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Longest Stanley Cup Droughts

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New York Islanders
Photo: John Iacono/SI

New York Islanders

29 Years

This once-model franchise reached five successive Cup finals, winning the first four (1980-83) and a record 19 consecutive playoff series, but there has been only one trip as far as the conference finals (1993) since, plus a bunch of DNQ's and first-round exits.

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