Coming off their heartbreaking loss in the NLCS the Cubs were the popular pick to win the NL at the start of the season as their dynamic young pitching duo of Kerry Wood and Mark Prior was joined by future Hall of Famer Greg Maddux who was returning to the Cubs after 11 years with Atlanta Braves.

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The Cubs would get off to a solid start winning 12 of their first 18 games. However, as the season wore on the Cubs had issues with injuries as both Wood and Prior missed significant time due to injury making only a total of 43 starts, with neither winning 10 games. Picking up the slack for Wood and Prior was Maddux and Carlos Zambrano who each won a team high 16 games, included was Maddux's 300th career win against the San Francisco Giants on August 7th. While the Cubs were well out of the picture for the Division Title they remained in the Wild Card race until the end of the season. However with a week left in the season the Cubs bullpen failed them as protecting a 3-0  lead against the New York Mets with 2 outs in the 9th Inning Closer LaTroy Hawkins allowed a 3-run homer to September call up Victor Diaz.

The Mets would go on to win in 11 innings as another minor league call up Craig Brazell won the game with a homer. The Cubs would not recover as they lost 7 of their final 9 games missing the Wild Card spot by just 3 games as they finished in 3rd place with an 89-73 record. On the final game of the season a simmering feud between Sammy Sosa and Manager Dusty Baker exploded as Sosa left early and was criticized heavily by Baker. Immediately trade rumors began to emerge as Sosa who despite hitting 35 Home Runs only managed 80 RBI while hitting .253, with a poor average in clutch situations. Eventually Sosa would be dealt to the Baltimore Orioles for Jerry Hairston Jr. and at least 2 minor-leaguers.