Chambers said working with Paul Kelly on the album "was a dream", also adding: "Paul brought out a whole new side of me, but then I also got to enjoy the comforts of recording with the person who knows and has shaped my original sound better than anyone, my brother Nash, along with my live touring band who have become a huge part on my sound.

"[2] Gareth Hopewell from Rolling Stone gave the album a positive review, writing: "A towering songbook, wordy and resigned, Dragonfly is the opus of Australia's foremost progenitor of, and innovator in, the country-roots fold.

Liz Giuffre from The Music AU said: "Dragonfly heralds Kasey Chambers' new era.

Single "Ain't No Little Girl" is gratifyingly dramatic, rattling with a huskiness that mixes Sia and Martha Wainwright."

Giuffre also praised "the gorgeous, tight harmonies of "Jonestown", the rumbling of "Dragonfly" and sliding melancholy of "Annabelle".