Wrigley Field, nicknamed the "Friendly Confines," is the second oldest ballpark in the major leagues and the oldest standing National League ballpark. It has been the home of the Chicago Cubs since 1916, and served as the longtime playing field for the Chicago Bears, a major league football team that first gained prominence in the 1920s.

Wrigley Field is noted for several interesting innovations in baseball history. Charles Weeghman, in 1916, originated the custom of permitting fans to keep balls fouled into the stands, now a universal practice. He also placed refreshment booths behind the stands, reducing the number of vendors who plied the crowds, an innovation likewise extensively copied. The Wrigleys arranged to broadcast the club's games beginning in 1925; this was the first occasion on which the new medium was used for this purpose. Rather than causing people to stay home, the broadcasts drew fans from all over the Midwest and contributed vastly to the club's popularity.

A well-known feature of Wrigley Field is the ivy-covered, brick outfield wall. The wall and the equally well-known bleachers behind it were constructed in 1937 when the outfield area was renovated. The ivy was planted by Bill Veeck during this renovation. The 27-foot high scoreboard was also added at this time, and remains manually-operated to this day. One of the traditions of the ballpark is the flying of a flag bearing a "W" or an "L" atop the scoreboard after a game. A white flag with a blue "W" indicates a victory; a blue flag with a white "L" denotes a loss. The Chicago Tribune Company has owned the Chicago Cubs since 1981. Many improvements have been made to Wrigley Field since that time, including the addition of lights for night games in 1988.

Wrigley Field was the stage for the Cubs capture of the National League championship in 1918, 1929, 1932, 1935, and 1938, but the Cubs lost the World Series in each of these years. The third game of the 1932 Series, with the Cubs facing the New York Yankees at Wrigley, gave baseball one of its most immortal and vigorously debated episodes. Babe Ruth came to bat in the fifth inning, with the score tied 4-4. After each of two strikes off Cubs pitcher Charley Root, Ruth held up a finger and appeared to point to the center-field corner. Ruth then proceeded to hit a home run over the fence in that corner. In 1938, Cubs fans at Wrigley witnessed Gabby Hartnett's renowned "Homer in the Gloamin" that clinched the league lead for the Cubs on the next to last day of the season.