Longest MLB Baseball Droughts

Name the 5 Major League teams that have gone the longest without a World Series victory.

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Last updated: September 26, 2023

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First submitted	November 3, 2016
Times taken	15,297
Average score	60.0%
Rating	4.14

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Years	Drought	Team
107	1908–2016	Chicago Cubs
87	1917–2005	Chicago White Sox
85	1918–2004	Boston Red Sox
77	first win in 1980	Philadelphia Phillies
75	1948–present	Cleveland Guardians

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35 Comments

Level 57

Nov 4, 2016

If winning twice creates a drought...what does never winning mean? ...Padres!

Level 75

Nov 4, 2016

Mariners

Level 45

Nov 4, 2016

Expos....? Huh?

Level 82

Nov 4, 2016

All of these team's droughts, even from their formation, are still short of the Indians' 68 years.

Level 66

Nov 4, 2016

GeneralWaffle64, you might know them as the Washington Nationals. From 1969-2004 they were the Montreal Expos. I don't believe they ever won a World Series, though someone please correct me if I'm wrong on that.

Level 67

Nov 4, 2016

The Expos never won the World Series. They had the best record in the league (and certainly looked worthy of it) in 1994, but there was no post-season because of the players' strike.

Level 38

Nov 4, 2016

The Expos never won indeed. Yet they had the best record in 1994, year of the lock-out. People tend to agree on the fact that they would have possibly been the 1994 champions.#BringbackExpos !

Level 71

Nov 4, 2016

The Nationals franchise and the Mariners are actually the only two teams to have never even BEEN to a World Series. Six others have been but never won.

Level 68

May 8, 2022

And now it's just the Mariners. :/

Level 67

Nov 4, 2016

https://en.wikipedia.org/wiki/List_of_Major_League_Baseball_franchise_postseason_droughts

Level 43

Nov 4, 2016

Guessed on the last 3 and got them all on first try. Cool.

Level 81

Nov 4, 2016

I thought I would do horrible at this quiz but my first four guesses were all right. I only missed the Phillies.

Level 20

Apr 1, 2017

same

Level 69

Nov 4, 2016

Could add the hapless Seattle Mariners. 0 since 1977.

Level 49

Nov 4, 2016

Not entirely accurate. The Phillies first ever World Championship was in 1980. Their fist ever World Series game victory was in 1915.

Level 85

May 16, 2017

Winning a World Series game hardly equates with winning a World Series. This list refers to teams winning the World Series.

Level 47

Nov 4, 2016

Phillies did not win in 1903.

Level ∞

Nov 4, 2016

Good point. 1903 was the first World Series. I changed the column to "first win 1980" for them.

Level 81

Nov 5, 2016

I think you should have kept the dates and simply changed the quiz instructions from "longest between World Series victories" to "longest without a World Series victory."

Level 28

Nov 4, 2016

Chicago Cubs, ftw!

Level 54

Nov 4, 2016

Yay!

Level 62

Nov 4, 2016

I vote that the Indians need to wait another 40 years or until after they dump their offensive mascot/logo which ever comes first!

Level 64

Sep 20, 2017

Don't be silly. The grinning idiot is cute.

Level 61

Dec 26, 2017

Actual Indians polled don't even mind the mascot. Same goes for the redskins. All these bleeding heart people are trying to get offended on the Indians' behalf to show how much they "care".... people need to lighten up, laugh and live a little.

Level 68

May 8, 2022

Redskins is offensive.

Indians isn't to me, although, maybe it could be changed to "Iroquois", or something, to be a little more respectful.

Level 89

Jul 8, 2018

In the late 1800s a Penobscot Indian from Maine, Louis Sockalexis, played for the Cleveland team. The team disbanded and a few years later the current Cleveland team adopted the name Indians in honor of Sockalexis. In the very segregated world of the late 1800s, when the Indian Wars of centuries had just ended, this was very notable. He played 50 years before Jackie Robinson. He was honored in the team naming over 30 years prior to Robinson during World War One in the same year racial tensions took off with The Birth of A Nation and the rebirth of the Ku Klux Klan.

Level ∞

Oct 12, 2018

According to a recent poll, political correctness is unpopular among all genders, races, and generational groups. However, of all groups, Native Americans like it the least. (88% say they oppose it).

Level 64

Sep 20, 2017

Starting in 1908, every single time the Cubs win a World Series, a Republican is elected president.

Level 68

May 8, 2022

They even ran presidential ads during that world series.

Level ∞

Oct 24, 2020

Just 32 more years, Cleveland. You can do it!

Level 27

Apr 25, 2021

Almost forgot about the 2005 White Sox. For what it's worth, most of the New York Post writers have pegged them to win the AL pennant in 2021.