Halloween and baseball rarely collide. However, when they collide, they establish an unforgettable moment. The World Series basically wraps up in November and has stretched out on the night of Halloween, providing fans a spooky adventure.

From the midnight heroics of Derek Jeter in 2001 World Series Game 4 against the Diamondbacks to fireworks in the 2025 fall classic, such games have mixed MLB brilliance with Halloween’s cold wins. Such a moment will be created on October 31 when the Dodgers and the Jays will face each other for the World Series Game 6. This game will be historic because of the situation. October 31 will not only be Halloween night, but it will also decide whether the Dodgers’ dominance will continue and the Jays’ strategic power will overcome the Dodgers.

Historical Context of Halloween World Series Games

Halloween has a special connection with the World Series that only comes to the surface when the postseason stretches deep into October. Before the current structure of extended playoffs, World Series games ended earlier in October. However, the World Series has gone through weather delays and schedule extensions since the 1990s, and that has pushed the World Series games into the most spooky night of the year. However, the collision is rare, and such events build a thrilling experience for the fans.

Over the seasons, just a limited number of games have been played on October 31, which has transformed MLB’s grandest stage into a spooky spectacle, from late-inning elite performances to rain-soaked duels. Such a contest highlights how MLB’s drama effectively fits the haunting power of Halloween.

Iconic World Series Halloween Games and Key Highlights

Throughout history, the night of October 31 has provided some memorable moments related to the World Series. In 2001, Derek Jeter delivered a walk-off home run against the Diamondbacks in World Series Game 4, and it turned the star into “Mr. November” and marked the most iconic moment of MLB. After that, the collision between Halloween and the World Series happened in 2009. It was Game 3 of the World Series where the Yankees and the Phillies faced each other in Citizens Bank Park.

Then came the night of October 31 in 2010. That night, the Giants and the Rangers played Game 4 of the World Series in AT&T Park. That was not the last game played on Halloween. After that, multiple other Works series games have been played on that day, like in 2015, 2017, and now it will be played in 2025. The following table shows the games played on Halloween, with the teams provided:

2025 World Series Halloween Preview: Dodgers vs. Blue Jays

On 2025 October 31, the Rogers Center will be electric as the Jays will return home with a 3-2 series lead. The Jays fans are mixing spooky festivities with Game 6 fever. The city will be decorated with  “Jack-o-Jay” lanterns and zombie-themed costumes. The city and the stadium will be decorated with glowing lights.

The Dodgers fans will attend the game with uncertainty because Game 6 will be a do-or-die situation for Dave Roberts’ team. However, for the Jays, Halloween night will be a night of celebration as they are running with a one-game lead.

From Derek Jeter’s memorable Halloween performance in 2001 to the Jays’ 2025 showdown, MLB’s link with Halloween is magical. Every game in the night just reminds the fans why fall baseball is unmatched.