Richard Gere as Leo Fife

Uma Thurman as Emma / Gloria

Jacob Elordi as Young Leo Fife

Michael Imperioli as Malcolm

Victoria Hill as Diana

Caroline Dhavernas as Rene

Penelope Mitchell as Sloan Ambrose / Amy

Kristine Froseth as Alicia Fife

Megan Mackenzie as Amanda

Peter Hans Benson as Benjamin Chapman

Scott Jaeck as Jackson Chapman

Cornelia Guest as Jessie Chapman

Zach Shaffer as Cornel

Sean Mahan as Cornel Fife, Sr.

Orlagh Cassidy as Sarah Fife

Jake Weary as Stanley Reinhart

Gary Hilborn as Rev. Stephen Sitwell

Ryan Woodle as Jimmy

Joshua Bess as Ralph Dennis

Alan Campbell as Mr. Callahan

Dylan Flashner as Charles

Aaron Roman Weiner as Captain

Amanda Lea Mason as Eastern Employee

John Way as Garth

Logan Kovach as Boho

Jean Brassard as Judge Uhlig

Joshua Wills as Young Man in Plaid Jacket

Taylor Wells as Flight Attendant