Sponsored
170 voters

The Best Denis Leary Movies

Updated September 23, 2019 1.2k votes 170 voters 20.2k views49 items

List RulesVote for your favorite movies, regardless of critic reviews or how big the role was.

List of the best Denis Leary movies, ranked best to worst with movie trailers when available. Denis Leary'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 Denis Leary movies is decided by how many votes they receive, so only highly rated Denis Leary movies will be at the top of the list. Denis Leary has been in a lot of films, so people often debate each other over what the greatest Denis Leary movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Denis Leary films to end the squabble once and for all.

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

The list you're viewing is made up of a variety of different films, including Wag the Dog and Ice Age.

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

list.itemsDescription

...more
  • The Ref1
    53
    20

    The Ref

    Kevin Spacey, J.K. Simmons

    Released1994

    Directed byTed Demme

    The Ref is a 1994 American black comedy film directed by Ted Demme, produced by Don Simpson...  more

    More The Ref 

    #205 of 252 The Funniest '90s Movies#700 of 922 The All-Time Greatest Comedy Films

  • Suicide Kings2
    47
    20

    Suicide Kings

    Christopher Walken, Denis Leary

    Released1997

    Directed byPeter O'Fallon

    This film is a 1997 American action comedy film, starring Christopher Walken as a boss, Denis...  more
  • Double Whammy3
    22
    9

    Double Whammy

    Elizabeth Hurley, Steve Buscemi

    Released2001

    Directed byTom DiCillo

    Double Whammy is a 2001 comedy/drama film. Although intended to be released in theaters, it...  more
  • Judgment Night4
    22
    10

    Judgment Night

    Cuba Gooding Jr., Jeremy Piven

    Released1993

    Directed byStephen Hopkins

    Judgment Night is a 1993 action thriller film directed by Stephen Hopkins and starring Emilio...  more
  • Monument Ave.5
    21
    9

    Monument Ave.

    Famke Janssen, Martin Sheen

    Released1998

    Directed byTed Demme

    Monument Ave., originally titled Snitch in the USA and titled Noose in Australia, is a 1998...  more
  • Demolition Man6
    19
    11

    Demolition Man

    Sandra Bullock, Sylvester Stallone

    Released1993

    Directed byMarco Brambilla

    Demolition Man is a 1993 American science fiction action film directed by Marco Brambilla in...  more

    More Demolition Man 

    Demolition Man Remains One Of The Most Underrated Movies Of The '90s#41 of 178 The Best Dystopian And Near Future Movies

  • The Sandlot7
    24
    19

    The Sandlot

    James Earl Jones, Denis Leary

    Released1993

    Directed byDavid M. Evans

    The Sandlot, also known as The Sandlot Kids, is a 1993 American coming-of-age film Comedy...  more

    More The Sandlot 

    What Ever Happened To All The Kids From The Sandlot?#36 of 372 'Old' Movies Every Young Person Needs To Watch In Their Lifetime

  • Wag the Dog8
    17
    14

    Wag the Dog

    Kirsten Dunst, Robert De Niro

    Released1997

    Directed byBarry Levinson

    Wag the Dog is a 1997 black comedy film produced and directed by Barry Levinson. The...  more

    More Wag the Dog 

    #16 of 340 The Best Political Films Ever Made#5 of 62 The Funniest Movies About Politics

  • Wide Awake9
    18
    18

    Wide Awake

    Rosie O'Donnell, Julia Stiles

    Released1998

    Directed byM. Night Shyamalan

    Wide Awake is a 1998 comedy-drama film written and directed by M. Night Shyamalan and produced...  more
  • Subway Stories10
    13
    12

    Subway Stories

    Anne Heche, Sam Rockwell

    Released1997

    Directed byJulie Dash, Jonathan Demme, Bob Balaban, Abel Ferrara, Ted Demme

    Subway Stories: Tales from the Underground is a film made in 1997 and produced by Home Box...  more
    Amazon_watch buy button
  • Company Man11
    8
    5

    Company Man

    Bill Murray, Woody Allen

    Released2000

    Directed byDouglas McGrath, Peter Askin

    Company Man is a 2000 comedy film written and directed by Peter Askin and Douglas McGrath. The...  more
  • Ice Age12
    19
    23

    Ice Age

    Jack Black, Ray Romano

    Released2002

    Directed byChris Wedge, Carlos Saldanha

    Ice Age is a 2002 American computer-animated comedy adventure film directed by Carlos Saldanha...  more

