| Owen Wilson | .... | John Beckwith |
| Vince Vaughn | .... | Jeremy Grey |
| Christopher Walken | .... | Secretary William Cleary |
| Rachel McAdams | .... | Claire Cleary |
| Isla Fisher | .... | Gloria Cleary |
| Jane Seymour | .... | Kathleen Cleary |
| Ellen Albertini Dow | .... | Grandma Mary Cleary |
| Keir O'Donnell | .... | Todd Cleary |
| Bradley Cooper | .... | Zachary 'Sack' Lodge |
| Ron Canada | .... | Randolph |
| Henry Gibson | .... | Father O'Neil |
| Dwight Yoakam | .... | Mr. Kroeger |
| Rebecca De Mornay | .... | Mrs. Kroeger |
| David Conrad | .... | Trap |
| Jenny Alden | .... | Christina Cleary |
| Geoff Stults | .... | Craig Garthe |
| James McDonnell | .... | Mrs. Kroeger's Attorney |
| Jesse Henecke | .... | Mr. Kroeger's Attorney |
| Lou Cutell | .... | Old Jewish Man |
| Sparkle | .... | Old Jewish Woman |
| Frankie Ray Perelli | .... | Old Italian Man |
| Patricia Place | .... | Old Italian Woman |
| Chao-Li Chi | .... | Old Chinese Man |
| Norma Michaels | .... | Old Irish Woman |
| Noel DeSouza | .... | Old Indian Man |
| Ivana Bozilovic | .... | Ivana |
| Camille Anderson | .... | Camille |
| Rachel Sterling | .... | Brunette |
| Diora Baird | .... | Vivian |
| Ned Schmidtke | .... | Frank Meyers |
| Jennifer Massey | .... | Woman |
| Dylan James Turner | .... | Bratty Kid |
| Sophia Blouin | .... | Flower Girl |
| Stephen J. Downs | .... | Franklin |
| Larry Joe Campbell | .... | Best Man |
| Mark Duane Anderson | .... | Secret Service Agent |
| Irene Roseen | .... | Elderly Woman |
| Jules Mandel | .... | Rabbi |
| Betsy Ames | .... | Betty Cleary |
| Carson Elrod | .... | Flip Cleary |
| Josh Wheeler | .... | Kip Cleary |
| John G. Pavelec | .... | Ken Cleary |
| Charles Kahlenberg | .... | Priest at Funeral |
| Kathryn Joosten | .... | Chazz's Mom |
| Karen Miller | .... | Chazz's Girlfriend |
| Tanaya Nicole | .... | Cute Blonde at Jewish Reception |
| Naureen Zaim | .... | Hindu Woman |
| Cindy Elizabeth Taylor | .... | Girl at Irish Wedding |
| Melanie Hawkins | .... | Crying Girl at Chazz's Shoulder |
| Summer Altice | .... | Crying Girl at Chazz's Shoulder |
| Lisa Beach | .... | Wedding Planner |
| Lovelynn Ann Vanderhorst Jensen | .... | Wedding Planner |
| Phyllis Samhaber | .... | Woman at Table |
| O. J. Watson | .... | Man at Table |
| Al Cerullo Jr. | .... | Helicopter Pilot |
| Shawn Barber | .... | Tablecloth Trick Victim (uncredited) |
| Claudia Barroso | .... | Wedding Guest (uncredited) |
| Mike Bellesfield | .... | Crying Man at Funeral (uncredited) |
| Jed Bernard | .... | Italian Wedding Swing Dancer (uncredited) |
| Beau Bowden | .... | Cleary Wedding Guest (uncredited) |
| Jenna Burgland | .... | Bride in Montage (uncredited) |
| Steve Carson | .... | Drunk Wedding Guest (uncredited) |
| James Carville | .... | Himself (uncredited) |
| Robert Randolph Caton | .... | Wedding Guest (uncredited) |
| Arnold Chun | .... | Chinese Best Man (uncredited) |
| Brandon Cox | .... | Grooms man #5 (uncredited) |
| Marc De'Antone | .... | Italian wedding guest (uncredited) |
| Kelly De Sarla | .... | Jewish Wedding Guest (uncredited) |
| Jewel Donohue | .... | Irish Maid of Honor (uncredited) |
| Jonn Faircrest | .... | Wedding Guest (uncredited) |
| Will Ferrell | .... | Chazz Reinhold (uncredited) |
| Jeff Fields | .... | Jewish Groom (uncredited) |
| Pamela Fischer | .... | Restaurant Patron (uncredited) |
| Gill Garci | .... | Girl's Father (uncredited) |
| Tony Giammattei | .... | Old man at italian wedding (uncredited) |
| Ina Haybaeck-Rogers | .... | Italian Wedding Salsa Dancer (uncredited) |
| Roopashree Jeevaji | .... | Indian Bridesmaid (uncredited) |
| Z. M. Nan Khan | .... | Indian Bridesmaid (uncredited) |
| Joe Koons | .... | Irish Waiter (uncredited) |
| Brian T. Lynch | .... | Funeral Mourner (uncredited) |
| Robert Neal Marshall | .... | Photographer (uncredited) |
| Amber Matthews | .... | Bridesmaid (uncredited) |
| John McCain | .... | Himself (uncredited) |
| Betsy McIntyre | .... | Hot Girl (uncredited) |
| Michael McKennitt | .... | Guest at Wedding Reception (uncredited) |
| Stephanie Nevin | .... | Janice (uncredited) |
| Brad Newman | .... | Italian Groom (uncredited) |
| Jacob Newman | .... | Magic Kid (uncredited) |
| Laura Orrico | .... | Bridesmaid (uncredited) |
| Neil Patil | .... | Indian Groomsman (uncredited) |
| Paola Perla | .... | Italian Wedding Guest (uncredited) |
| Rita Rani | .... | Indian Bridesmaid (uncredited) |
| Richard Riehle | .... | Funeral Guest (uncredited) |
| Carolyn Robertson | .... | Crying Woman (uncredited) |
| Lindsay Schoneweis | .... | Woman in Hat (uncredited) |
| Dipendra Sharma | .... | Indian groom (uncredited) |
| William F. Smith | .... | Cleary House Servant (uncredited) |
| Steve J. Termath | .... | Wedding Guest (uncredited) |
| John H. Tobin | .... | Cleary House Servant (uncredited) |
| Holly Traister | .... | Jewish Wedding Guest (uncredited) |
| Juting Tsang | .... | Bridesmaid (uncredited) |
| Schuster Vance | .... | Secret Service Agent (uncredited) |
| Kelsey Wedeen | .... | Bridesmaid (uncredited) |
| Michelle Woods | .... | Italian Bride (uncredited) |
| Rachel Zeskind | .... | Dancer (uncredited) |