Jake Gyllenhaal Dating History
Complete list of Jake Gyllenhaal dates, listed in chronological order.
Do you like Jake Gyllenhaal?
638,268 views
Profile
Married
Relationship
"Encounter"
On-Screen
Rachel Bilson
Virgo
unknown date
Rachel and Jake were spotted out together in the fall of 2010 and were rumored to be dating.
Isabel Lucas
Aquarius
unknown date
Jake Gyllenhaal and Isabel Lucas were briefly rumored to be dating after they were spotted hanging out in Montreal together.
Jenny Lewis
Capricorn
October 2001
Jake Gyllenhaal and Rilo Kiley singer Jenny Lewis dated in 2001. She attended the premier of 'Donnie Darko' with him, and he is still a fan of her music.
Kirsten Dunst
Taurus
September 2002 - December 2004
These two met via Gyllenhaal's sister, Maggie, who costarred with Dunst in the movie "Mona Lisa Smile." They eventually move into together, sharing a home (and a German Shepard) in the Hollywood Hills.
Reese Witherspoon
Aries
March 2007 - December 2009
Reese and Jake started dating after starring together in 2007's "Rendition," though they initially denied any relationship. After Witherspoon's divorce was finalized they went more public with their romance, and they were constantly photographed by the paparazzi. They split at the end ...
Taylor Swift
Sagittarius
October 2010 - January 2011
Taylor Swift and Jake Gyllenhaal sent the rumor mill into overdrive when they were spotted together several times in November 2010. They reportedly also spent the Thanksgiving holiday weekend together.
Anna Kendrick
Leo
2011
They were only seen hanging out with each other. Just a friendly outing, nothing serious.
Olivia Wilde
Pisces
June 2011
Jake Gyllenhaal was cracking up and laughing with pals during a lively night at West Hollywood's Chateau Marmont – but the actor gave special attention to one woman: Olivia Wilde. The two were very flirty, an onlooker says, acting "touchy-feely." Says the onlooker: "At one point ...
Emily DiDonato
Pisces
February 2013
Did Jake Gyllenhaal meet his soulmate at SoulCyle? The End of Watch actor has been dating NYC-based model Emily DiDonato, Us Weekly can reveal. A source tells Us that Gyllenhaal, 32, met the 22-year-old stunner in a spin class at a SoulCycle in Manhattan last fall. The actor and DiDonato (who was ...
Who's Dated Who? content is contributed and edited by our readers. You are most welcome to update, correct or add information to this page. Update Information
Join Now
Register to update information, save favorites, post photos, news stories and comments. A LucyMe.com login allows you to edit our four websites.
Already A Member?
Quick Links
Featured On-Screen Couples
Charlie Bartlett (2007)
Mozart and the Whale (2005)
Erin Brockovich (2000)
Grease (1978)
