[12] In September 2021, Windey was revealed to be a contestant on season 26 of The Bachelor, starring medical sales representative Clayton Echard.

During the live After the Final Rose special of Echard's season, Windey was announced as The Bachelorette alongside Recchia.

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

[22] In August 2023, Windey came out during an appearance on ABC's The View, and mentioned she was dating a woman.

Shortly after, she took to Instagram to announce her relationship with comedian and TV writer Robby Hoffman.