Jay Cutler Finds New Love With Samantha Robertson After Splitting From His Wife, Kristin Cavallari

October 28, 2026

This article was last updated by Sangita Budhathoki on October 28, 2026

Before divorcing in 2026, Jay Cutler was wed for 7 years to his ex-wife, Kristin Cavallari. His current partner is Samantha Robertson, who has two children from a previous marriage.

Key Takeaways

• After three years of romance, Jay Cutler married Kristin Cavallari on June 7, 2013. Later, the couple had three kids: Saylor, a daughter, and two sons, Camden and Jaxon.
• Among the ladies Cutler dated were TV personality Madison LeCroy and singer-actress Jana Kramer. However, Jay Cutler found peace in Samantha Robertson, and they are still together.

Former professional football quarterback Jay Cutler spent 12 seasons in the National Football League (NFL). He has spent most of his career with the Chicago Bears. He leads the team in passing yards, passing touchdowns, attempts, and completions.

The player, who was named one of the 100 best Bears of All Time in 2019, is currently . However, the news is not related to his athletic career or sports but related to his detention.

Jay Cutler Arrested on Charges of DUI and Possession of a Handgun While Intoxicated

— People (@people)

According to a police complaint, the former NFL player was arrested on Thursday after being stopped while driving under the influence of alcohol and carrying two firearms, including a loaded revolver.

Cutler, 41, was taken into custody following a minor traffic incident in downtown Franklin. According to the investigation, he rear-ended another vehicle at approximately 5:00 p.m.

Kristin Cavallari, Jay Cutler’s ex-wife, in an episode of her podcast “Let’s Be Honest” after hearing of his arrest, stating,

“I do, of course, wish Jay nothing but the best, and I do hope that he gets the help that he needs.”

Following His Divorce From His Wife, Kristin Cavallari, Jay Cutler Is Currently Living Happily With Samantha Robertson

After three years of romance, Jay Cutler married Kristin Cavallari on June 7, 2013. The couple later had three children: Saylor, a daughter, and Camden and Jaxon, two sons.

But later in 2019, during an episode of “Very Cavallari,” Kristin asserted that she was  wasn’t as fulfilling as she had hoped.

They declared their divorce in April 2026, just a year later, stating that they had become estranged.

After the financial problems were resolved, which took another two years, their separation was formally finalized.

Among the ladies Cutler dated were TV personality Madison LeCroy and singer-actress Jana Kramer. However, Jay Cutler found peace in Samantha Robertson, and they are still together.

The length of time the couple has been together is unknown, but in September 2026, they publicly verified their relationship by uploading photos of themselves.

Samantha Robertson was formerly married to Trace Ayala, Justin Timberlake’s actor pal. From her first marriage, she has two daughters: Sophia and River.

Robertson and Cutler had long been family friends. Before they began dating, their families had even taken trips together.

But as fate would have it, they fell in love while they were both going through a period following their separate divorces.

The pair has taken numerous international trips together. By sharing pictures from their travels, Samantha provides a glimpse into their lives.

In Case You Did Not Know

• Cutler volunteers with Vanderbilt’s “Best Buddies” program, which supports youth with developmental difficulties.
• Cavallari dated TikTok video creator Mark Estes from February to September 2026. Their connection attracted media attention because Cavallari was 13 years older than Estes.

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Ritesh Thapa is a content writer focusing in the sports and entertainment industry. His enthusiasm for storytelling combined with his acute sense of trends allow him to create engaging content that appeals to a wide range of people. Aside from his professional life, Ritesh is an avid musician who writes and performs songs.

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