According to the Highway Hotline, winter and seasonal conditions should be expected while traveling on any of the highways coming in and out of Moose Jaw. 

This recently changed from a non-travel recommendation due to the icy and slippery conditions. 

Heading into the Regina on Highway 1 the roads are labeled under 'seasonal driving conditions'. However, looking west on Highway 1, the highway is labeled as 'winter conditions' until halfway to Chaplin where it becomes a non-traveling recommendation.