‘Gilmore Girls’ Cast’s Dating Histories Through the Years: Alexis Bledel, Milo Ventimiglia and More

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'Gilmore Girls' Cast's Dating Histories Through the Years: Alexis Bledel, Milo Ventimiglia and More

What happens in Stars Hollow stays in Stars Hollow. Alexis Bledel sparked a romance with Milo Ventimiglia on the Gilmore Girls set — but he's not the only former costar she's fallen for. The pair portrayed Rory Gilmore and Jess Mariano, respectively, on the beloved 2000s series. Their characters dated on and off throughout the show, and in the real world, the actors were together for four years before splitting in 2006. Bledel eventually went on to marry Mad Men costar Vincent Kartheiser in 2014. Three years later, when she was up for an Emmy for her work on The Handmaid's Tale, the This Is Us hunk proved the old pals were still on good terms. "I'm very happy for her," Ventimiglia told Bravo's Daily Dish. "She's always been a great actor.” Though fans have been pining over the Second Act star for years, he's more focused on finding the perfect role than the perfect partner. [jwplayer EssObzGO-zhNYySv2] "Everything is second position to work — everything," he told Haute Living in May 2021. "I've had friendships and relationships that definitely had a hard time with that. I'd get home from work and a girlfriend would want to spend time together, and I'd have to make sure I did spend time with her, sit down and eat, maybe turn on a movie for 20 minutes. But when my bowl is empty, I’ve got to go into my office and close the door and work for another two hours so my lines are spot on and I’m ready to be on set the next day, so I’m not wasting time for the crew." Ventimiglia continued, "You kind of have to dedicate yourself to it in a greater way, and some things are going to be sacrificed while others can run concurrently. ... [In relationships], you have to give someone room to live their life to their fullest, and hopefully those two lives can just run on the same track." Gilmore Girls may have ended in 2007, but the cast still remains supportive of one another — and even reunited for a Netflix spinoff, Gilmore Girls: A Year in the Life, in 2016. Five years later, Bledel weighed in on the hot debate about which love interest her character should have ended up with — Jess, Dean Forester (Jared Padalecki) or Logan Huntzberger (Matt Czuchry). However, her answer didn't give fans much closure. "Jeagan?" she joked during an appearance on Watch What Happens Live With Andy Cohen, mashing up all three names. "I can't single somebody out." Scroll down to learn more about the Gilmore Girls cast's real-life love stories: [podcast_block]

Credit: Shutterstock (2)

'Gilmore Girls' Cast's Dating Histories Through the Years: Alexis Bledel, Milo Ventimiglia and More

What happens in Stars Hollow stays in Stars Hollow. Alexis Bledel sparked a romance with Milo Ventimiglia on the Gilmore Girls set — but he's not the only former costar she's fallen for. The pair portrayed Rory Gilmore and Jess Mariano, respectively, on the beloved 2000s series. Their characters dated on and off throughout the show, and in the real world, the actors were together for four years before splitting in 2006. Bledel eventually went on to marry Mad Men costar Vincent Kartheiser in 2014. Three years later, when she was up for an Emmy for her work on The Handmaid's Tale, the This Is Us hunk proved the old pals were still on good terms. "I'm very happy for her," Ventimiglia told Bravo's Daily Dish. "She's always been a great actor.” Though fans have been pining over the Second Act star for years, he's more focused on finding the perfect role than the perfect partner. [jwplayer EssObzGO-zhNYySv2] "Everything is second position to work — everything," he told Haute Living in May 2021. "I've had friendships and relationships that definitely had a hard time with that. I'd get home from work and a girlfriend would want to spend time together, and I'd have to make sure I did spend time with her, sit down and eat, maybe turn on a movie for 20 minutes. But when my bowl is empty, I’ve got to go into my office and close the door and work for another two hours so my lines are spot on and I’m ready to be on set the next day, so I’m not wasting time for the crew." Ventimiglia continued, "You kind of have to dedicate yourself to it in a greater way, and some things are going to be sacrificed while others can run concurrently. ... [In relationships], you have to give someone room to live their life to their fullest, and hopefully those two lives can just run on the same track." Gilmore Girls may have ended in 2007, but the cast still remains supportive of one another — and even reunited for a Netflix spinoff, Gilmore Girls: A Year in the Life, in 2016. Five years later, Bledel weighed in on the hot debate about which love interest her character should have ended up with — Jess, Dean Forester (Jared Padalecki) or Logan Huntzberger (Matt Czuchry). However, her answer didn't give fans much closure. "Jeagan?" she joked during an appearance on Watch What Happens Live With Andy Cohen, mashing up all three names. "I can't single somebody out." Scroll down to learn more about the Gilmore Girls cast's real-life love stories: [podcast_block]

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Alexis Bledel

While working together on the series, Bledel dated Ventimiglia for four years before splitting in June 2006. She was also rumored to have sparked a romance with Padalecki. The Tuck Everlasting actress was briefly linked to British model John Paul before she started dating Kartheiser in 2012. They got engaged one year later and tied the knot in June 2014. The duo share a son.

