With the ...arggh!...lower Canadian $$ you might want to consider Banff, Alberta (just down the road for me)....some great hills...sorry, mountains... close by with many resorts having snowboard 1/2 pipes/park/terrain....and lots to do for the wife...shopping, sightseeing. Flights from Chi are all direct too.
The resorts available are Sunshine Village, Lake Louise, Mount Norquay, and Nakiska.
