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Longest MLB Baseball Droughts

Name the 5 Major League teams that have gone the longest without a World Series victory.
Quiz by BaseballPunk
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Last updated: October 18, 2022
First submittedNovember 3, 2016
Times taken12,772
Average score60.0%
Rating4.04
0:45
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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
74
1948–present
Cleveland Guardians
+4
Level 58
Nov 4, 2016
If winning twice creates a drought...what does never winning mean? ...Padres!
+2
Level 73
Nov 4, 2016
Mariners
+1
Level 45
Nov 4, 2016
Expos....? Huh?
+1
Level 78
Nov 4, 2016
All of these team's droughts, even from their formation, are still short of the Indians' 68 years.
+1
Level 67
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.
+2
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.
+5
Level 39
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 !
+1
Level 72
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.
+3
Level 59
May 8, 2022
And now it's just the Mariners. :/
+1
Level 68
Nov 4, 2016
https://en.wikipedia.org/wiki/List_of_Major_League_Baseball_franchise_postseason_droughts
+2
Level 46
Nov 4, 2016
Guessed on the last 3 and got them all on first try. Cool.
+1
Level 84
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.
+1
Level 22
Apr 1, 2017
same
+1
Level 67
Nov 4, 2016
Could add the hapless Seattle Mariners. 0 since 1977.
+1
Level 51
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.
+4
Level 84
May 16, 2017
Winning a World Series game hardly equates with winning a World Series. This list refers to teams winning the World Series.
+1
Level 43
Nov 4, 2016
Phillies did not win in 1903.
+1
Level ∞
Nov 4, 2016
Good point. 1903 was the first World Series. I changed the column to "first win 1980" for them.
+2
Level 84
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."
+1
Level 35
Nov 4, 2016
Chicago Cubs, ftw!
+1
Level 53
Nov 4, 2016
Yay!
+1
Level 60
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!
+3
Level 61
Sep 20, 2017
Don't be silly. The grinning idiot is cute.
+5
Level 63
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.
+1
Level 59
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.

+2
Level 87
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.
+1
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).
+2
Level 61
Sep 20, 2017
Starting in 1908, every single time the Cubs win a World Series, a Republican is elected president.
+1
Level 59
May 8, 2022
They even ran presidential ads during that world series.
+1
Level ∞
Oct 24, 2020
Just 32 more years, Cleveland. You can do it!
+1
Level 28
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.
+1
Level 63
May 10, 2022
I guess it wasn't worth much.
+1
Level 45
May 8, 2022
Yay Chicago! Way to take up the first two spots!
+1
Level 42
May 9, 2022
A bit surprised so few got the Phillies one. Thought the 1980 clue would give it away.
+1
Level ∞
Oct 18, 2022
Next year, Cleveland. Next year.