Keys, a runner-up at the 2016 tournament in Montreal, matched Ana Ivanovic for the longest gap between quarterfinal appearances at the event in the Open Era. Keys had not made it past the second round in Canada since losing to Simona Halep in that final nine years ago.

Japan's Naomi Osaka roared into her first quarterfinal in 19 months with a 6-1, 6-0 victory over Latvia's Anastasija Sevastova in National Bank Open play on Sunday afternoon in Montreal.