
The 1902 Chicago Orphans season was the 31st season of the Chicago Orphans franchise, the 27th in the National League and the 10th at West Side Park. The Orphans finished fifth in the National League with a record of 68–69.

The 1918 Chicago Cubs season was the 47th season of the Chicago Cubs franchise, the 43rd in the National League and the 3rd at Wrigley Field. The Cubs finished first in the National League with a record of 84–45, 10.5 games ahead of the second place New York Giants. The team was defeated four games to two by the Boston Red Sox in the 1918 World Series.

The 1920 Chicago Cubs season was the 49th season of the Chicago Cubs franchise, the 45th in the National League and the 5th at Wrigley Field. The Cubs finished sixth in the National League with a record of 75–79.

The 1921 Chicago Cubs season was the 50th season of the Chicago Cubs franchise, the 46th in the National League and the 6th at Wrigley Field. The Cubs finished seventh in the National League with a record of 64–89.

The 1922 Chicago Cubs season was the 51st season of the Chicago Cubs franchise, the 47th in the National League and the 7th at Wrigley Field. The Cubs finished fifth in the National League with a record of 80–74.

The 1923 Chicago Cubs season was the 52nd season of the Chicago Cubs franchise, the 48th in the National League and the 8th at Wrigley Field. The Cubs finished fourth in the National League with a record of 83–71.

The 1924 Chicago Cubs season was the 53rd season of the Chicago Cubs franchise, the 49th in the National League and the 9th at Wrigley Field. The Cubs finished fifth in the National League with a record of 81–72.

The 1925 Chicago Cubs season was the 54th season of the Chicago Cubs franchise, the 50th in the National League and the 10th at Wrigley Field. The Cubs finished eighth and last in the National League with a record of 68–86.

The 1926 Chicago Cubs season was the 55th season of the Chicago Cubs franchise, the 51st in the National League and the 11th at Wrigley Field. The Cubs finished fourth in the National League with a record of 82–72.

The 1927 Chicago Cubs season was the 56th season of the Chicago Cubs franchise, the 52nd in the National League and the 12th at Wrigley Field. The Cubs finished fourth in the National League with a record of 85–68.

The 1928 Chicago Cubs season was the 57th season of the Chicago Cubs franchise, the 53rd in the National League and the 13th at Wrigley Field. The Cubs finished third in the National League with a record of 91–63. Future hall of famer Gabby Hartnett hit .302, with 14 home runs in 388 at-bats. He led the league with 103 assists.

The 1929 Chicago Cubs season was the 58th season of the Chicago Cubs franchise, the 54th in the National League and the 14th at Wrigley Field. The Cubs finished first in the National League with a record of 98–54, 10.5 games ahead of the second place Pittsburgh Pirates. The team was defeated four games to one by the Philadelphia Athletics in the 1929 World Series.

The 1930 Chicago Cubs season was the 59th season of the Chicago Cubs franchise, the 55th in the National League and the 15th at Wrigley Field. The Cubs were managed by Joe McCarthy and Rogers Hornsby for the final four games of the season. They finished in second place in Major League Baseball's National League with a record of 90–64. In the peak year of the lively ball era, the Cubs scored 998 runs, third most in the majors. Future Hall of Famers Kiki Cuyler, Gabby Hartnett, and Hack Wilson led the offense.

The 1931 Chicago Cubs season was the 60th season of the Chicago Cubs franchise, the 56th in the National League and the 16th at Wrigley Field. The Cubs finished third in the National League with a record of 84–70, 17 games behind the St. Louis Cardinals.

The 1932 Chicago Cubs season was the 61st season of the Chicago Cubs franchise, the 57th in the National League and the 17th at Wrigley Field. The Cubs finished first in the National League with a record of 90–64, four games ahead of the second place Pittsburgh Pirates. The team was swept four games to none by the New York Yankees in the 1932 World Series.

The 1933 Chicago Cubs season was the 62nd season of the Chicago Cubs franchise, the 58th in the National League and the 18th at Wrigley Field. The Cubs finished third in the National League with a record of 86–68.

The 1934 Chicago Cubs season was the 63rd season of the Chicago Cubs franchise, the 59th in the National League and the 19th at Wrigley Field. The Cubs finished third in the National League with a record of 86–65.

The 1936 Chicago Cubs season was the 65th season of the Chicago Cubs franchise, the 61st in the National League and the 21st at Wrigley Field. The Cubs tied with the St. Louis Cardinals for second in the National League with a record of 87–67.

The 1992 Chicago Cubs season was the 121st season of the Chicago Cubs franchise, the 117th in the National League and the 77th at Wrigley Field. The Cubs finished fourth in the National League East with a record of 78–84.

The 1995 Chicago Cubs season was the 124th season of the Chicago Cubs franchise, the 120th in the National League and the 80th at Wrigley Field. The Cubs finished third in the National League Central with a record of 73–71. This season also marks the 50th anniversary of their last National league pennant of 1945.

The 1999 Chicago Cubs season was the 128th season of the Chicago Cubs franchise, the 124th in the National League and the 84th at Wrigley Field. The Cubs finished sixth and last in the National League Central with a record of 67–95.

The 2002 Chicago Cubs season was the 131st season of the Chicago Cubs franchise, the 127th in the National League and the 87th at Wrigley Field. The Cubs finished fifth in the National League Central with a record of 67–95.