Pink Skies Ahead

Jessica Barden

Winona

Marcia Gay Harden

Pamela

Michael McKean

Richard

Odeya Rush

Stephanie

Rosa Salazar

Addie

Henry Winkler

Dr. Cotton

Devon Bostick

Greg

Melora Walters

Hayley

Lewis Pullman

Ben

Mary J. Blige

Doctor Monroe

Jessalyn Wanlim

Joanie

Evan Ross

Cameron

Jesse Heiman

Kevin

Sea Shimooka

Jen

Jill Basey

Pearl

Aaron Holliday

Killian

Jordan Christian Hearn

Brett

Timothy Davis-Reed

Man

Lisa Linke

Karen

Will Sterling

Guy (Nightclub)

Leah Knauer

Chelsea