Us broke the news in August 2022 that Kartheiser filed for divorce after eight years of marriage.

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Lauren Graham

The Zoey’s Extraordinary Playlist alum fell for her Parenthood costar Peter Krause in 2010, more than a decade after they initially met. They lived together in Los Angeles with his son, Roman, whom he shares with ex-girlfriend Christine King, for more than 10 years before parting ways. Us confirmed in June 2022 that Graham and Krause had split one year prior.

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Scott Patterson

Patterson has been married to Kristine Saryan since 2014, the same year they welcomed son Nicholas. They met in 2001, and throughout their romance, Saryan made small appearances in the background of Gilmore Girls episodes. 

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Jared Padalecki

In October 2009, the Supernatural alum proposed to costar Genevieve Cortese, who joined the show during its fourth season. They exchanged vows in Idaho in February 2010 and later welcomed three children: Thomas in March 2012, Austin in December 2013 and Odette in March 2017.

While chatting with Glamour in February 2021, Padalecki confirmed he and Bledel had a “silly” flirtation on the Gilmore Girls set. “It wasn’t anything super juicy,” he joked.

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Milo Ventimiglia

After splitting from Bledel in June 2006, the Hollywood heartthrob moved on with Hayden Panettiere. The pair, who worked together on NBC’s Heroes, dated from December 2007 to February 2009. He has since been linked to Isabella Brewster, Kelly Egarian and Orange Is the New Black’s Diane Guerrero.

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Melissa McCarthy

The Oscar-nominated actress married Ben Falcone in 2005 and the dynamic duo went on to work together on a number of projects, including Bridesmaids, Identity Thief, Spy and Can You Ever Forgive Me? Falcone also made a cameo on season 3 of Gilmore Girls. They share daughters Vivian and Georgette.

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Liza Weil

In November 2006, the Scandal alum wed Paul Adelstein. They went on to appear alongside one another in Order Up (2007), Little Fish, Strange Pond (2008) and The Missing Person (2008) before welcoming their daughter, Josephine, in April 2010. Six years later, Weil filed for divorce. She moved on with How to Get Away With Murder’s Charlie Weber after finalizing her divorce in November 2017. The costars split in February 2019.

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Kelly Bishop

The Broadway star was married to TV presenter Lee Leonard from 1981 until his 2018 death. She was previously married to Peter Miller.

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Keiko Agena

The Hawaii native tied the knot with Shin Kawasaki in a helicopter hovering over Las Vegas in December 2005.

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Matt Czuchry

The Friday Night Lights alum keeps his love life relatively private, but has been linked to Kate Bosworth and Archie Panjabi. In 2013, he told the New York Post, “I don’t mind being single. I don’t mind being in a relationship. Either is fine with me.”

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David Sutcliffe

Sutcliffe was married to Julie McCullough from 2001 to 2003. He hasn’t gone public with another relationship since.

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Edward Herrmann

The late actor was married twice: to Leigh Curran from 1978 to 1992, and to Star Herrmann from 1994 until his 2014 death.

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Chad Michael Murray

While working together on One Tree Hill, Murray proposed to Sophia Bush. They were engaged for nearly one year before tying the knot in April 2005. They separated five months later, with Bush citing “fraud” when she filed for an annulment in February 2006. The request was not granted, but their divorce was made final by the end of that year.

The actor was later engaged to beauty queen Kenzie Dalton for seven years before splitting in August 2013. He moved on with Chosen costar Sarah Roemer, who he wed in 2015. They share a son and a daughter, born in 2015 and 2017, respectively.

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Vanessa Marano

The actress, who played Luke’s daughter April on Gilmore Girls, was linked to Switched at Birth costar Sean Berdy. The pair never addressed the dating rumors.

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Yanic Truesdale

The Canada native has not gone public with his love life.

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Sean Gunn

In 2019, the Guardians of the Galaxy star married actress Natasha Halevi.