List of the best Penelope Ann Miller movies: The College Admissions Scandal(2019), Year of the Comet(1992), New York Prison Break: The Seduction of Joyce Mitchell(2017), The Hired Heart(1997), Detention(2008), The Mary Kay Letourneau Story: All-American Girl(2000), Rhapsody in Bloom(1998), Kindergarten Cop(1990), Dead Bang(1989), Other People's Money(1991), Funny Money(2006), Free Style(2009) ... ...
Drama
Spain
2019
90 Minutes
Caroline
Penelope Ann Miller Mia Kirshner Sarah Dugdale Vanessa Przada Sam Duke Robert Moloney Jade Falcon Sebastian Greaves
An ex-undercover operative finds himself on the run from his former friend and handler, various government agencies, and a deadly emissary from one of Europe's oldest organized crime ... See full summary »
Romance
USA
1992
89 Minutes
Margaret Harwood
Penelope Ann Miller Tim Daly Louis Jourdan Art Malik Ian Richardson Ian McNeice Tim Bentinck Julia McCarthy Jacques Mathou
wine expert father assistant mad scientist bodyguard daughter cheeky madcap lighthearted thrilling london scotland south of france lake bedroom wine opposites attract hidden treasure theft protection
What seemed to be a simple little trip becomes an international chase, when an extremely rare bottle of wine's discovered (bottled during the appearance of the Great Comet of 1811). ... See full summary »
Drama
2017
88 Minutes
Prison employee Joyce Mitchell (Penelope Ann Miller) helps convicted murderers Richard Matt (Myk Watford) and David Sweat (Joe Anderson) escape from the Clinton Correctional Facility in upstate New York in 2015.
Drama
1997
96 Minutes
Garnet Hadley
Penelope Ann Miller Brett Cullen Barry Corbin Allison Hossack Barbara Wilson Graham Greene Paul Jarrett Daryl Shuttleworth Judith Buchan Edanna Andrews David H. Leader
To appease her persistent father-in-law (Barry Corbin), a young widow (Penelope Ann Miller) hires an escort (Brett Cullen) to pose as her lover.
Mystery & Thriller, Drama
2008
86 Minutes
Gloria
Penelope Ann Miller Yancey Arias Lobo Sebastian Christian Monzon Alex Solowitz Bridget White Carlos Sanz Jim Blum Shahine Ezell Bruce Katzman Peter Pasco
A teacher (Penelope Ann Miller) and a group of students barricade themselves inside a library when thugs infiltrate a Los Angeles high school.
Drama
2000
97 Minutes
Penelope Ann Miller Omar Anguiano Mercedes Ruehl Rena Owen Greg Spottiswood Gary Hudson Robert Clark Lori Hallier Christopher Bondy Julie Khaner Janet-Laine Green
teacher teen boy student husband mother attorney tense passionate melodramatic seattle school family home court jail mary kay letourneau statutory rape sexual taboo unusual romance family dysfunction law
Mary Kay is in the midst of an unsatisfying marriage when she bonds with sixth-grader Vili Fualaau. After they begin a sexual relationship, their romance is discovered and she barely escapes jail time until they are caught having another affair.
Romance, Drama
1998
95 Minutes
Lilah Bloom
Penelope Ann Miller Ron Silver Craig Sheffer Caroline Goodall Michael Shulman Miles Marsico Jaime Renee Smith
widow sister mother figure second wife child musician touching endearing melodramatic house nightclub artist's studio school street small town death of mother childcare loneliness divorce brother/sister relationship
A woman (Penelope Ann Miller) takes care of her brother's (Ron Silver) motherless children, then she meets a musician (Craig Sheffer).
Comedy
USA
1990
111 Minutes
Arnold Schwarzenegger Penelope Ann Miller Pamela Reed Linda Hunt Richard Tyson Carroll Baker Joseph Cousins Christian Cousins James Chance
police officer teacher partner pretty woman drug dealer mother amusing endearing oregon small town school undercover operations investigation deception teaching drug trafficking romance pursuit discovery 1990s
A tough cop must pose as a kindergarten teacher in order to locate a dangerous criminal's ex-wife, who may hold the key to putting him behind bars.
