I tried, it's a good puzzle.
Using the hockey db and the ticket price you can eliminate non play off years, using price you can eliminate later years when Mezz seats cost more. What throws me off is the "Game Two Stanley Cup" is it referring to the game number at Chicago Stadium or the number of the game in the series? My guess is it's from the 40's, maybe 43-44 or 45-46, possibly 52-53 though, but I'd go back and check the Game #2 reference.
I know my old Chicago Stadium playoff tickets from the 80's & 90's weren't very specific to opponent and game date as well. They were printed before everything was determined.
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