Southpaw, the gritty 2015 boxing movie starring Jake Gyllenhaal, has some surprising real-life inspiration despite boxer Billy Hope being fictitious.

Jake Gyllenhaal and his girlfriend Jeanne Cadieu stepped out for the New York premiere of his upcoming Prime Video movie 'Road House.' The actor was joined by his parents.

“Presumed Innocent” costars Jake Gyllenhaal and Peter Sarsgaard might be part of the same sprawling showbiz family, but their on-set etiquette is quite different from the dynamic they share as ...

Jake Gyllenhaal is one of the greatest actors of his generation. The Oscar nominee is known for movies like "Zodiac," "Jarhead," "Nightcrawler," and "Prisoners." Insider ranked his 15 best movies.

In the film, Gyllenhaal plays Elwood Dalton, a former UFC fighter hired by a road house owner in the Florida Keys. Jake Gyllenhaal will take any chance he can get to sing Patrick Swayze's praises ...

Jake Gyllenhaal and the 'Saturday Night Live' cast learn the truth about fast fashion in a terrifying sketch.

Jake Gyllenhaal kicked off the “Saturday Night Live” Season 49 finale with a rendition of the Boyz II Men hit, "End of the Road." ...

Jake Gyllenhaal took Architectural Digest inside his "Othello" dressing room, and suffice to say, we may now know why tickets to the Broadway show are going for up to $900.

In Guy Ritchie's The Covenant, Jake Gyllenhaal throws on the military fatigues he hasn't worn since Jarhead, joined by real-life veteran Dar Salim.

Jake Gyllenhaal faces accusations of derailing a $26 million film with shocking demands, including script rewrites and unusual requests for set builders.