The Eskimos qualified for the playoffs, following a one-year absence, after their week 18 win against the BC Lions on October 12, 2019.

Following the season, the Eskimos parted ways with head coach Jason Maas.

[3] For the first time in its history, the CFL held drafts for foreign players from Mexico and Europe.

[4] Like all other CFL teams, the Eskimos held three non-tradeable selections in the 2019 CFL–LFA Draft, which took place on January 14, 2019.

The 2019 European CFL Draft took place on April 11, 2019 where all teams held one non-tradeable pick.