Who Has Chace Crawford Dated? A Look Back at The Boys Star's Low-Key Dating History

1 Carrie Underwood (2007-2008)

The couple started dating during the fall of 2007 before breaking up in April 2008. According to People, Chace "flew to visit her [and] went on tour with her," but in the end, he was the one that decided to break things off. That being said, Carrie downplayed their relationship, saying in January 2018 that she wasn't serious with anyone.

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2 Rachelle Goulding (2013-2014)

Image Source: Getty / James Devaney

Chace and the model started dating in March 2013 while he was still living in NYC. During an interview on the The Kyle and Jackie O Show in 2014, Chace discussed how their breakup had been amicable, saying, "We had fun." As to why they broke up, it seems the long distance proved to be too much since Chace moved to LA to focus on his film career while Rachelle stayed in NYC.

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3 Rebecca Rittenhouse (2015-2018)

Image Source: Getty / Michael Kovac

The couple met on the set of 2015's Blood & Oil, where they played young couple Billy and Cody LeFever. They kept things low-key throughout their three-year romance before breaking up in 2018. It seems they parted amicably, as they were seen walking Chace's dog Shiner together in March 2020.

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