Charlie Maguire

Ben Affleck

Acting

JR Maguire

Tye Sheridan

Acting

Young JR Maguire

Daniel Ranieri

Acting

Dorothy Maguire

Lily Rabe

Acting

Grandpa Maguire

Christopher Lloyd

Acting

The Voice, JR's father

Max Martini

Acting

Wesley

Rhenzy Feliz

Acting

Sidney

Briana Middleton

Acting

Chief

Max Casella

Acting

Grandma Maguire

Sondra James

Acting

Bobo

Michael Braun

Acting

Joey D

Matthew Delamater

Acting

Jimmy

Ivan Leung

Acting

Aunt Ruth

Danielle Ranieri

Acting

Kathy

Kate Avallone

Acting

Sidney's Dad

Mark Boyett

Acting

Sidney's Mom

Quincy Tyler Bernstine

Acting

Professor Van Dyke

Ezra Knight

Acting

School Psychologist

David Carl

Acting

Pat

Shannon Collis

Acting

Kathy's Daughter

Keira Jo Lassor

Acting

Mrs. Williams

Jennifer C. Johnson

Acting

NYT Editor

Michael Steven Costello

Acting

NYT Personnel Woman

Kate Middleton

Acting

NYT Copyboy

Jackson Damon

Acting

NYT Copygirl

Caroline Bergwall

Acting

Officer James

Daniel Washington

Acting

Chief's Wife

Jenny Eagan

Costume & Make-Up

Other Customer

Steve Gagliastro

Acting

Aunt Ruth's Kid #1

Annabella Valle

Acting

Aunt Ruth's Kid #2

Clara Kelly

Acting

Aunt Ruth's Kid #3

Meara Mahoney Gross

Acting

Future JR Maguire (voice only)

Ron Livingston

Acting

Kid in Classroom (uncredited)

Jack Baumrind

Acting

Dickens Bar Regular (uncredited)

Julia Bechler

Acting

Yale Student (uncredited)

Keith R. Beck

Acting

Dickens Bar Patron (uncredited)

Alissa Bourne

Acting