Unlike his squeaky-clean alter-ego Captain America, Chris Evans isn’t afraid to have a little fun. Knowing that, it should come as no surprise that the 39-year-old actor has been romantically linked to quite a few of Hollywood’s brightest stars. Most recently, he sparked romance rumors with Mamma Mia! Here We Go Again star Lily James when they were spotted enjoying an ice cream date in London. Whether the relationships were legit (ex: Jessica Biel) or only whispered about (ex: Kate Bosworth?!), take a look at every lady rumored to have dated Chris below.
Related: 45 Chris Evans Pictures That Will Melt You Into a Puddle
Kate Bosworth
Chris and Kate Bosworth were briefly linked after meeting on the set of their drama The Newcomers in 2000.
Jessica Biel
Jessica Biel started dating Chris in 2001, and their relationship continued as they played romantic interests in the movies Cellular and London. They broke things off in 2006, and Jessica went on to meet and marry Justin Timberlake.
Emmy Rossum
Chris met actress Emmy Rossum in early 2007, and was spotted making out with her at a bar named Teddy’s in Hollywood in March. Despite this, Emmy’s rep insisted that the two were “just friends.”
Christina Ricci
No one knows for sure how long Chris dated Christina Ricci, but the pair attended the 2007 Met Gala together, walking the red carpet arm in arm.
Vida Guerra
The then-26-year-old Fantastic Four actor was seen out and about in LA with Cuban model Vida Guerra a few times in 2008, making people wonder if she’d officially stolen Chris’s heart (she hadn’t).
Kristin Cavallari
The New York Post reported that Chris and Kristin “definitely hooked up” at the opening of Cabana One at the Mayfair Hotel in Miami in October 2008, but Kristin personally assured everyone that the two were just good friends.
Amy Smart
Amy Smart was seen leaving a London club with Chris in August 2010, but her representative denied a romantic relationship.
Dianna Agron
Fresh off of Dianna Agron‘s split from actor Alex Pettyfer, she apparently hit it off with Chris at a pre-Oscars party in April 2011, and the two dated briefly.
Ashley Greene
In March 2011, Twilight actress Ashley Greene was seen “all over” Chris at Hollywood hot spot Trousdale.
Sandra Bullock
Chris has never tried to hide the fact that his childhood crush was Sandra Bullock, so when they were seen getting cuddly and posing together at the Vanity Fair party in 2012, it was supercute. In 2014, Chris and Sandra were seen out to dinner with friends Chelsea Handler and Melissa McCarthy on numerous occasions, with a source telling E! News that “They haven’t put a title on it, but they really like each other.”
Lily Collins
Chris and Lily Collins ignited dating rumors in early 2015 after they met at an Oscars afterparty. It seemed like their relationship was the real deal when they were spotted sharing a romantic dinner at an Italian restaurant together in LA in March of that year, but things apparently fizzled.
Minka Kelly
Chris had a long-running on-again, off-again relationship with Friday Night Lights actress Minka Kelly. The pair started up a romance in 2007, broke up, got back together in 2012, and then broke up again in 2013. They sent the rumor mill back into overdrive when Minka was spotted at Chris’s house in October 2014, and when they took a cute stroll together over Labor Day weekend in September 2015, but never confirmed anything.
Jenny Slate
Chris and Jenny first met on the set of their movie Gifted in 2016 and struck up a romance shortly after. They took a break from each other in 2017 due to their “conflicting schedules,” but they eventually got back together at the end of that year. They split for good in March 2018.
Lily James
Chris sparked dating rumors with the Mamma Mia! Here We Go Again actress in July 2020 when they were spotted hanging out in London together. Though they haven’t confirmed a relationship, they did look pretty comfortable with each other as they laughed and ate ice cream during a cute park date.