Chris Evans’ Complete Dating History: Jessica Biel, Jenny Slate and More

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Chris Evans' Complete Dating History: Jessica Biel, Jenny Slate and More

Still searching for his perfect match. Chris Evans has been through his share of ups and downs in his dating life, but is holding out hope that he'll find The One someday soon. The Not Another Teen Movie actor's love life has captivated fans ever since his high-profile relationship with Jessica Biel. The former couple began dating in 2001 and worked alongside one another in two films, London and Cellular, throughout their relationship. Though they called it quits in 2006, the 7th Heaven alum had high hopes for their future together. "We always talk about [marriage]. We both want to be married, and we both want to have children," Biel told Cosmopolitan one year before her and Evans' split. She eventually tied the knot with Justin Timberlake in 2012 after nearly five years together. After his breakup with Biel, the Marvel franchise star briefly dated up-and-coming actresses like Minka Kelly and Dianna Agron — and was even linked to superstar Sandra Bullock in the wake of her 2010 divorce. He didn't find himself in another long-term relationship until he fell for Gifted costar Jenny Slate in 2016. They called it quits in February 2017, but still had a huge amount of love for each other in their hearts. [jwplayer smuHhANd-l3ahXupL] "He's really vulnerable, and he's really straightforward," Slate told Vulture of her ex one month after their split. "He's like primary colors. He has beautiful, big, strong emotions, and he's really sure of them. It's just wonderful to be around. His heart is probably golden-colored, if you could paint it." The duo gave their romance a second try, but ended things for good in March 2018. Despite his struggle to find a lasting love, Evans is hopeful that he'll have a family of his own in the near future. "I definitely want children. I definitely want a family. But you cannot put the cart before the horse," he told USA Today after his split from Slate. "The family only works if it's built off the extension of the love you feel for a person. If you all of a sudden want the kid more than you want the relationship, you may be on shaky ground." Since his most recent breakup, an insider revealed to Us that the Knives Out star has been "dating different women and is having fun," but wants to "be more private with his love life." Scroll down to relive Evans' most famous relationships and flings.

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Kate Bosworth

The former costars sparked romance rumors after meeting on the set of 2000’s The Newcomers.

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Jessica Biel

The talented pair began dating in 2001 and starred in two movies together in the course of their five-year relationship. Though they eventually split, the former couple came close to taking the next step. "We always talk about [marriage]. We both want to be married, and we both want to have children," Biel told Cosmopolitan in 2005. "But we're not engaged, so the rumors are false ... so far."

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Emmy Rossum

The Scott Pilgrim vs. the World star was spotted locking lips with Rossum at a Hollywood bar in 2007 — but the Shameless alum insisted at the time that they were just friends.

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Christina Ricci

Though the duo may not have dated for long, they appeared smitten with one another as they walked arm in arm at the 2007 Met Gala.

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Kristin Cavallari

When the New York Post reported that the Laguna Beach alum had moved on with the Fantastic Four star following her split from Nick Zano, she quickly cleared the air. "I've known Chris for a while, just through mutual friends," Cavallari told Us in 2008. "We're just friends."

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Amy Smart

Evans was seen leaving a London club with the Butterfly Effect actress in August 2010, but both movie stars were tightlipped about the status of their relationship.

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Dianna Agron

An insider told Us that the Glee alum got cozy with the Knives Out actor at a pre-Oscars bash in February 2011, shortly after she and Alex Pettyfer called it quits. The pair dated briefly before going their separate ways.

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Ashley Greene

According to E! News, the Twilight actress was "all over" Evans at a Hollywood club in March 2011 — and the dancing duo had "a lot of chemistry." At the time, Greene had just broken up with Joe Jonas after almost a year of dating.

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Sandra Bullock

The unlikely duo were first linked in early 2014 and each handled the rumors with a major sense of humor. "We've since married and it started breaking apart, so we separated," the Miss Congeniality actress teased Entertainment Tonight at the time. "We filed for divorce, and I hope everyone can respect our privacy. But we're going to remain friends and share responsibility of the farm animals we've taken on, because you just can’t abandon the animals." Two years earlier, Evans admitted that Bullock was his biggest childhood crush.

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Lily Collins

Us broke the news in March 2015 that the Avengers: Age of Ultron star was dating Collins after the pair met at the Vanity Fair Oscars party earlier that year. "It's just the beginning stages," a source revealed at the time. "But they're having a lot of fun and seeing where it goes."

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Minka Kelly

The Boston native has a long history with the Friday Night Lights alum, first sparking romance rumors in 2007 and later rekindling their relationship in 2012. The duo parted ways for a second time in October 2013, and picked things up where they left off one year later. Evans and Kelly were last seen together over Labor Day weekend in 2015.

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Jenny Slate

After working together on 2016’s Gifted, the costars turned their onscreen chemistry into a full-fledged relationship. Less than a year later, a source told Us the pair pressed pause on their romance "due to conflicting schedules." They eventually reunited in November 2017 and were the internet’s cutest couple before ending things for good in March 2018. Slate has since gotten engaged to artist Ben Shattuck.

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Lily James

The actors raised eyebrows when they were caught getting cozy together in London on two separate occasions in July 2020. Evans never addressed the rumors publicly at the time — and James remained tight-lipped about whether they were more than just friends.

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Alba Baptista

Evans and the Warrior Nun actress, who have a 16-year-age difference, were spotted holding hands in November 2022, one year after the pair initially sparked romance rumors. The Gray Man star seemingly confirmed his romance with the Portugal native in January 2023 by sharing a video of the two hilariously trying to scare each other throughout the last year. “A look back at 2022 ❤️❤️❤️,” Evans wrote via his Instagram Story at the time.