Five Best Montreal Canadiens Trade Deadline Deals Ever

May 24, 2021; Montreal, Quebec, CAN; Montreal Canadiens left wing Phillip Danault
May 24, 2021; Montreal, Quebec, CAN; Montreal Canadiens left wing Phillip Danault / Jean-Yves Ahern-USA TODAY Sports
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The Montreal Canadiens head into the trade deadline as sellers and will look to add some future assets to the organization in the coming days.

Time is running low as the deadline hits on Friday afternoon and teams only have three more days to fill out their roster before a playoff push. The Canadiens have already started selling as they traded Sean Monahan for a first round pick, and will look to make a few more moves to keep rebuilding.

We have seen the Canadiens make terrific deals at this time of year in previous seasons. Whether they were buyers or sellers at the time, the Canadiens have taken advantage of their position in the standings and either added an impact player to help them in the postseason, or shipped out veterans who they didn't really need anymore and landed huge parts of their future.

There has always been a "trade deadline" but teams really didn't go out shopping this late in the season back in the day. Of course, the Canadiens were winning Stanley Cup titles every other year back then so they didn't really have to go out and add anything.

For example, when the Canadiens won the Stanley Cup in 1993. the only players they acquired during the season were Gary Leeman and Rob Ramage. They had strong seasons at different points in their careers, but Leeman had just one goal and three points in 11 playoff games and Ramage was held scoreless in seven postseason contests that spring.

So, havind said all that, many of these trades happened in more recent years.

While we wait and hope general manager Kent Hughes can pull off a major deadline deal that allows this team to become a contender in the next couple of years, we can look back at the best trades this team has ever made at the trade deadline.

Let's count down the five best trade deadline deals made by the Montreal Canadiens.