Matt Damon and Ken Jennings won $1 million for charity with help from Jimmy Kimmel on "Who Wants to be a Millionaire." ...

Ken Jennings revealed to Variety that he called Brad Rutter, who is ahead of Jennings on the Leaderboard of Legends by only ...

As Jimmy Kimmel kicks off a news season of “Who Wants to Be a Millionaire," Matt Damon's journey toward the prize with ...

All it took was the 50/50 lifeline, and Ken Jennings was confident enough in Sussurus that Matt Damon was confident as well.

There's a big win on this week's "Who Wants to Be a Millionaire." Ken Jennings explains how Jimmy Kimmel convnced him to pair ...

Jennings did done most of the heavy lifting. Damon, meanwhile, got relentlessly pummeled with insults by the game show’s host ...

Jimmy Kimmel’s longstanding feud with Matt Damon is only going to get more insufferable from here. Damon, alongside Jeopardy!

Matt Damon and Jimmy Kimmel reignited their ongoing feud when the actor appeared as a contestant on 'Who Wants to Be a ...

Ken Jennings and Matt Damon just won $1 million, much to Jimmy Kimmel 's dismay. Jennings, along with trivia partner Damon, ...

The years-long feud between late-night host Jimmy Kimmel and movie star Matt Damon continues to burn bright. And the Oscar ...

Matt Damon is back in the spotlight after sparking fresh drama with longtime frenemy Jimmy Kimmel. The Oscar winner appeared ...

Matt Damon is back in the spotlight after sparking fresh drama with longtime frenemy Jimmy Kimmel. The Oscar winner appeared ...