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Hilary Duff’s dating history has long fascinated fans, thanks to her transition from Disney Channel star to Hollywood mainstay and mother of four. Over the years, Duff has been linked to notable names, including Aaron Carter, Joel Madden, and hockey player Mike Comrie. Here’s what to know about her dating and marriage history, including why she and Comrie divorced.

Hilary Duff and Aaron Carter dated from 2000 to 2003–2004

Hilary Duff and Aaron Carter were one of the most talked-about teen celebrity couples of the early 2000s. They began their on-again, off-again romance in 2001 when they were both around 13 years old, according to People. After they ultimately split by 2003–2004, Carter continued to publicly profess his affection for Duff in interviews and on social media years later, even as their lives moved in different directions.

Duff honored his memory following his death in 2022 with a heartfelt tribute recalling how much she cared for him as a teenager. “Boy, did my teenage self love you deeply,” she posted to Instagram. “Sending love to your family at this time. Rest easy.”

The ‘Lizzie McGuire’ star and Frankie Muniz dated in 2002

Hilary Duff and Frankie Muniz were close friends and briefly romantically linked as young actors in the early 2000s. They became friends when Muniz guest-starred on Lizzie McGuire, according to Hola!. At one point, they had a romantic connection.

However, their friendship and any romantic spark faded during the production of Agent Cody Banks (2003). Tensions arose involving Duff’s mother, particularly over casting decisions for the film. After that experience, Muniz has said he hasn’t spoken to Duff since filming wrapped. He now looks back with regret on how things ended.

She and singer Joel Madden dated from 2004 to 2006

Hilary Duff and Good Charlotte singer Joel Madden’s relationship was one of the early celebrity romances that drew attention in the mid‑2000s. It began in 2004 when Duff was about 16, and Madden was around 25. Their age gap and public status made the pairing a frequent topic in entertainment media. After dating for roughly two years, the couple split in late 2006.

Despite the breakup, Duff and Madden have remained on good terms years later. According to E! News, they’re reportedly neighbors and friends with their spouses today, often socializing together with their families.

Hilary Duff was married to NHL star Mike Comrie from 2007 to 2014

Hilary Duff and former NHL player Mike Comrie’s relationship began in 2007, leading to an engagement in February 2010 and a wedding on Aug. 14, 2010. The couple welcomed their son, Luca Cruz Comrie, on March 20, 2012, marking a joyful chapter in Duff’s life as a young mother. However, after several years together, they announced an amicable separation in January 2014, agreeing to continue co‑parenting their son. Duff filed for divorce in February 2015, citing irreconcilable differences, and the divorce was finalized in February 2016.

In 2015, Duff opened up to Cosmopolitan about her choice to divorce. “It wasn’t working well enough to stay together, but there was still a lot of love involved,” she admitted at the time, according to Us Weekly. “It was just a slow set-in of us not being the match that we used to be. I’m lucky for the person he is and I am and how we decided to handle this.”

She and personal trainer Jason Walsh were seen kissing in 2016

After her divorce from Mike Comrie was finalized, Hilary Duff sparked a romance in 2016 with personal trainer Jason Walsh. The couple was often photographed together, including a tropical getaway and affectionate outings in New York, and even shared PDA on social media, according to Entertainment Tonight.

Although they ultimately split later that year, Duff later described their time together as her first “more serious relationship” since her marriage.

Hilary Duff married musician Matthew Koma in 2019 and now has 3 children with him

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Since 2019, Hilary Duff has been married to musician Matthew Koma, with their relationship growing from a creative collaboration into a lasting partnership. The two first connected while working on Duff’s 2015 album Breathe In. Breathe Out. and publicly confirmed their romance in 2017. They later tied the knot in an intimate backyard ceremony in December 2019, according to People.

They share three daughters: Banks Violet (born in 2018), Mae James (born in 2021), and Townes Meadow (born in 2024). Koma also plays a supportive role in raising Duff’s son, Luca Cruz, from her previous marriage to Mike Comrie.

Duff and Koma have celebrated milestones both personally and publicly, including their sixth wedding anniversary in December 2025.