Ranking the 10 best Chicago Cubs teams by winning percentage

Although the Cubs are not synonymous with postseason success, that is not the case with regular season success

Cubs Win Pennant 1935
Cubs Win Pennant 1935 | Transcendental Graphics/GettyImages
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6. 1929 - 98-54-4 (.645)

The 1929 Cubs were an offensive unit. Rogers Hornsby led the charge, slashing .380/.459/.679 along with 39 home runs and 47 doubles. Hack Wilson (.345/.425/.618), Riggs Stephenson (.362/.445/.562), and Kiki Cuyler (.360/.438/.532) also put up great offensive seasons. The Cubs lost the World Series in five games to the Philadelphia Athletics, including an infamous Game 4 loss in which the Cubs blew a seventh-inning eight-run lead after Hack Wilson lost two fly balls in the sun.

5. 1935 - 100-54 (.649)

In 1935, the Cubs continued their trend of winning the pennant every three years (‘29, ‘32, ‘35, ‘38) with another strong offensive team. Catcher Gabby Hartnett won the NL MVP award with a .344 batting average and a 151 OPS+. Stan Hack and Chuck Klein were also solid contributors, and Phil Cavaretta was in his first full season with the club. The team faced the Tigers in the World Series, losing in six games on a Goose Goslin walk-off single.

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