Rupp's victory is the first win by an American in Chicago since Khalid Khannouchi in 2002, and the first by an American-born runner since 1982.
He broke free of a three-man pack that included defending champion, Kenyan Abel Kirui, and Ethiopian Sisay Lemma to sprint to the win. American Jordan Hasay set a PB finishing third overall, matching her placing-performance from Boston, running 2:20:57. The crushing blow by Rupp was a 2:47 surge in the 38th kilometer to break the race open and leave Kirui behind. His win on Sunday is the first by an American man at the World Marathon Majors since Meb Keflezighi won the 2014 Boston Marathon.
The men split 1:05:49 through the halfway point while the women were not far back in 1:08:48.
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As the race progressed in the second half the field began to diminish including world record holder Dennis Kimetto and Emmanuel Bett stepping off the course.
The Ethiopian had set her sights on the course record of 2:17:18 and although that proved to be beyond her, Dibaba eased to victory nearly two minutes ahead of Brigid Kosgei of Kenya, while home favourite Jordan Hasay was third.
Hasay, who trains with Rupp under Alberto Salazar, was third in the Boston Marathon to give the USA its best combined male-female finish since 1985.
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The time made her the second-fastest American marathoner in history behind only Deena Kastor, who clocked 2:19.36 in 2006.
Galen Rupp, the three-time Olympian, crossed the finish line with an unofficial time of 2 hours, 9 minutes and 20 seconds over the 26.2-mile course. Kenya's Bernard Kipyego was third.
Stay tuned for top Canadian results from the 2017 Chicago Marathon.
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