Entering the 2019-20 season, the Bluejays were picked to finish 7th in the Big East, however McDermott and his team were able to finish tied for the Big East regular season championship with Villanova and Seton Hall. The Bluejays received the number 1 seed in the Big East tournament, and finished with a 24-7 record, 13-5 in the Big East. The Jays finished with a ranking of 7th in the nation which was their highest ranking of the season. Due to the COVID-19 outbreak, both the Big East tournament and the NCAA Tournament were cancelled. McDermott would record his 500th win as a head coach in this season with a 77-65 win over Xavier.