Still looking to acquire their first win of the year, the Chiefs stayed at home, donned their Dallas Texans throwbacks, and played a Week 5 interconference duel with the Dallas Cowboys. After a scoreless first quarter, Kansas City got out of the gates in the second quarter as kicker Ryan Succop made a 47-yard field goal and quarterback Matt Cassel completed a 1-yard touchdown pass to linebacker Mike Vrabel. Afterwards, the Cowboys closed out the opening half with a 22-yard field goal from kicker Nick Folk. The Chiefs went back to work in the third quarter with Succop booting a 38-yard field goal, yet Dallas began to rally with a 36-yard touchdown run from running back Tashard Choice. Dallas would take the lead in the fourth quarter as Folk nailed a 28-yard field goal and quarterback Tony Romo found wide receiver Miles Austin on a 59-yard touchdown pass, yet Kansas City would tie the game as Cassel hooked up with wide receiver Dwayne Bowe on a 16-yard touchdown pass. However, the Cowboys won it in overtime as Romo threw the game-ending 60-yard touchdown pass to Austin.

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