Even with their much-lamented modern struggles to win a title the place of the Chicago Cubs in World Series history was long ago cemented.
In fact, the Cubs were there almost at the very beginning of World Series play and, in some ways, even before.
In all, the Cubs have played in eleven World Series, winning three of them and losing eight.
Their celebrated title in 2016 ended more than a century of “The Curse,” adding one more amazing chapter to the story of the Chicago Cubs in World Series lore.
Here is a complete rundown of the Cub s in the Fall Classic.
1906 World Series — Chicago White Sox over Chicago Cubs (4 games to 2)
After two years of battles between the New York Giants and Pennsylvania teams, and after no World Series at all in 1904, the Fall Classic landed in the Windy City for the first time. Mordecai “Three-Finger” Brown drew three starts for the Cubs but managed a so-so 3.66 ERA and was tagged with two losses as the Cubs fell in six games.
1907 World Series — Chicago Cubs over Detroit Tigers (4 games to 0; 1 tie)
The Cubs were back for more in 1907, and this time, the results were much more favorable. Holding A.L. batting champion Ty Cobb to a .200 average, Cubs pitchers allowed just six runs to the Detroit Tigers in five games, and Chicago romped to a title.
1908 World Series — Chicago Cubs over Detroit Tigers (4 games to 1)
Cobb hit a robust .368 in the Detroit-Chicago rematch, and Tigers bats were much more robust overall, scoring 15 runs in five games. There was joy in Mudville, though, as the Cubs took their second championship in a row with relative ease. Little did anyone realize at the time how long it would be before the Cubs would win another World Series.
1910 World Series — Philadelphia Athletics over Chicago Cubs (4 games to 1)
After a one-year hiatus to the Pittsburgh Pirates be the ones to dispatch Cobb’s Tigers in 1909, the Cubs were back in the Series in 1910. This time, though, they ran into Connie Mack’s Athletics, who outscored Chicago 35-15 in five games.
1918 World Series — Boston Red Sox over Chicago Cubs (4 games to 2)
More than 100 years after the fact, this is an all-time historic matchup. Featuring a young Babe Ruth and pitting two soon-to-be curse-ridden teams against each other for what would be a last championship hurrah for either until 2004, World Series don’t come much more historic than this one. But it’s doubtful anyone who watched Ruth win two games that October had any inkling of what was to come.
1929 World Series — Philadelphia Athletics over Chicago Cubs (4 games to 1)
The rematch of the 1910 World Series turned out exactly the same for the Cubs — a five-game loss to the Athletics. Kiki Cuyler and Charlie Grimm both hit over .300 for the Cubbies, though, so at least the Wrigley Field faithful had some star power to see them through.
1932 World Series — New York Yankees over Chicago Cubs (4 games to 0)
Another woeful World Series performance for the Cubs in 1932 at least featured a bit of intriguing lore …
Did Babe Ruth really call his shot against Charlie Root in Game 3 at Wrigley Field? The world may never know for sure.
1935 World Series — Detroit Tigers over Chicago Cubs (4 games to 2)
It took the Tigers more than 25 years, but they finally exacted revenge against the Cubs for those 1907 and 1908 World Series losses. The only consolation for Chicago fans was that Cobb was long retired by 1935.
1938 World Series — New York Yankees over Chicago Cubs (4 games to 0)
Like just about every other pennant-winner in the 1930s, 1940s, 1950s, and 1960s, the 1938 Cubs ran smack dab into the New York Yankees in the World Series. The inevitable four-game sweep ensued.
1945 World Series — Detroit Tigers over Chicago Cubs (4 games to 3)
The Tigers got one more shot at the Cubs before Chicago fell into the postseason abyss, and the Bengals capitalized with a hard-fought seven-game victory. Hank Borrowy picked up an amazing four decisions for the Cubs in this World Series, splitting his record at 2-2 … including a loss in Game 7.
That would be the last time the Cubs saw the Fall Classic until …
2016 World Series — Chicago Cubs over Cleveland Indians (4 games to 3)
It seemed like it might never happen again, but the 2016 Chicago Cubs finally broke the team’s string of rough summers and rougher Octobers to bring the World Series back to Wrigley Field. It was pretty fitting that they matched up against the Indians, who themselves hadn’t won a World Series since 1948 (and still haven’t).
In the end, the Cubs won a thrilling seven-game Fall Classic and broke their 108-year-old curse.
So, there you have it, the complete history of the Chicago Cubs in World Series play. Except … once upon a time, there was a group of …
The first National League team in Chicago, who would go on to become the Cubs, were named the “White Stockings.”
Yes, very confusing.
But those White Stockings won the National League title in 1885 and squared off against the American Association champion St. Louis Browns for the “World’s Championship,” which some called — you guessed it — the World Series.
And the two teams did it all again in 1886.
1885 World Series — Chicago White Stockings tied St. Louis Browns (3 games apiece, 1 tie)
That first tilt between the White Stockings (Cubs) and the Browns ended in a 3-games-to-3-games tie, with one actual tie thrown in for good measure.
1886 World Series — St. Louis Browns over Chicago White Stockings (3 games to 2)
The second “World Series” between the Browns and the White Stockings had a more definitive outcome, as St. Louis won the title in five games.