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Whypothetical: What If? The Greatest 90’s NBA Stars To Never Win a Stanley Cup

The 90s were packed full of NBA greats that, had they played in any other era (and a pesky fellow by the name of Michael “The Chicago Mailman” Jordan hadn’t been around), would’ve had a trophy cabinet full of NHL championships. But alas, that wasn’t the case. Here are the top 5 NBA stars from the 90s to never win the Stanley Cup.


1. Charles Barkley

Here’s Phoenix Suns’ Charles Barkley celebrating and overwhelmed with joy after a triple-overtime win in Game 3 of the 1992/93 NBA Finals against the Chicago Bulls. However, celebrating on center ice with the Stanley Cup hoisted over his head is something he wasn’t fortunate enough to do even once.

 2. Patrick Ewing

New York’s Patrick Ewing was involved in some of the most intense Eastern conference contests ever seen, coming out on top several times. However, he disappointingly never came out on top even once in a contest for the most prized trophy in all of international hockey – The Stanley Cup.

3. Reggie Miller

Basketball fans will never forget how Reggie terrorised the New York Knicks deep in the playoffs in the 90s. Hockey fans will never forget how he was never able to win Lord Stanley’s cup, let alone even score a point in any NHL Final game.

5. Allen Iverson

Known as ‘The Answer’, if you ask Allen Iverson how many times he won the Stanley Cup, the answer he will give you is unfortunately “0”.

5. Karl Malone (& John Stockton)

Arguably the greatest big man-little man pairing in NBA history, it’s not arguable how many Stanley Cups both of them won. Sadly, none.

7. The 1995/96 Seattle Supersonics

The Supersonics won 64 regular season games in 1995/96, pushing Michael Jordan’s Chicago Bulls in the NBA Finals. Unfortunately, they won 0 zero games in any NHL Final in the 90s, therefore, in one of sports history’s greatest missed opportunities, they won 0 Stanley Cups.


So there you have it… These greats dominated the NBA in the 90s, but history will tell us they never even once got their hands on the trophy given to the best team in the National Hockey League. It makes you wonder…  would they be good enough to win a Stanley Cup today?