⚾ The Fall Classic · Head-to-Head

World Series
Battle

Whose drought was longer? Whose dynasty was bigger? Pick the right answer across 25 World Series showdowns spanning 1969 to 2025.

25 Matchups
57 Years Covered
Oct 2026 Next Fall Classic
0 Correct
0 Wrong
0 Streak 🔥
25 Left
Matchup 1 of 25
Which World Series drought was LONGER?
✓ CORRECT
Team A
Context
VS
✓ CORRECT
Team B
Context
🏆

World Series Champion!

You got 0 of 25

World Series Battle — Frequently Asked

Who has won the most World Series in the expansion era (1969–2025)?
The New York Yankees lead with 7 titles in the expansion era (1977, 1978, 1996, 1998, 1999, 2000, 2009). The Los Angeles Dodgers are second with 5 (1981, 1988, 2020, 2024, 2025), having become the first repeat champions since the 2000 Yankees.
What is the longest World Series drought ever broken?
The Chicago Cubs' 108-year drought from 1908 to 2016 is the longest in major North American professional sports history. They ended it with a Game 7 win in Cleveland that included a rain delay before the 10th inning.
Who won the 2025 World Series?
The Los Angeles Dodgers defeated the Toronto Blue Jays in 7 games. Game 7 went 11 innings with a Will Smith home run off Shane Bieber providing the winning margin. Yoshinobu Yamamoto won World Series MVP.
Which expansion-era manager has the most World Series titles?
Joe Torre won 4 World Series with the Yankees (1996, 1998, 1999, 2000). Tony La Russa won 3 (1989 A's, 2006 and 2011 Cardinals). Bobby Cox, despite leading the Braves to 5 World Series in the 1990s, won only one (1995).
How many innings did the longest World Series game ever last?
Game 3 of the 2018 World Series between the Dodgers and Red Sox lasted 18 innings — the longest by innings in World Series history. The Dodgers won 3-2 on a Max Muncy walk-off home run. The game took over seven hours to complete.
Which MLB teams have never won a World Series?
Five franchises have never won a World Series: the San Diego Padres, Milwaukee Brewers, Seattle Mariners, Tampa Bay Rays, and Colorado Rockies. The Mariners are also the only MLB franchise that has never appeared in a World Series.