<P> After joining the NHL , the Oilers went on to win the Stanley Cup on five occasions : 1983 -- 84 , 1984 -- 85 , 1986 -- 87 , 1987 -- 88 and 1989 -- 90 . Along with the Pittsburgh Penguins , the Oilers are tied for the most championships won by any team since the NHL - WHA merger and also the most won by any team that joined the league in or after 1967 . Among all NHL teams , only the Montreal Canadiens have won the Stanley Cup more times since the League 's 1967 expansion . For their success in the 1980s , the Oilers team of this era has been honoured with dynasty status by the Hockey Hall of Fame . </P>
<P> After joining the NHL , the Oilers went on to win the Stanley Cup on five occasions : 1983 -- 84 , 1984 -- 85 , 1986 -- 87 , 1987 -- 88 and 1989 -- 90 . Along with the Pittsburgh Penguins , the Oilers are tied for the most championships won by any team since the NHL - WHA merger and also the most won by any team that joined the league in or after 1967 . Among all NHL teams , only the Montreal Canadiens have won the Stanley Cup more times since the League 's 1967 expansion . For their success in the 1980s , the Oilers team of this era has been honoured with dynasty status by the Hockey Hall of Fame . </P>
when did the oilers last win the stanley cup
when did the oilers last win the stanley cup
1989 -- 90
1989 -- 90