The Best Penelope Ann Miller Movies 

Updated September 24, 2019 345 votes 61 voters 6k views 45 items

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

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

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

The list you're viewing contains films like The Hired Heart and Saving Grace B. Jones.

"This list answers the questions, "What are the best Penelope Ann Miller movies?" and "What are the greatest Penelope Ann Miller roles of all time?"

Brian De Palma and Chris Columbus have both worked with Penelope Ann Miller over the years, as have plenty of other well-known directors.

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Carlito's Way is listed (or ranked) 1 on the list The Best Penelope Ann Miller Movies
Al Pacino, Sean Penn, Viggo Mortensen

Released: 1993

Directed by: Brian De Palma

Carlito's Way is a 1993 American drama film directed by Brian De Palma, based on the novels Carlito's Way and After Hours by Judge Edwin Torres. The film adaptation was scripted by David Koepp. ...more

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Arnold Schwarzenegger, Odette Annable, Angela Bassett

Released: 1990

Directed by: Ivan Reitman

Kindergarten Cop is a 1990 American comedy film directed by Ivan Reitman and starring Arnold Schwarzenegger as John Kimble, a tough police detective, who must go undercover and pose as a ...more

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#30 of 493 The Funniest '90s Movies #441 of 1,699 The Most Rewatchable Movies #168 of 1,208 The Absolute Funniest Movies Of All Time

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Elisabeth Shue, Vincent D'Onofrio, Penelope Ann Miller

Released: 1987

Directed by: Chris Columbus

Adventures in Babysitting is a 1987 American comedy film written by David Simkins, directed by Chris Columbus, and starring Elisabeth Shue, Maia Brewton, Keith Coogan, Anthony Rapp, Penelope Ann ...more

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Robert De Niro, Robin Williams, Vin Diesel

Released: 1990

Directed by: Penny Marshall

Awakenings is a 1990 American drama film based on Oliver Sacks' 1973 memoir of the same title. It tells the true story of British neurologist Oliver Sacks, fictionalized as American Malcolm ...more

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Robert Downey Jr., Milla Jovovich, Diane Lane

Released: 1992

Directed by: Richard Attenborough

Chaplin is a 1992 British-American biographical comedy-drama film about the life of British comedian Charlie Chaplin. It was produced and directed by Richard Attenborough and stars Robert ...more

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Morgan Freeman, Monica Potter, Anton Yelchin

Released: 2001

Directed by: Lee Tamahori

Along Came a Spider is a 2001 American psychological thriller film directed by Lee Tamahori. It is a sequel to the 1997 film Kiss the Girls. The screenplay by Marc Moss was adapted from the 1993 ...more

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John Goodman, Malcolm McDowell, James Cromwell

Released: 2011

Directed by: Michel Hazanavicius

The Artist is a 2011 French romantic comedy-drama in the style of a black-and-white silent film. It was written, directed, and co-edited by Michel Hazanavicius, produced by Thomas Langmann and ...more

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The Freshman Marlon Brando, Matthew Broderick, Penelope Ann Miller

Released: 1990

Directed by: Andrew Bergman

The Freshman is a 1990 American comedy film starring Marlon Brando and Matthew Broderick, in which Brando parodies his portrayal of Vito Corleone in The Godfather. It is written and directed by ...more

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Tom Sizemore, Linda Hunt, Penelope Ann Miller

Released: 1997

Directed by: Peter Hyams

The Relic is a 1997 science fiction/horror film directed by Peter Hyams and based on the best-selling novel Relic by Douglas Preston and Lincoln Child. The film stars Penelope Ann Miller, Tom ...more

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Alec Baldwin, Ian McKellen, Tim Curry

Released: 1994

Directed by: Russell Mulcahy

The Shadow is a 1994 American superhero film, directed by Russell Mulcahy and starring Alec Baldwin, John Lone, Penelope Ann Miller, Ian McKellen, Peter Boyle, Jonathan Winters and Tim Curry. It ...more

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Biloxi Blues Christopher Walken, Matthew Broderick, David Schwimmer

Released: 1988

Directed by: Mike Nichols

Biloxi Blues is a 1988 American comedy film directed by Mike Nichols, written by Neil Simon, and starring Matthew Broderick and Christopher Walken. Simon adapted his semi-autobiographical 1985 ...more

