On May 13, 2022, Gabby Windey got engaged to Erich Schwer, whom she chose as the winner of her season of The Bachelorette. However, they announced their breakup on November 4, 2022.

Gabby Windey has been in relationships with Alan Bersten (2023), Vinny Guadagnino (2022), Dean Unglert, Clayton Echard, and Blake Horstmann.

Gabby Windey was in a relationship with The Bachelorette and Bachelor in Paradise contestant Dean Unglert when they were in college.

Gabriela Maria Windey was born on January 2, 1991, in O’Fallon, Illinois, United States of America. Gabby Windey attended O’Fallon Township High School, where she was the sports editor of the school paper and won Miss O’Fallon in 2008.

Gabby Windey graduated from the University of Colorado Colorado Springs in 2013. In 2021, Gabby Windey was the co-winner of the Pop Warner Humanitarian Award for her service on the frontline of the pandemic.

On September 8, 2022, Gabby Windey was announced as a contestant on season 31 of Dancing with the Stars. She was partnered with Val Chmerkovskiy and they finished in 2nd place.