-Hawrysh |
| Mar 16, 1970 Mon | | Flin Flon | Winnipeg | Butterworth-Hunt Stewart-Oddleifson |
| Mar 22, 1970 Sun | | | Estevan | Winnipeg | Rydman-Cadle Pudlowski-Oddleifson Bilodeau-Hunt |