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Jake Gyllenhaal: Photos of the Actor

By:
Paige Kindlick
December 19, 2023 9:00AM EST
Jake Gyllenhaal
Image Press Agency/NurPhoto/Shutterstock

Jake Gyllenhaal is an Oscar-nominated actor best known for his roles in ‘Spider-Man: Far From,’ ‘Brokeback Mountain,’ and more. See photos of him over the years in our gallery.

Jake Gyllenhaal has had an incredibly varied and successful acting career. After making his debut in 1991’s ‘City Slickers,’ the 40-year-old actor has gone on to great success in a variety of movies like cult-classics such as ‘Donnie Darko,’ critically acclaimed films like ‘Zodiac’ and ‘Brokeback Mountain,’ which netted him an Oscar nomination, and now major blockbusters like ‘Spider-Man: Far From Home.’

Great acting skills must run in his family, as his mom is a producer and his dad is a director. Besides that, his older sister Maggie Gyllenhaal also has a successful acting career of her own. Jake also has celebrity godparents, including Paul Newman and Jamie Lee Curtis. Jake has also had a series of plenty of famous girlfriends. Some of his exes, include Kirsten Dunst, Reese Witherspoon, and Taylor Swift. As of 2018, he’s been dating French model Jeanne Cadieu.

Scroll through our gallery to check out plenty of photos of Jake Gyllenhaal.

1 of 18

Jake Gyllenhaal & Jeanne Cadieu at the French Open

Jake Gyllenhaal & Jeanne Cadieu at the French Open
AbacaPress / SplashNews.com

Jake Gyllenhaal and Jeanne Cadieu share a laugh at the French Open on June 11, 2023. The actor sported a pink shirt while chatting with his girlfriend.

June 12, 2023, 9:46AM
2 of 18

Jake Gyllenhaal and Jeanne Cadieu

Jake Gyllenhaal and Jeanne Cadieu
BrosNYC / BACKGRID

Jake Gyllenhaal and his girlfriend Jeanne Cadieu were snapped holding hands in NYC’s SoHo neighborhood on November 23, 2022 — just a day ahead of Thanksgiving. Jake and his model love looked casual in denim and heavy jackets as they braved the cold November day for some shopping. 

 

 

November 23, 2022, 5:56PM
3 of 18

Jake Gyllenhaal & Yahya Abdul-Mateen II

Jake Gyllenhaal & Yahya Abdul-Mateen II
©Universal/Courtesy Everett Col

Jake Gyllenhaal and Yahya Abdul-Mateen II star in ‘Ambulance.’ The Michael Bay film is out on April 8. 

April 7, 2022, 2:55PM
4 of 18

Jake Gyllenhaal & Jeanne Cadieu

Jake Gyllenhaal & Jeanne Cadieu
Gregory Pace/Shutterstock

Jake Gyllenhaal and Jeanne Cadieu at ‘The Lost Daughter’ premiere during the 59th New York Film Festival in New York on September 29, 2021.

September 30, 2021, 1:35PM
5 of 18

Jake & Maggie Gyllenhaal and Jeanne Cadieu

Jake & Maggie Gyllenhaal and Jeanne Cadieu
Evan Agostini/Invision/AP/Shutte

Maggie Gyllenhaal, left, brother Jake Gyllenhaal and Jake’s girlfriend Jeanne Cadieu posed together at a screening of “The Lost Daughter” at Alice Tully Hall during the 59th New York Film Festival on September 29, 2021.

September 30, 2021, 1:35PM

More AboutJake Gyllenhaal

  • Jake Gyllenhaal Explains How Godmother Jamie Lee Curties ‘Gives’ Him ‘Strength’
  • ‘Road House’ 2024 Remake: How to Watch Jake Gyllenhaal’s Movie & More
  • Who Is ‘All Too Well’ About? Everything to Know About Taylor Swift’s Famous Breakup Song
6 of 18

‘Spider-Man: Far From Home’ (2019)

‘Spider-Man: Far From Home’ (2019)
Rob Latour/Shutterstock

Jake Gyllenhaal joined the Marvel Cinematic Universe as Quentin Beck and Mysterio in the 2019 film. He rocked a blue suit to the premiere.

