Yeah, Wyoming is pushing it--and Regina and Saskatoon are far more dominant than Cheyenne and Casper.
The Dakotas are a closer equivalent, geographically and politically (i.e. their erstwhile amenability to Democrats, even those of a "McGovern-progressive" strain)
And didn’t a Dakotas government once served in the province goverment?
I'm not sure if this is what you mean, but even though Nonpartisan League (a farmers' protest movement that started in North Dakota) did expand into Canadian Prairies in the 1910s, it didn't last very long, didn't get into government anywhere and its members went on to join the Progressives, UFA, Social Credit and CCF.