In the 1990s, Hamilton failed to reach the playoffs in 1990, 1991, 1994, and 1997.

In fact, Hamilton's only Grey Cup victory came during the 1999 season when they defeated Calgary 32-21 earning their 8th Grey Cup in team history and the last Grey Cup in the 20th century. This Grey Cup was of significance to the Tiger-Cats because they avenged last season's loss to the Stampeders, when they were defeated 26-24 on a last play field goal.


1999 Grey Cup ring.
Circa 1999