• Entertainment

The Best Alan Cumming Movies

List RulesVote for your favorite <Actor(s)> movies, regardless of critic reviews or how big the role was.

List of the best Alan Cumming movies, ranked best to worst with movie trailers when available. Alan Cumming's highest grossing movies have received a lot of accolades over the years, earning millions upon millions around the world. The order of these top Alan Cumming movies is decided by how many votes they receive, so only highly rated Alan Cumming movies will be at the top of the list. Alan Cumming has been in a lot of films, so people often debate each other over what the greatest Alan Cumming movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Alan Cumming films to end the squabble once and for all.

If you think the best Alan Cumming role isn't at the top, then upvote it so it has the chance to become number one. The greatest Alan Cumming performances didn't necessarily come from the best movies, but in most cases they go hand in hand.

With films ranging from Romy and Michele's High School Reunion to Get Carter, this is a great starting point for a list of your favorites.

"This list answers the questions, "What are the best Alan Cumming movies?" and "What are the greatest Alan Cumming roles of all time?"

Alan Cumming has worked with many famous directors, including big names like Stanley Kubrick and Bryan Singer.

  • 1

    Dare

    Emmy Rossum, Rooney Mara
    48
    10

    Released2009

    Directed byAdam Salky

    Dare is a 2009 indie romantic drama film directed by Adam Salky. It is written by David Brind. The movie is based on Salky's 2005 short film which was met with acclaim at film festivals. The feature  ...more
  • 2

    GoldenEye

    Pierce Brosnan, Sean Bean
    40
    31

    Released1995

    Directed byMartin Campbell

    Runtime130

    AdvisoriesAdult Situations, Violence

    PremieredNovember 17, 1995

    When a powerful satellite system falls into the hands of Alec Trevelyan, AKA Agent 006 (Sean Bean), a former ally-turned-enemy, only James Bond (Pierce Brosnan) can save the world from an awesome  ...more

    #25 of 49 The Very Best Movies About Hackers#23 of 102 The Best 1990s Action Movies#279 of 451 The Best Movies For Guys

  • 3
    Victor Garber, Alicia Morton
    28
    22

    Released1999

    Directed byRob Marshall

    Runtime96

    In this TV version of the Broadway musical, classic comic strip character Annie (Alicia Morton) is rescued from the misery of Miss Hannigan's (Kathy Bates) orphanage by Grace Farrell (Audra  ...more
  • 4

    Titus

    Anthony Hopkins, Jessica Lange
    31
    26

    Released1999

    Directed byJulie Taymor

    Runtime162

    AdvisoriesAdult Situations, Graphic Violence, Rape

    PremieredDecember 25, 1999

    Returning from 40 years at war with the Goths, the Roman general Titus Andronicus (Anthony Hopkins) executes the eldest son of Tamora, Queen of the Goths (Jessica Lange), setting off a long chain of  ...more

    #39 of 57 The Best Roman Movies#8 of 38 The Best Shakespeare Film Adaptations#65 of 168 The Best Costume Drama Movies

  • 5

    Burlesque

    Cher, Christina Aguilera
    29
    26

    Released2010

    Directed bySteve Antin

    Runtime116

    AdvisoriesAdult Language, Adult Situations, Nudity

    PremieredNovember 24, 2010

    Ali (Christina Aguilera), a small-town gal with a great voice, leaves a troubled life behind and follows her dreams to Los Angeles. She lands a job as a cocktail waitress at the Burlesque Lounge, a  ...more
  • 6

    Josie and the Pussycats

    Rosario Dawson, Tara Reid
    25
    23

    Released2001

    Directed byDeborah Kaplan, Harry Elfont

    Josie and the Pussycats is a 2001 American musical comedy film released by Universal Pictures and Metro-Goldwyn-Mayer. Directed and co-written by Harry Elfont and Deborah Kaplan, the film is loosely  ...more

    It's Time To Admit Josie And The Pussycats Is The Greatest Movie Of Your Childhood#38 of 44 The Best Guilty Pleasure Comic Book Movies#47 of 135 The Best Movies About Bands

  • 7

    Circle of Friends

    Chris O'Donnell, Minnie Driver
    21
    19

    Released1995

    Directed byPat O'Connor

    Runtime96

    AdvisoriesAdult Situations

    At university in Dublin in 1957, awkward Benny (Minnie Driver) is introduced to handsome Jack (Chris O'Donnell), the son of a doctor who is unsure about following the family business. While Benny and  ...more