    More Ice Age 

    The Best Characters in the Ice Age Series, Ranked#128 of 1,540 The Most Rewatchable Movies

  • A Bug's Life13
    17
    21

    A Bug's Life

    Hayden Panettiere, Ashley Tisdale

    Released1998

    Directed byJohn Lasseter, Andrew Stanton

    A Bug's Life is a 1998 American computer-animated comedy adventure film produced by Pixar...  more

    More A Bug's Life 

    'A Bug's Life' Movie Details That Prove Why It's The Most Underrated Pixar Film#30 of 50 The 50 Highest Grossing '90s Movies, Ranked

  • Do Not Disturb14
    6
    6

    Do Not Disturb

    Jared Padalecki, Jennifer Tilly

    Released1999

    Directed byDick Maas

    Do Not Disturb is Dutch / German thriller comedy film directed, written, produced and composed...  more
  • Gunmen15
    12
    14

    Gunmen

    Patrick Stewart, Denis Leary

    Released1994

    Directed byDeran Sarafian

    Gunmen is a 1994 action-comedy film directed by Deran Sarafian. It stars Mario Van Peebles,...  more
  • Love Walked In16
    10
    11

    Love Walked In

    J.K. Simmons, Denis Leary

    Released1997

    Directed byJuan José Campanella

    Love Walked In is a 1997 Argentine-American film noir drama/thriller film co-written and...  more
  • Denis Leary: The Complete Denis Leary17
    10
    11

    Denis Leary: The Complete Denis Leary

    Denis Leary

    Released2004

    Amazon_watch buy button
  • Two If by Sea18
    6
    6

    Two If by Sea

    Sandra Bullock, Denis Leary

    Released1996

    Directed byBill Bennett

    Two If by Sea is a 1996 romantic comedy film directed by Bill Bennett, and starring Sandra...  more
    Amazon_watch buy button
  • Roast of Denis Leary: Uncensored19
    8
    9

    Roast of Denis Leary: Uncensored

    Elizabeth Hurley, Michael J. Fox

    Released2003

    Directed byJohn Fortenberry

    Amazon_watch buy button
  • Lakeboat20
    4
    4

    Lakeboat

    Andy Garcia, Denis Leary

    Released2001

    Directed byJoe Mantegna

    Lakeboat is a 2000 American drama film written by David Mamet and directed by Joe Mantegna and...  more
  • The Amazing Spider-Man21
    14
    20

    The Amazing Spider-Man

    Andrew Garfield, Emma Stone

    Released2012

    Directed byMarc Webb

    The Amazing Spider-Man is a 2012 American superhero film directed by Marc Webb, based on the...  more

    More The Amazing Spider-Man 

    #236 of 246 The Best Rainy Day Movies#93 of 177 The Greatest Comic Book Movies of All Time

  • Small Soldiers22
    13
    19

    Small Soldiers

    Sarah Michelle Gellar, Kirsten Dunst

    Released1998

    Directed byJoe Dante

    Small Soldiers is a 1998 American science fiction action film directed by Joe Dante. The film...  more

    More Small Soldiers 

    ‘Small Soldiers’ Is Way, Way Darker Than You Remember#526 of 575 The Best Animated Films Ever

  • The Thomas Crown Affair23
    13
    19

    The Thomas Crown Affair

    Pierce Brosnan, Faye Dunaway

    Released1999

    Directed byJohn McTiernan

    The Thomas Crown Affair is a 1999 American film directed by John McTiernan. The film, starring...  more

    More The Thomas Crown Affair 

    #712 of 1,189 Every Oscar Winning Film Ever#573 of 836 The Greatest Chick Flicks Ever Made

  • The Secret Lives of Dentists24
    10
    15

    The Secret Lives of Dentists

    Robin Tunney, Denis Leary

    Released2003

    Directed byAlan Rudolph

    The Secret Lives of Dentists is a 2002 drama film directed by Alan Rudolph. The screenplay was...  more
  • Denis Leary and Friends Present: Douchebags & Donuts25
    6
    10

    Denis Leary and Friends Present: Douchebags & Donuts

    Whitney Cummings, Denis Leary

    Released2011

    Directed byJoe Perota

    Douchebags and Donuts is a stand up DVD hosted by comedian Denis Leary, released by Comedy...  more
    Amazon_watch buy button