Action
USA
1989
105 Minutes
Don Johnson Penelope Ann Miller William Forsythe Bob Balaban Frank Military Tate Donovan Tim Reid
detective murderer racist neo-nazi widow gritty suspenseful intense los angeles mystery murder guns racism mystery quest revenge 1980s
A man kills a storekeeper and a cop. LASD homicide detective Jerry Beck gets the case. His murder suspect is connected to a heavily armed white supremacy group.
Comedy
USA
1991
101 Minutes
Danny DeVito Penelope Ann Miller Gregory Peck Piper Laurie Dean Jones Tom Aldredge R.D. Call Mo Gaffney Bette Henritze Leila Kenzle
corporate raider lawyer chairman executive company president stepdaughter witty amusing moving rhode island factory small town skyscraper business scheme corporate culture money romance rivalry wall street quest
A corporate raider buys up shares in an undervalued company and falls in love with the founder's son's lawyer/step daughter. Let the battle begin.
Comedy
Germany|Romania|USA
2006
98 Minutes
Chevy Chase Penelope Ann Miller Armand Assante Zoltan Butuc Christopher McDonald Robert Loggia Guy Torry Rebecca Wisocky Kevin Sussman Alex Meneses Marty Belafsky
businessman wife friend mobster cop madcap amusing new york city factory bar house party money theft pursuit blackmail adventure escape underdog 2000s
When Henry Perkins accidentally trades his briefcase with a man, he finds a million dollars inside. However, the cash draws in Mr. Big, who wants to reclaim his money.
Drama
Canada|USA|Germany
2009
94 Minutes
Corbin Bleu Penelope Ann Miller Madison Pettis Sandra Echeverria Jesse Moss David Reivers Matt Bellefleur Tegan Moss
teen boy friend sister young woman mother father engaging inspiring heartwarming racetrack house racing relationships family dreams overcoming the odds motorcycles underdog rise love
Cale, is determined to win a coveted spot on the Grand National racing team without compromising his devotion to his friends and family
Mystery & Thriller
2002
96 Minutes
Judge Reinhold Penelope Ann Miller Timothy Busfield Fulvio Cecere Mathew Walker Jeffrey Ballard Zachary Ansley Keith Provost Adam Harrington Donna Yamamoto Ingrid Tesch
An explosives expert (Judge Reinhold) and a cardiac surgeon (Penelope Ann Miller) rush to defuse bombs planted by a man (Timothy Busfield) seeking revenge.
Drama
1999
100 Minutes
Jon Favreau Penelope Ann Miller Judd Hirsch Tony Lo Bianco Duane Davis Rhoda Gemignani Rino Romano George C. Scott Aron Tager Noah Danby Gil Filar
boxer manager trainer best friend joe louis rival inspiring rousing brockton, mass. boxing ring gym family home rocky marciano boxing prejudice championship rise quest 1960s
The street-wise Brockton, Mass., native (Jon Favreau) progresses to boxing champion and must face idol Joe Louis in the ring.
Romance, Gay & Lesbian
2001
89 Minutes
Angus Macfadyen Penelope Ann Miller Ann-Margret Kathryn Harrold Barry Del Sherman Paul Dooley Millie Perkins Karen Leigh Hopkins David Warburton Harry Nelken John Robinson
After his mother dies, a magazine owner (Angus Macfadyen) learns that the executor of the estate is her female lover (Penelope Ann Miller).
Drama
2003
96 Minutes
The mayor (James Woods) of New York endures political battles and personal struggles with his wife, Donna Hanover (Penelope Ann Miller).
Crime, Drama
USA
1993
144 Minutes
Gail
Al Pacino Sean Penn Penelope Ann Miller Luis Guzman John Alberto Leguizamo Ingrid Rogers James Rebhorn Joseph Siravo Viggo Mortensen Richard Foronjy Jorge Porcel
ex-convict lawyer friend dancer girlfriend gangster tense gritty emotional new york city nightclub courtroom big city criminal underworld crime shady dealings drugs gangsters murder ex-convicts
A Puerto Rican former convict, just released from prison, pledges to stay away from drugs and violence despite the pressure around him and lead on to a better life outside of N.Y.C.