    #39 of 61 The Best Colin Firth Movies#67 of 100 Movies Turning 25 In 2020

  • 8

    Romy and Michele's High School Reunion

    Mira Sorvino, Lisa Kudrow
    27
    29

    Released1997

    Directed byDavid Mirkin

    Runtime91

    AdvisoriesAdult Language

    PremieredApril 25, 1997

    Ten years after their high school graduation, Romy (Mira Sorvino) and Michele (Lisa Kudrow) haven't exactly accomplished everything that they set out to do. Despite their strong friendship, their  ...more

    #835 of 929 The All-Time Greatest Comedy Films#94 of 781 The Greatest Chick Flicks Ever Made#262 of 1,142 The Absolute Funniest Movies Of All Time

  • 9

    Spice World

    The Spice Girls, Richard E. Grant
    16
    21

    Released1997

    Directed byBob Spiers

    Runtime92

    AdvisoriesAdult Language, Adult Situations, Brief Nudity

    PremieredJanuary 23, 1998

    Hang on to your knickers, pump up your platforms and fasten your seat belts, because the Spice Girls - Emma Bunton (Baby Spice), Geri Halliwell (Ginger Spice), Melanie Brown (Scary Spice), Melanie  ...more

    'Spice World' Is The Most Bizarre Movie Of The '90s You Almost Forgot About#225 of 371 The Best Musical Movies Of All Time#44 of 130 The Most Rewatchable Movie Musicals

  • 10

    X-Men 2

    Patrick Stewart, Hugh Jackman
    19
    29

    Released2003

    Directed byBryan Singer

    Runtime134

    AdvisoriesAdult Language, Adult Situations, Violence

    PremieredMay 2, 2003

    Stryker (Brian Cox), a villianous former Army commander, holds the key to Wolverine's (Hugh Jackman) past and the future of the X-Men. This threat re-ignites the call for a mutant registration act.  ...more

    #38 of 161 The Best Superhero Movies Ever Made#167 of 557 The Best Film Scores Of All Time#153 of 1,436 The Most Rewatchable Movies

  • 11

    The Anniversary Party

    Gwyneth Paltrow, Kevin Kline
    12
    23

    Released2001

    Directed byJennifer Jason Leigh, Alan Cumming

    The Anniversary Party is a 2001 American comedy-drama film written, directed, produced by, and starring Jennifer Jason Leigh and Alan Cumming.  ...more
  • 12

    The Tempest

    Helen Mirren, Felicity Jones
    9
    22

    Released2010

    Directed byJulie Taymor

    Runtime109

    AdvisoriesAdult Situations, Nudity

    PremieredDecember 17, 2010

    A shipwreck casts members of a royal court ashore on a mysterious island. Their fateful arrival is no accident, for it was engineered by Prospera (Helen Mirren), a sorceress whom these men banished,  ...more
  • 13

    ShowBusiness: The Road to Broadway

    Alissa Anderegg, Kristen Anderson-Lopez
    7
    19

    Released2005

    Directed byDori Berinstein

    Runtime102

    AdvisoriesAdult Language, Adult Situations

    PremieredApril 25, 2005

    Filmmaker Dori Berinstein charts the evolution of four Broadway shows from inception to Tony Awards during the 2003-2004 season: "Wicked," "Taboo," "Avenue Q" and "Caroline, or Change." Featured cast  ...more
  • 14

    The Real Cabaret

    Alan Cumming
    7
    19

    Released2009

    Directed byRichard Bright

    Actor Alan Cumming explores the truths behind the fiction. He meets many of those closely involved with the original Cabaret, including Liza Minnelli, and talks to cabaret artists, among them
  • 15

    Plunkett & Macleane

    Robert Carlyle, Jonny Lee Miller
    17
    37

    Released1999

    Directed byJake Scott

    Runtime100

    AdvisoriesAdult Language, Violence

    PremieredOctober 1, 1999

    After meeting in prison in the wake of a botched grave robbery, two strangers from different echelons of English society -- scheming lowlife William Plunkett (Robert Carlyle) and gentleman-debtor  ...more
  • 16

