Sharapova is still looking to shake off the rust that came while serving a 15-month doping ban, but looked solid during the biggest moments of her first two matches.
Kenin will be one of five Americans in action to kick off the Labor Day weekend on Friday, all of who can expect a warm reception from the vocal New York crowd.
Two-time U.S. Open champion Venus Williams will battle Maria Sakkari of Greece in the morning. Her big-serving countryman John Isner will kick off the night session on Arthur Ashe.
Over on Louis Armstrong Stadium, 24-year-old American Sloane Stephens will continue to pursue her first grand slam victory when she faces Ashleigh Barty of Australia.
Sam Querrey will look to end a grand slam drought that dates back to 2003 on the American men's side when he battles Radu Albot of Moldova.
Rising Canadian 18-year-old Denis Shapovalov, who played through qualifiers to enter into the tournament, will attempt to dispatch 22-year-old Brit Kyle Edmund.
(Reporting by Rory Carroll, editing by Larry King)
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