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7: * 1983 - lost to Islanders 4-0 * 1984 - defeated Islanders 4-1 * 1985 - defeated Flyers 4-1 * 1987 - defeated Flyers 4-3 * 1988 - defeated Bruins 4-0 * 1990 - defeated Bruins 4-1 * 2006 - lost to Hurricanes 4-3

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15y ago
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13y ago

At present, 5 times. All within 1983-1990.

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12y ago

8...1974-75, 1975-76, 1976-77, 1979-80, 1984-85, 1986-87, 1996-97, and 2009-10. LET'S GO FLYERS!

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10y ago

Four. 1984, 86, 87, and 88.

All of Wayne Gretzky's Stanley Cups were with the Edmonton Oilers.

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Q: How many times did the oilers win the cup?
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