Jake Gyllenhaal has consistently worked in the biz since his first film at age 10. With so many movies to his credit, let's view his career standouts up to his latest, 'Demolition,' in which he portrays a man grieving the loss of his wife in a very unusual way.
Few might remember 'Demolition' star Jake Gyllenhaal’s early start as a child actor, but he’s actually been in the biz since age 10—practically two decades. Over the last 20 years, he’s gone from boy to—ahem—quite a man. View his career in pictures.
City Slickers (1991)
Then 9, Gyllenhaal took a small role as Billy Crystal's son in this hit comedy. After that, he had a couple of other bit parts, but his parents made him focus on school throughout his childhood, postponing showbiz until after graduation.
October Sky (1999)
This nostalgic drama about a coal miner's son with a love for rocketry put Jake Gyllenhaal on the map. After the film won over both critics and audiences, nobody could argue that the young actor was unable to hold a movie.
Donnie Darko (2001)
With this cult film about a disturbed high school student, Gyllenhaal revealed an eagerness to take on darker material. Even if 'Donnie Darko' failed to make a splash in theaters, its following grew quickly – as did its star's.
Moonlight Mile (2002)
Gyllenhaal made several interesting movies in the wake of 'Donnie Darko,' but this tearjerker about a man coping with his fiancée's death proved he could hold his own against such stars as Dustin Hoffman and Susan Sarandon.
The Day After Tomorrow (2004)
Even serious thespians find it hard to resist the lure of the big-budget blockbuster, and the environmentally conscious Gyllenhaal chose this eco-disaster film for his own.
Brokeback Mountain (2005)
Gyllenhaal received his first Oscar nomination (for Best Supporting Actor) alongside the late Heath Ledger in this instant classic about two closeted gay cowboys and their stormy relationship.
Jarhead (2005)
A bulked-up Gyllenhaal is at the center of this bleakly comic look at Gulf War Marines who have to contend more with boredom, desert heat and their own dwindling sanity than with the enemy.
Zodiac (2007)
David Fincher's chilly procedural about murder and obsession stars the actor as real-life newspaper cartoonist Robert Graysmith, who spends decades trying to identify San Francisco's mysterious Zodiac Killer.
Prince of Persia: The Sands of Time (2010)
An action flick based on a video game does seem a little beneath this actor's talent. Yet the star approaches the material with his trademark earnestness, even performing many of his own stunts.
Love & Other Drugs (2010)
Anne Hathaway played Gyllenhaal's lonely wife in 'Brokeback Mountain,' and the two stars reunite for this unconventional -- and very adult -- romantic comedy about a Viagra salesman and a woman stricken with early onset Parkinson's.
Source Code (2011)
This intelligent sci-fi thriller is the perfect vehicle for Gyllenhaal, who portrays a soldier assigned to stop a bomb on a Chicago-bound train – over and over again, in a twisty plot that presages 'Edge of Tomorrow.'
End of Watch (2012)
Gyllenhaal's recent run of strong parts in smaller, high quality films is exemplified by this realistic drama. He plays an L.A. cop who, with his partner (Michael Peña), is just trying to do his job while being targeted by vindictive gangsters.
Enemy (2013)
Gyllenhaal made two back-to-back thrillers with Canadian director Denis Villeneuve. The first, 'Prisoners,' was a solid hit. The more challenging 'Enemy' is the second film, with the actor playing doppelgängers. Some say this, and his performance in 'Nightcrawler,' represent his best work.
Nightcrawler (2014)
Many thought Gyllenhaal was robbed by not getting an Oscar nomination (he did get a Golden Globe nod) for his role as a bottom-feeding pseudo journalist who chases graphic news stories, and in doing so becomes one of them himself.
Southpaw (2015)
Not just another genre movie, this boxing drama sees Gyllenhaal fully inhabit former champ Billy, who must fight back from the depths and earn back his daughter's respect.
Commemorate one final night at Downton with The Grand Finale Bundle including a Movie Ticket and Limited-Edition Top Hat Popcorn Bucket keepsake.
*The Grand Finale Bundle is non-refundable. While supplies last; Limited time offer. This offer is redeemable for one Downton Abbey: The Grand Finale Bundle (“Bundle”). Domestic shipping will be added at checkout. Movie Ticket is non-refundable and non-exchangeable. Popcorn not included. Fandango reserves the right to modify or cancel this offer at any time and without notice. You must be 18 years of age or older to purchase a Bundle. The popcorn bucket will begin shipping in the month of September. Please use a physical address where the item can be delivered. Once carrier confirms delivery, Fandango is not responsible for lost or stolen deliveries. Valid only in the U.S. and D.C., excluding U.S. territories and where prohibited by law. Not valid with any other offer. Limit one (1) Bundle per person. See full terms and conditions at https://redeem.fandango.com/products/the-grand-finale-bundle.
Buy a ticket to Spinal Tap II: The End Continues, get This is Spinal Tap for $5 on Fandango at Home!
