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The band was originally formed on September 27, 2016, after all met in Los Angeles, California, a year earlier. On October 7, 2016, the group released their debut single "Taking You," a song from their debut EP, Only the Beginning, which was released on November 25 of the same year. Their second EP, Something Different, was released on April 21, 2017. After releasing their second EP, they embarked on "Something Different Tour," their first major tour. The group's third EP, Why Don't We Just, was released on June 2, 2017. On September 2017, the band signed with Atlantic Records. That same month, Invitation, their fourth EP, was released. On November 23, 2017, they released their fifth EP, A Why Don't We Christmas. In 2018, in support of EP Invitations, they became the title "Invitation Tour". On August 31, 2018, they released their first album, Letters. In March 2019, they began "8 Letter Tours".

The band has appeared in a vlog of YouTuber and friend Logan Paul. Paul has directed three music videos for the band, one involving their collaboration "