Why did they let the Cubs win a world series in a movie? Because they knew it would never happen in real life.
Also, To the poster before twister, the Cleveland Indians never played a World Series game in any movie in the "Major League" series.
They played a ONE-GAME playoff with the New York Yankees for the right face the Western Conference Champions in the American League Championship Series. A One-game playoff is used when a division is tied, and the win or lose decides who advances in the playoffs or not. The story is explained in Major League 2, that they got DESTROYED by the Chicago White Sox in the ALCS and didn't get into the World Series.
Before the Wild card, there was only one playoff series before the world series. In 1989, the Chicago White Sox were in the Western Division and the Indians were in the eastern. Now they are both in the Central division.
In Major League 2, they beat the Chicago White Sox in the American League Championship series for a spot in the World Series. The same team that they lost to off-screen in the previous season.
Nothing is ever shown of the World Series whether they won or lost is pretty much up in the air. Of course Major League 3 is focused on the Minnesota Twins franchise, and their Triple A team the Buzz, so we never found out.
BTW, Major League > Rookie of the Year.
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