Chad Lowe as John Denver

Kristin Davis as Annie Denver

Gerald McRaney as Dutch

Brian Markinson as Hal Thau

Susan Hogan as Irma

Wezley Morris as Zak

Stefanie Walmsley as Anna Kate

Gage Giles as Young John Denver

Reg Tupper as MC

Kelly Dean Sereda as Mike

Byron Lucas as Joe

Garry Chalk as Milt

Tyler Labine as Frat Guy

Tyron Leitso as Student Producer

Kurt Evans as Production Assistant

Saskia Gould as Girlfriend at European Party

Dylan McCoombs-Austin as Zak – Age 5

Emma Woo as Anna Kate – Age 3

Ty Olsson as Workman

Clare Lapinskie as Cassandra

Kristina Matisic as Anchor

Trevor Devall as Jake

Ingrid Tesch as Nurse

Jennifer Copping as Young Woman

Don Thompson as Plane Mechanic

Pamela Guest as On-Air Host (uncredited)