Jason Sudeikis’ Girlfriend: Everything To Know About Ex Olivia Wilde & His Dating History

• Jason Sudeikis is an histrion from Virginia who is astir known for his relation connected the deed Apple TV+ series, Ted Lasso.
• He is presently single, but helium was antecedently joined to Kay Cannon.
• The We’re the Millers star besides dated actresses Olivia Wilde and January Jones.
• Jason is presently connected determination successful the UK filming Season 3 of Ted Lasso.

Jason Sudeikis, 47, has precocious been successful the spotlight for much than conscionable his acting. The Ted Lasso star was successful a semipermanent narration with Don’t Worry Darling director, Olivia Wilde, 38, for astir a decennary and the 2 person had continuous drama since their split. Here is everything you request to cognize astir their relationship, his erstwhile marriage, and his different ladies below!

‘Pitch Perfect’ screenwriter, Kay Cannon, was joined to Jason from 2004 to 2010. (Ron Eshel/Invision/AP/Shutterstock)

His Ex-Wife, Kay Cannon

Before dating Olivia, the Horrible Bosses histrion was joined to his ex, Kay Cannon, 48, from 2004 to 2010. Kay, who was calved successful the authorities of Illinois, met Jason successful Chicago during the aboriginal 2000s, per US Weekly. Both of them were doing improv drama astatine the Second City, and by 2004 they were officially hubby and wife. Jason and Kay got joined pursuing their large determination to New York City, arsenic the 47-year-old has conscionable landed the occupation of a beingness – penning for Saturday Night Live.

In Aug. 2021, Jason opened up to GQ about his matrimony and however it ultimately unraveled. “You’re going done thing emotionally and personally, oregon adjacent professionally if that’s affecting you personally, and past you’re dressed up similar George Bush and you’re unrecorded connected tv for 8 minutes. You consciousness similar a brainsick person. You consciousness perfectly crazy. You’re looking astatine yourself successful the reflector and you’re conscionable like, ‘Who americium I? What is this? Holy hell,'” helium said of his clip on SNL and his matrimony ending successful 2008. Kay and the funnyman divided successful 2008 but were not officially divorced until 2010.

Despite the extremity of their marriage, they are inactive bully friends. The Pitch Perfect screenwriter gave her ex a loving shoutout successful Feb. 2021 for his Golden Globe win. “A beingness ago, I spent respective years watching the #goldenglobes w/ @jasonsudeikis portion helium was precocious & wearing a hoodie. Congrats connected your win, ya wanker! And congrats to the formed & unit of @TedLasso . Such a great, comic & heartfelt show. #believe,” Kay wrote via Twitter.

January Jones

After his divided from Kay, Jason past went connected to date Mad Men bombshell January Jones, 44. The brace met portion January was hosting an occurrence of SNL in Nov. 2009, and soon sparks were flying. While they dated from 2010 to 2011, successful the end, they could not marque the agelong region narration work. The blonde quality was successful Los Angeles filming Mad Men portion Jason was based successful NYC for the NBC drama show.

He recalled his narration with her to GQ, “navigating my archetypal benignant of nationalist relationship, with January Jones, which was similar learning by fire. What is the term? Trial by fire.” And conscionable months aft their breakup, January told Allure her broadside of the story, “the agelong region benignant of petered america out,” she said. “When you day idiosyncratic other who’s successful the industry, idiosyncratic has to marque the sacrifices. And if nary one’s consenting to, past you conscionable person to beryllium friends.”

Olivia Wilde

Olivia Wilde & Jason Sudeikis were unneurotic from 2011 until 2020. (Evan Agostini/Invision/AP/Shutterstock)

Jason’s clip on SNL brought him much than 1 love, arsenic helium yet met Olivia astatine the Season 36 wrapper enactment successful 2011. By 2013, helium asked Olivia to wed him, but they ne'er really got married. And aft a fewer years of dating, Olivia and Jason welcomed their first child together, Otis, 8, earlier their daughter, Daisy, 6, was calved successful 2016. But sadly, the brace called it quits successful November 2020, conscionable shy of completing a decennary together.

He confirmed the day of his divided to GQ and told the outlet helium inactive hadn’t rather understood the reasons of the interruption up astatine the time. “I’ll person a amended knowing of wherefore successful a year,” helium said, “and an adjacent amended 1 successful two, and an adjacent greater 1 successful five, and it’ll spell from being, you know, a publication of my beingness to becoming a section to a paragraph to a enactment to a connection to a doodle.”

Most recently, connected Oct. 17, 2022, Olivia and Jason released a joint statement astir 1 of their erstwhile nannies’ claims astir their breakup. The connection obtained by HollywoodLife read, “As parents, it is incredibly upsetting to larn that a erstwhile nanny of our 2 young children would take to marque specified mendacious and scurrilous accusations astir america publicly.”

“Her present 18 period agelong run of harassing us, arsenic good arsenic loved ones, adjacent friends and colleagues, has reached its unfortunate apex,” they added. “We volition proceed to absorption connected raising and protecting our children with the sincere anticipation that she volition present take to permission our household alone.“ Olivia has since moved connected from Jason and is dating instrumentalist Harry Styles, 28.

Keeley Hazell

Seven months aft Jason’s divided from the Booksmart director, helium was spotted packing connected the PDA with his Ted Lasso costar, Keeley Hazell, 36. They were past spotted kissing erstwhile much during a romanticist getaway successful Los Cabos, Mexico, successful Nov. 2021. They were initially linked to each different successful Feb. 2021, astir 7 years aft they had met portion filming Horrible Bosses 2 together, per US Weekly. A root told the outlet that astatine the clip Jason and the former Page 3 model were “just friends” but intelligibly things got romanticist by that summer. Sadly, each bully things sometimes travel to an end, arsenic the blonde bombshell and Jason called it quits by May 2022, conscionable aft 1 twelvemonth together.