While en route to London for the weekend, Will and Grace spot Grace's ex-husband Leo on their flight. Will charms a pair of gay flight attendants, who also happen to be dating, so he can smuggle Grace into first class to talk to Leo. Back in New York, Jack tries to reunite Karen and Rosario, but this proves difficult when their stubbornness outweighs his good intentions. Also complicating matters is Karen's new manipulative maid Leni, who is not anxious to give up her comfortable new job.
The show takes place in New York City and focuses on Will Truman, a gay man and lawyer, and his best friend Grace Adler, a Jewish woman who runs her own interior design firm.
Also featured are their friends Karen Walker, a rich socialite, and Jack McFarland, a struggling actor/singer/dancer who also has had brief careers as an acting teacher, back-up dancer, cater-waiter, talk-show host and student nurse.