The daughter of Milwaukee Brew, eighth of nine runners in the early running, finished the 1 1/4-mile journey in 2:03.42 on the all-weather track after catching Academic in the final sixteenth to win by two lengths. Academic, the 11-10 favorite, held on for second, a length to the good of 11-1 shot Dido in third.
Flipcup, the 7-1 third choice with Luis Conteraras aboard, came into the Maple Leaf from a rallying neck score in the 1 1/16-mile Classy 'n Smart Stakes, restricted to Ontario-sired runners Sept. 29 at Woodbine. The New York-bred filly earned her fourth stakes win and first in a graded stakes Saturday, and improved to 6-4-5 from 17 starts, including three wins from five outings over the Woodbine all-weather track.
Flipcup is conditioned by Hall of Fame trainer Bill Mott, whose Lea was second in the Las Vegas Breeders' Cup Dirt Mile (gr. I) the previous day at Keeneland. He trains Flipcup for Team Penney Racing, Wachtel Stable, and Brous Stable.
Flipcup, who was bred by Team Penney Racing, returned $16.50, $6.90, and $4. Academic paid $3.40 and $2.50, while Dido returned $4.20 to show.