Limited time offer. Log into your account on Fandango.com or the Fandango app and purchase, between 8:00am PT on 8/19/25 and 11:59pm PT on 9/15/25, at least one movie ticket to ‘Spinal Tap II: The End Continues’. Purchaser will receive a post-purchase email containing 1 Fandango at Home Promotional Code (“Code”) that is good for the purchase (and not the rental) of 'This is Spinal Tap' for $5 in My Offers in your account on http://fandangoathome.com and via participating Fandango at Home apps. You must have, and be logged into, your Fandango account to receive a Code. Fandango is free to join; you must be 18 years of age or older to create a Fandango account. Code expires on (and must be used by) 9/17/25 at 11:59pm PT. Limit one per transaction. You may have to pay taxes additionally. One-time use only. Void where prohibited. If lost or stolen, cannot be replaced. Offer is non-transferable and cannot be combined with any other offer or discount. No cash value, except as required by law. Not for resale; void if sold or exchanged. Offer valid in the U.S. only (excluding U.S. territories and where prohibited by law). You must have a Fandango at Home account to redeem your Code on Fandango at Home. Fandango at Home is free to join; you must be 18 years of age or older to open a Fandango at Home account. Credit card may be required for transactions on fandangoathome.com. Fandango reserves the right to modify or cancel this offer at any time and without notice. This offer and redemption of the Code are subject to Fandango Terms and Policies and Privacy Policy at http://www.fandango.com/terms-and-policies.
Get your Demon Slayer: Infinity Castle Keychain Bundle for a limited-edition, metallic Tanjiro keychain and a movie ticket to see Demon Slayer: Infinity Castle.
*Demon Slayer: Infinity Castle Keychain Bundle is non-refundable. Domestic shipping will be added at checkout. While supplies last. Movie ticket is non-refundable and non-exchangeable. You must be 18 years of age or older to purchase a bundle. Keychain will begin shipping in the month of September. Please use a physical U.S. address where the item can be delivered. Once carrier confirms delivery, Fandango is not responsible for lost or stolen deliveries. Fandango reserves the right to modify or cancel this offer at any time and without notice. See https://redeem.fandango.com/products/infinitycastlekeychainbundle for full terms and conditions.
Purchase a ticket to Disney’s Freakier Friday and receive 50% off a 4-pack of tickets to the Descendants/Zombies: Worlds Collide Tour.
Limited time offer. While supplies last. Log into your account on Fandango.com or the Fandango app and purchase a ticket to ‘Freakier Friday’ between 12:01am PT on 8/11/25 and 11:59pm PT on 9/8/25. Purchaser will receive a post purchase email containing one (1) promotional code (“Code”) that is redeemable for 50% off up to two (2) 4-packs of tickets of select seats for the Descendants/Zombies: Worlds Collide Tour. Offer excludes ticket purchases for shows in Philadelphia, New York City, Belmont Park, Rosemont, Newark, Boston, Fort Worth, Pittsburgh, Tampa, Orlando, and Detroit. Availability is limited in Indianapolis, Baltimore, Greensboro, Raleigh, Atlanta, Sunrise, Houston, and Austin. Orders must be in multiples of 4 tickets for offer to be applied, up to a total of 8 tickets (in other words, Code will provide 50% off a purchase of 4 tickets or 8 tickets). Codes will stop being distributed on the earlier of (i) Freakier Friday no longer being in theaters, (ii) the conclusion of the Descendants/Zombies: Worlds Collide Tour, or (iii) 11:59pm PT on 9/8/25. Code expires, and can no longer be used, at 11:59pm PT on 9/15/25. Limit one Code per transaction. You may have to pay taxes additionally. Void where prohibited. Offer is non-transferable and cannot be combined with any other offer or discount. If lost or stolen, cannot be replaced. No cash value, except as required by law. Non-transferable. Not for resale; void if sold or exchanged. Offer valid in the U.S. only. You must have, and be logged into, your Fandango account to receive a Code. Fandango is free to join; you must be 18 years of age or older to create a Fandango account. Fandango reserves the right to modify or cancel this offer at any time and without notice. This offer is subject to Fandango Terms and Policies and Privacy Policy at http://www.fandango.com/terms-and-policies.
Buy a ticket to The Sound of Music 60th Anniversary, get 20% off The Sound of Music picture disc vinyl.
Limited time offer. While supplies last. Log into your account on Fandango.com or the Fandango app and purchase at least one movie ticket to ‘The Sound of Music 60th Anniversary’ between 9:00am PT on 8/13/25 and 11:59pm PT on 9/17/24. Purchaser will receive a post purchase email containing 1 Craft Recordings Promotional Code (“Code”) that is good for 20% off the purchase of The Sound of Music picture disc vinyl. You must have, and be logged into, your Fandango account to receive a Code. Fandango is free to join; you must be 18 years of age or older to create a Fandango account. Code expires, and can no longer be used, on 9/30/25. Code must be entered at checkout of picture disc vinyl purchase. Void where prohibited. Offer valid in U.S only (excluding U.S. territories and where prohibited by law). Non-transferable. Not for resale; void if sold or exchanged. You may have to pay taxes additionally. Fandango reserves the right to modify or cancel this offer at any time and without notice. This offer is subject to Fandango’s Terms and Policies at www.fandango.com/terms-and-policies.
Get the Beneath the Surface Bundle for a movie ticket to see JAWS return to the big screen, plus an exclusive limited-edition poster.
*Beneath the Surface Bundle is non-refundable. Domestic shipping will be added at checkout. Limited time offer. While supplies last. Movie ticket is non-refundable and non-exchangeable. Fandango reserves the right to modify or cancel this offer at any time and without notice.You must be 18 years of age or older to purchase a bundle. Poster will ship in August. Please use a physical U.S. address where the poster shipment can be delivered. Once carrier confirms delivery, Fandango is not responsible for lost or stolen deliveries. See full terms and conditions at https://redeem.fandango.com/products/beneath-the-surface-bundle