    Boogie Woogie

    Amanda Seyfried, Heather Graham
    11
    28

    Released2009

    Directed byDuncan Ward

    Boogie Woogie is a 2009 comedy film set in the art world of contemporary London. It is based on the book of the same name written by Danny Moynihan, who adapted his own book on the New York art world  ...more
  • 17

    Spy Kids: All the Time in the World

    Jessica Alba, Ricky Gervais
    14
    34

    Released2011

    Directed byRobert Rodriguez

    Spy Kids: All the Time in the World is a 2011 Latino-American 4D family-oriented, comedy adventure film directed by Robert Rodriguez and it is the fourth and final installment in the Spy Kids film  ...more
  • 18

    Garfield: The Movie

    Breckin Meyer, Jennifer Love Hewitt
    19
    41

    Released2004

    Directed byPeter Hewitt

    Runtime80

    AdvisoriesAdult Language, Adult Situations

    PremieredJune 11, 2004

    Based on the popular comic strip, this live-action comedy follows the exploits of Garfield (Bill Murray), the large, lazy and wisecracking cat owned by hapless Jon Arbuckle (Breckin Meyer). Jon's  ...more

    #136 of 183 The Greatest Comic Book Movies Of All Time#63 of 210 The Greatest Animal Movies Ever Made#3 of 40 The Funniest Movies About Animals

  • 19
    Sean Bean, Alan Cumming
    17
    37

    Released1994

    Directed byCaroline Thompson

    Black Beauty is a 1994 film adaptation of Anna Sewell's novel by the same name directed by Caroline Thompson in her directorial debut. The film stars Andrew Knott, Sean Bean and David Thewlis. The  ...more
  • 20

    Spy Kids

    Carla Gugino, Daryl Sabara
    12
    29

    Released2001

    Directed byRobert Rodriguez

    The Spy Kids series consists of four American/Mexican family action films written and directed by Robert Rodriguez. The main plot follows the adventures of two Cortez children who become involved in  ...more
  • 21

    Gray Matters

    Heather Graham, Tom Cavanagh
    14
    34

    Released2006

    Directed bySue Kramer

    Runtime96

    AdvisoriesAdult Language, Adult Situations

    PremieredFebruary 23, 2007

    Sam (Tom Cavanagh) and Gray (Heather Graham) are such a well-matched pair that it is difficult to believe they are brother and sister rather than husband and wife. They both share a love of 1940s  ...more

    #43 of 132 The Best Lesbian Movies#34 of 49 The Best Sissy Spacek Movies

  • 22
    Kristen Bell, Neve Campbell
    27
    56

    Released2005

    Directed byAndy Fickman

    This film is a 2005 American made-for-television musical comedy film directed by Andy Fickman and adapted from the musical of the same name based on the 1936 exploitation film also of the same title.  ...more
  • 23

    Spy Kids 2: The Island of Lost Dreams

    Antonio Banderas, Carla Gugino
    10
    28

    Released2002

    Directed byRobert Rodriguez

    Runtime99

    AdvisoriesAdult Situations, Mild Violence

    PremieredAugust 7, 2002

    Now full fledged Spy Kids, Carmen (Alexa Vega) and Juni (Daryl Sabara) Cortez are back for another James Bond style adventure. Their newest mission takes them to a distant island where they take on a  ...more

    #67 of 71 The Dumbest Movie Sequel Titles#159 of 171 The Best Spy Movies#60 of 93 The Best Steve Buscemi Movies

  • 24
    Dan Futterman, Alan Cumming
    13
    33

    Released2000

    Directed byJon Shear

    Runtime107

    AdvisoriesAdult Language, Adult Situations, Graphic Violence, Strong Sexual Content

    PremieredJanuary 24, 2000

    Welcome to Urbania, where your life can change in a second. An enigmatic and engaging young man named Charlie has experienced a trauma, but he's doing his best to regain control of his life. When he  ...more

    #131 of 213 The Best LGBTQ+ Themed Movies#191 of 207 The Best R-Rated LGBTQ+ Movies#41 of 90 The Best R-Rated Gay Movies

  • 25

    Jackboots on Whitehall

    Ewan McGregor, Rosamund Pike
    10
    28

    Released2010

    Directed byRory McHenry, Edward McHenry

    Jackboots on Whitehall is a 2010 British model puppet adult animated satirical action comedy war adventure film portraying an alternate history of the Second World War, in which Nazi Germany has  ...more