French model Jeanne Cadieu has held Gyllenhaal's heart since late 2018, according to People. The couple has been occasionally spotted on walks in Paris and New York, but overall they have kept their relationship very private.
So private, in fact, that their first joint red-carpet event wasn't until 2021, when the pair showed up to support Gyllenhaal's sister, Maggie, at the premiere of her movie, "The Lost Daughter." Gyllenhaal didn't intend to walk the red carpet with Cadieu, but Maggie made it happen. "My sister grabbed her, pulled her on that red carpet, which I think neither of us are really inclined to, you know, go on — even me. And to be there to support my sister was what we're there to do, and I was like, 'Oh yeah, this is family,'" Gyllenhaal said on "The Howard Stern Show" (via People).
According to People, the couple quarantined together, and Gyllenhaal even made Cadieu a loaf of sourdough bread each day to deal with quarantine boredom. It seems like he may have found with Cadieu what he hasn't been able to find in the past — someone to really settle down with. Gyllenhaal opened up about his relationship (a very rare thing for him) to Esquire, saying, "In a lot of ways, we're family. I'm in a relationship that is full of love and support. I feel so at ease."