Evelyn gets a new boyfriend, Teddy, who bonds with Alan and Charlie by taking them to Las Vegas. The boys confront their feelings about their mother dating and men coming in and out of their lives.

Michael tries to save his brother and himself from the unstoppable Mahone. Kellerman's testimony at Sara's trial proves different from what was expected. Sucre puts everything on the line to save Maricruz. Just like old times, T-Bag and Bellick are at it again.

While Mac dines at his local breakfast spot, a gunman opens fire, leaving a waitress critically injured and a man dead, and Mac having to choose whether to chase after the suspect or save the life of the young woman. Meanwhile, before the chaos, Mac was approached by a shy patron who awkwardly engaged him in conversation. After feeling that he saved her life during the shoot out, she asks him to join her for a drink and Mac must decide if he is ready to start dating after his wife's tragic death.

Jack moves on to a new job at Homeland Security, but the position is not quite what he anticipated. Meanwhile, Liz suffers a pregnancy scare, Kenneth confronts rival page Donny when applying for a Beijing Olympics gig, and Tracy works on his latest invention.

CTU discovers where Philip is hiding and Daniels orders an air strike in a desperate move to appease the Russians. Jack and Bill go after Josh alone before the bombers find their target. Lennox persuades Daniels to grant leniency for Bill and Karen. In the wake of the close call, Daniels begins to question his choices as acting president. Chloe gives Morris some surprising news that alters their relationship, while Marilyn is reunited with Josh at CTU.

Homer and Marge enjoy a night out on the town. Meanwhile, at home, the kids deal with a diabolical babysitter.