Post Season Record:
N.A.B.B.P Title: 1 (1870)
Franchise Players: Cap Anson, Ernie Banks, Mordecai Brown, Frank Chance, John Clarkson, Johnny Evers, Mark Grace, Clark Griffith, Stan Hack, Gabby Hartnett, Fergie Jenkins, Greg Maddux, Ryne Sandberg, Ron Santo, Sammy Sosa, Joe Tinker, Billy Williams
Stadiums: Ogden Park (1870), Dexter Park (1870), Union Grounds (May 8-September 29, 1871), 23rd Street Grounds (May 13, 1874-October 5, 1877), Lake Front Park I (May 14, 1878-September 30, 1882), Lake Front Park II (1882-1884), West Side Park I (1885-1890), South Side Park II (1891-1893), West Side Grounds (1893-1915), Wrigley Field (1916-present)
"You the living, you're stuck here with the Cubs, So it's me that feels sorry for you!" - Steve Goodman, from "A Dying Cub Fan's Last Request" (1983)
One of the original National League franchises, dating back to 1876, the Chicago Cubs were best known for their 108 season World Series Championship drought. The drought ended with the Cubs World Series win in 2016. Prior to 2016, they had not played in a World Series since 1945 and had not won a World Series since 1908. Before the Cubs were a National League franchise, its namesake predecessor, the Chicago White Stockings played in the National Association from its inception in 1871, after having been a professional barnstorming team following its foundation in 1870. Only the Cubs and Braves, who moved cities twice in intervening years, can thus trace their origins to the beginnings of organized baseball through an unbroken connection.
The Chicago team, under different nicknames, was a National League powerhouse during the league's first decades. Led by 1B Cap Anson, they won a number of titles in the 19th century. When Anson retired, they were known as the "Orphans" for a while, having lost their father figure. The team had another great run of success in the 1900s. That team was led by the infield of Tinker to Evers to Chance, immortalized in a poem by Franklin Pierce Adams, and by pitcher Mordecai "Three Fingers" Brown. They won four pennants in four years from 1906 to 1910 and won the only two World Series titles in team history during that span. That team was so good that some commentators have argued that it was the best in National League history.
The Cubs did not immediately fade into mediocrity. They returned to the World Series a number of times in the first half of the 20th century, but were famously thwarted by Babe Ruth-led teams - first the 1918 Boston Red Sox (who would go through an almost 90-year drought after that title), then the New York Yankees twice and the Detroit Tigers once in the 1930s. In between they lost a classic and wild World Series to the Philadelphia Athletics in 1929 on a team led by slugger Hack Wilson. The Cubs last hurrah came in the war-impacted 1945 season, when they lost the World Series in 7 games to the Tigers.
The Cubs developed a number of star players in the 1950s and 1960s, most notably Ernie Banks, Billy Williams, Ron Santo and Ferguson Jenkins, but they never came close to returning to the postseason until 1969. That year, they got off to a great start under the leadership of veteran manager Leo Durocher only to run out of steam in August and be caught and passed by the "Miracle" New York Mets, who left them well in their wake by the time the season ended. There is a famous photo from that season of a black cat walking in front of the Cubs' dugout, an apt symbol if ever there was one of the apparent curse that had beset the team. Although that curse if most often blamed not on a cat but on a billy goat, one belonging to a local tavern owner in 1945, who was refused admission to a game with his pet during the 1945 World Series and, so the story goes, cursed the team ad vitam aeternam as a revenge. The Cubs got off to a good start in both the 1977 and 1978 seasons, leading the National League East at the All-Star break, but both teams faded away quickly after that. Those years were marked by ace reliever Bruce Sutter and homer-filled day games at Wrigley Field.
In recent decades, the franchise came close to a return to the Fall Classic in 1984, when they lost the NLCS after blowing a two games to none lead to the San Diego Padres. In 1989, the Cubs fell in 5 games to the San Francisco Giants. The 1998 Cubs were an unexpected playoff entry, needing an extra one-game playoff win at Wrigley Field over the San Francisco Giants to win the Wild Card. The Atlanta Braves subsequently swept the Cubs in 3 games in the NLDS. In 2003, the Cubs had a lead in the 8th inning of Game 6 of the NLCS against the Florida Marlins when fan Steve Bartman grabbed a foul ball that Cubs left fielder Moises Alou attempted to catch. The Cubs then blew the lead and would lose Game 7 the next day. Realistically, it was Alex Gonzalez's blown double play that cost the Cubs the game, not Steve Bartman, but he got tagged with the ignominy of the collapse. In 2004, the Cubs had the wild card lead with 10 games left. They then lost 8 of the last 10 games to miss out on the playoffs.
In 2007, the Cubs won the NL Central division title. It was the first time they had made the playoffs since 2003, but they were swept by the Arizona Diamondbacks in the NLDS. They repeated as division champions in 2008, even posting the best record in the National League, but were swept once again in the NLDS, this time by the Los Angeles Dodgers, on the 100th anniversary of their last championship.
The Cubs are known for other traditions, such as playing in one of baseball's oldest and quaintest ballparks - Wrigley Field. Built for the Federal League's Chicago Chi-Feds in 1914, it became the Cubs' home when the Federal League folded after the 1915 season and has remained in use with only minor modifications since. It boasts a brick outfield fence covered with ivy, has short distances that can become even more hitter-friendly on days when the wind is blowing out, and was the last stadium in Major League Baseball to be equipped with artificial lights, in 1989. The Cubs still play more afternoon games than any other team and have kept drawing fans in spite of their lack of on-field success, earning the nickname of "lovable losers".
The 2016 Cubs finished 103-58 and captured the National League Championship, advancing to the 2016 World Series, their first World Series appearance in 71 seasons. They then defeated the Cleveland Indians 4 games to 3 in capturing their first World Championship in 108 seasons. 
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