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Kristen Stewart, Tatiana Maslany, Dylan McDermott

Released: 2007

Directed by: Oxide Pang Chun, Danny Pang Phat

The Messengers is a 2007 American supernatural horror film directed by the Pang Brothers, and produced by Sam Raimi. It stars Kristen Stewart, John Corbett, William B. Davis, Dylan McDermott, ...more

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Jessica Simpson, Willie Nelson, Andy Dick

Released: 2007

Directed by: Scott Marshall

Blonde Ambition is an American film released in December 2007 and inspired by the theme of the Academy Award-winning movie Working Girl, starring singer/actress Jessica Simpson playing the part ...more
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Don Johnson, Ron Jeremy, Penelope Ann Miller

Released: 1989

Directed by: John Frankenheimer

Dead Bang is a 1989 action film directed by John Frankenheimer and starring Don Johnson. Johnson's character, based on real-life LASD Detective Jerry Beck, tracks the killer of a Los Angeles ...more
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Danny DeVito, Gregory Peck, Penelope Ann Miller

Released: 1991

Directed by: Norman Jewison

Other People's Money is a 1991 drama/romantic comedy film starring Danny DeVito, Gregory Peck and Penelope Ann Miller. It was based on the play of the same name by Jerry Sterner. The film ...more

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Forest Whitaker, Penelope Ann Miller, Joe Pantoliano

Released: 1990

Directed by: Richard Benjamin

Downtown is a 1990 American police action comedy film directed by Richard Benjamin. This would be the second pairing of Anthony Edwards and Forest Whitaker both of whom played roles in Amy ...more
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Dustin Diamond, Kris Kristofferson, Benicio del Toro

Released: 1988

Directed by: Randal Kleiser

Big Top Pee-wee is a 1988 American comedy film and the sequel to Pee-wee's Big Adventure, and stars Paul Reubens as Pee-wee Herman, Penelope Ann Miller, Kris Kristofferson, and introducing ...more

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Christopher Plummer, Virginia Madsen, Penelope Ann Miller

Released: 2001

Directed by: John Bradshaw

Full Disclosure is a 2001 thriller film starring Fred Ward, Christopher Plummer, Rachel Ticotin and Penelope Ann Miller. It was directed by John Bradshaw.
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Julianne Moore, Stanley Tucci, Alfre Woodard

Released: 1992

Directed by: Allan Moyle

The Gun in Betty Lou's Handbag is a 1992 American screwball comedy film written by Grace Cary Bickley and directed by Allan Moyle. The film stars Penelope Ann Miller, Eric Thal, Julianne Moore, ...more

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Jon Favreau filmography, George C. Scott, Penelope Ann Miller

Released: 1999

Directed by: Charles Winkler

Rocky Marciano is a 1999 made for TV movie directed by Charles Winkler and presented by MGM. It tells the story of the rise to fame of legendary boxer Rocky Marciano.

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James Woods, Penelope Ann Miller, Michelle Nolden

Released: 2003

Directed by: Robert Dornhelm

Rudy: The Rudy Giuliani Story is an American made-for-television movie produced and broadcast in 2003 on the USA Network.
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Penelope Ann Miller, Louis Jourdan, Tim Daly

Released: 1992

Directed by: Peter Yates

Year of the Comet is a 1992 romantic comedy adventure film about the pursuit of the most valuable bottle of wine in history. The title refers to the year it was bottled, 1811, which was known ...more
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Madison Pettis, Penelope Ann Miller, Ann Miller

Released: 2009

Directed by: William Dear

Free Style is a 2008 coming-of-age film about an 18-year old young man, who is devoted to his family, and finds love and himself in his quest to win the Amateur National Motocross Championship. ...more
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Stefanie Scott, Rebecca De Mornay, Penelope Ann Miller

Released: 2010

Directed by: Rob Reiner

Flipped is a 2010 comedy-drama film written by Andrew Scheinman and Rob Reiner and directed by Rob Reiner.

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Richard Gere, Helen Hunt, John Malkovich

Released: 1988

Directed by: Gary Sinise

Miles From Home is a 1988 film starring Richard Gere. It is about two brothers who, after being forced off their farm in the debt stricken mid-west, become folk heroes when they begin robbing ...more

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