- Maggie Grace
- Jessie
- Chandra West
- Gail Lovejoy
- Jeremy Irons
- Lawrence Philips
- Diane Keaton
- Sara
- Dennis Dugan
- Eddie Stone
- Todd Stashwick
- Zhopa
- Veronica Ferres
- Bev
- Diego Boneta
- Mack
- Jesse McCartney
- Lenny
- Richard Kline
- Steve
- Andrew Bachelor
- Captain Ritchie
- Elle King
- Jordan
- Kimberly Howe
- Bridesmaid
- Kiara Pichardo
- Girl in Bathroom
- Levon Panek
- Donald
- William Xifaras
- Menny
- Caroline Portu
- Liz Rafferty
- Ava Gaudet
- Jody
- Heidi Garrow
- Dancer
- Melinda Hill
- Svetlana / Olga
- Elaine Victoria Grey
- Villager - Beach Pedestrian
- Dennis Staroselsky
- Robert Barton
- Nadezhda Russo
- Woman for Ritchie
- Keaton Simons
- Guitar Player
- Dustin Tucker
- Pilot
- Christy Matino
- Cinderella's Friend
- Billy Concha
- Pedicab Guy
- Rob Norton
- Perry Blake
- Ellen Collins
- Ella (Ritchie's Fan)
- Forest Quaglia
- Pedestrian
- Joseph Oliveira
- Wedding Guest
- Libby Collins
- The Arranger
- Andy Goldenberg
- Jimmy Barton
- Alexandria Pierre-Etienne
- Sax player
- Michael Balzano III
- Campaign Manager
- Ineke Garbacz
- Red Sox fan
- JinJoo Lee
- Yoni
- Paul Melendy
- Randall
- Rob Lévesque
- Crash Date Participant
- Mark Lainer
- Nick Matthews
- Alexander M. Akerblom
- Wedding Guest
- Courtland Jones
- Waitress
- Natalia K. Grace
- Alana
- Arthur Hiou
- Tuxedo Family Member
- Erin Rose
- Bridesmaid
- Brandon Scales
- Gail's Cameraman
- Janelle Feigley
- Dancer - Wedding Guest
- Jaison Hunter
- Bert
- Gail Bennington
- Tina
- Jonathan De Azevedo
- Juan
- Jeff Bouffard
- Boston Police Officer
- Ken Kansky
- Wedding Guest
- Madison Donlan
- City Student
- Rachel Wirtz
- Cinderella
- Stevie Costa
- Wedding Guests
- Donna Ognibene
- Party Goer
- Colin McIsaac
- Film Crew
- Cailey Calisi
- Marcee
- Laurie Kwiatkowski
- Pedestrian
- Robert Scalisi
- Lakeside Father of the Bride
- Jimmy Pemberton
- Drummer
- Will Kellar
- Wedding Guest; Stand-in
- Adam Desautels
- Game show audience member
- David Arthur Sousa
- The Worst Dancer in the Wedding Scene
- Abbey Dubin
- Sharon
- Tarek Moussa
- Habib
- Valerie Laury
- Minister
- Michael Cunningham
- Extra
- Benz Veal
- Michael ( Smug Guy Contestant)
- Ian Wallace
- Italian Restaurant Waiter
- Derek Mellor
- Wedding Guest
- Jed Griswold
- Bar Patron
- James L. Leite
- Bar Patron
- Meg Fox
- Catering Bartender / Woman for Ritchie
- Hannah Beebe
- Background
- Benjamin Mohr
- Wedding Guest
- Becky Bass
- Gianna
- Austin Simone
- Sleeveless Tuxedo Guy
- Chris Robblee
- Gameshow Contestant
- Abigail Gonzalez
- Pedestrian
- Francisco Marquez
- Newscaster / Reporter
- Adam Mastroianni
- Baseball Cap Guy
- C.G. Alexander
- Featured Wedding Guest
- Christian Cibotti
- Cab Driver
- Christin Rills
- Pedestrian
- Anthony Jon
- Lakeside Groomsman
- Hannah Jane Doyon
- Bridesmaid
- Miranda Reilly
- Bridesmaid
- Marissa McInnes
- Cafe Patron
- Adam Vera
- Party guest
- Mely Wu
- Contestant
- Amanda Dane
- Bride By The Lake
- Bobby Coleman
- Bike Messenger (Photos / Art)
- Ben Bunnag
- Sushi chef
- Alyssa Mae Walsh
- Duck Boat Kid
- Maximo Duran
- Crash Couples Cameraman
- Solvei McKenna
- Maria
- Jennifer Mattice
- Bar patron
- Sally Meehan
- Meg
- Timothy Lawson
- Keyboardist
- Kevin Cahill
- Groomsman
- Kevin Wiles Jr.
- Ivan
- Amanda Laurelle Schiffer
- Cinderella's Friend
- Andy O'Connor
- Groom at Lake
- Pesach
- David
- Ysabella Hernandez
- Child Extra
- Gavin Walker
- Self - Duck Boat Passenger
- Amanda Anthony
- Woman for Ritchie
- Mateo Philip Arnold
- Pedestrian
- Julia Bechler
- Woman for Ritchie
- Robert L. Blauner
- Wedding Audience Member
- David Cabral
- Pedestrian
- Ashley Cerrone
- Cinderella Girl
- Bob Gallagher
- Wedding Guest
- Dennis Grajeda
- Lakeside Groomsman
- Ian Dylan Hunt
- Bostonian
- Catherine Hunter
- Pedestrian
- Christopher Mendez
- Svetlana's Lap Dance Patron
- Je Taime Nissi
- Woman for Ritchie / Pedestrian (uncredited)
- Anne Reardon
- Wedding guest
- Chas Tewksbury
- Bostonian
- Susan Wilson
- Driver