May 8, 2020, 2:17PM
7 of 18

‘Spiderman: Far From Home’

‘Spiderman: Far From Home’
Joel C Ryan/Invision/AP/Shutters

Jake Gyllenhaal posed for a photo in London at the photocall for ‘Spider Man: Far From Home.’ He looked great in a gray jacket over a white t-shirt.

May 8, 2020, 2:20PM
8 of 18

‘Spider Man: Far From Home’ (2019)

‘Spider Man: Far From Home’ (2019)
Eric Charbonneau/Shutterstock

Jake Gyllenhaal rocked a blue suit to the premiere of ‘Spider Man: Far From Home.’ He tied the outfit together with a black t-shirt underneath.

May 8, 2020, 2:17PM
9 of 18

Jake Gyllenhall in South Korea

Jake Gyllenhall in South Korea
Seokyong Lee/Penta Press/Shutter

Jake Gyllenhaal visited Seoul, South Korea in June 2019 to talk about his role in the MCU. He wore a gray t-shirt and black jacket, while speaking at the event.

May 8, 2020, 2:17PM
10 of 18

Jake Gyllenhaal in Los Angeles in 2019

Jake Gyllenhaal in Los Angeles in 2019
Shutterstock

Jake Gyllenhaal was spotted going to film for ‘Jimmy Kimmel Live’ in May 2019. He rocked a gray shirt and black pants while heading to the studio.

May 8, 2020, 2:20PM
11 of 18

‘Love And Other Drugs’ (2010)

‘Love And Other Drugs’ (2010)
Moviestore/Shutterstock

Jake Gyllenhaal starred in hte 2010 romcom ‘Love and Other Drugs.’ He played Jamie Randall to Anne Hathaway’s Maggie Murdock.

May 8, 2020, 2:17PM
12 of 18

‘Southpaw’ (2015)

‘Southpaw’ (2015)
Scott Garfield/Weinstein Company

Jake Gyllenhaal laced up his gloves for 2015’s ‘Southpaw.’ In the sports drama, he played boxer Billy Hope.

May 8, 2020, 2:20PM
13 of 18

‘Nightcrawler’ (2014)

‘Nightcrawler’ (2014)
Moviestore/Shutterstock

Jake Gyllenhaal got behind the camera (kind of!) for his 2014 film ‘Nightcrawler.’ He played con-man and journalist Louis Bloom in the flick.

May 8, 2020, 2:18PM
14 of 18

‘Everest’ (2015)

‘Everest’ (2015)
Universal/Kobal/Shutterstock

Jake Gyllenhaal showed off his endurance as Scott Fischer in ‘Everest.’ The 2015 film featured the actor playing real-life thrillseeker Scott Fischer.

May 8, 2020, 2:20PM
15 of 18

‘Brokeback Mountain’ (2005)

‘Brokeback Mountain’ (2005)
Focus/Kobal/Shutterstock

One of Jake Gyllenhaal’s most famous roles was 2005’s ‘Brokeback Mountain.’ The romantic drama earned him his first and only Oscar nomination for Best Supporting Actor. 

May 8, 2020, 2:20PM
16 of 18

‘Jarhead’ (2005)

‘Jarhead’ (2005)
Moviestore/Shutterstock

Jake Gyllenhaal starred in the psychological drama ‘Jarhead’ in 2005. In the movie, he played a marine while showing how being at war affected the character.

May 8, 2020, 2:17PM
17 of 18

‘The Good Girl’ (2002)

‘The Good Girl’ (2002)
Moviestore/Shutterstock

One of Jake Gyllenhaal’s early roles was in 2002’s ‘The Good Girl.’ He starred in the movie alongside Jennifer Anniston.

May 8, 2020, 2:17PM
18 of 18

‘October Sky’ (1999)

‘October Sky’ (1999)
Deana Newcomb/Universal/Kobal/Sh

‘October Sky’ was one of Jake Gyllenhaal’s earliest films. The actor would go on ot star in many movies that were based on true stories. 

May 8, 2020, 2:18PM
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