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This is the 1938-39 Prince Edward Island Senior Hockey League season:
Best of 9
|January 31||Charlottetown 4||Summerside 2||Summerside|
|February 3||Summerside 2||Charlottetown 1||Charlottetown|
|February 7||Charlottetown 11||Summerside 4||Summerside|
|February 9||Charlottetown 13||Summerside 1||Charlottetown|
|February 14||Charlottetown 16||Summerside 4||Charlottetown|
|February 17||Charlottetown 11||Summerside 7||Charlottetown|
Charlottetown Rangers advanced to the 1938-39 Maritimes Senior Playoffs.