The second season of the television series Ally McBeal commenced airing in the United States on September 14, 1998, concluded on May 24, 1999, and consisted of 23 episodes. On March 22, 1999, Fox aired a special titled Life and Trials of Ally McBeal in which Bill Maher interviewed the cast after nearly finishing two seasons of the show. The special was produced by a different company. The entire season originally aired Mondays at 9pm, just like the season before.

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