Comedy
USA
1999
105 Minutes
Cassandra
Dylan Walsh Laurel Holloman Penelope Ann Miller Colm Meaney Justin Kirk Lee Majors Rus Blackwell Martha Solorzano Tyler Cravens Bryan LiPuma
A novelist examines his life and ambition when his world is turned upside down by a sultry publisher.
Drama, History
USA
2013
98 Minutes
Mary Todd Lincoln
Tom Amandes Lea Coco Penelope Ann Miller Bruce Davison Creed Bratton Saidah Arrika Ekulona Josh Stamberg Robert Craighead
The true story of Abraham Lincoln and his bodyguard, U.S. Marshal Ward Hill Lamon. This unique film features sets created from actual Civil War photographs.
Mystery & Thriller, Drama
USA
2009
115 Minutes
Bea Bretthorst
Tatum O'Neal Michael Biehn Penelope Ann Miller Rylee Fansler Piper Laurie Scott Wilson Joel Gretsch Evie Thompson Melinda Chilton Nicholas J. Coleman Nora Hennessy
In a 1950s-era Missouri town the life of a couple is thrown into chaos when the husband's sister is released from the local asylum and comes to live with the family.
Mystery & Thriller, Crime, Drama, Action
USA
2021
94 Minutes
Nicole
Thomas Ian Nicholas Lou Diamond Phillips Sean Astin Penelope Ann Miller Mickey Rourke Andrew Keegan Jake T. Austin Aaron Schwartz Thomas Ian Nicholas Andrew Keegan Jake T. Austin
A rideshare driver discovers that his sister is in debt to a dangerous crime syndicate.
Comedy
USA
1990
102 Minutes
Tina Sabatini
Marlon Brando Matthew Broderick Bruno Kirby Penelope Ann Miller Frank Whaley Jon Polito Paul Benedict Richard Gant Kenneth Welsh Pamela Payton-Wright BD Wong
mafia boss student thief mobster amusing madcap outlandish witty new york city organized crime endangered species corruption discovery growing up 1980s
An N.Y.C. film school student accepts a job with a local mobster who resembles a famous cinema godfather and who takes the young man under his wing, after demanding total loyalty.
Romance
USA
2007
93 Minutes
Sandra Connelly
Jessica Simpson Luke Wilson Larry Miller Penelope Ann Miller Andy Dick Rachael Leigh Cook Drew Fuller Willie Nelson Ritchie Montgomery
boss business woman postman lighthearted office building new york city career aspirations romance relationships broken heart confidence quest 2000s
A young professional woman (Simpson) unwittingly becomes the pawn of two business executives in their bid to oust the head of a mega-conglomerate.
Romance, Drama
France|Belgium|USA
2011
100 Minutes
Doris
Jean Dujardin Bérénice Bejo John Goodman James Cromwell Penelope Ann Miller Missi Pyle Beth Grant Ed Lauter Joel Murray Bitsie Tulloch Ken Davitian
movie star actress wife dog driver studio head charming emotional hollywood movie theater film set mansion silent movies marital problems stardom financial troubles talking pictures romance love rise
An egomaniacal film star develops a relationship with a young dancer against the backdrop of Hollywood's silent era.
Mystery & Thriller
USA
1998
98 Minutes
Earlene Demers
Robert Forster Kevin Pollak Sherilyn Fenn David Paymer Penelope Ann Miller Swoosie Kurtz Taj Mahal Meat Loaf Aday Kateri Walker Lucy Webb Lois Red Elk
A drama revolving around a group of strangers brought together by a common occurrence as well as listening to the same radio station.
Drama
USA
2018
97 Minutes
Vera
Tom Berenger Keith David Bruce Dern Gina Gershon Penelope Ann Miller Kathrine Narducci Jeff Fahey Carmine Cangialosi
When a recent widower consumed with regret seeks absolution in riding his motorcycle cross-country to confront the mistakes of his past, he unexpectedly discovers that life is about moving forward, one mile at a time.
Biography, Drama, History
2015
94 Minutes
Debbie Forrester
William Forsythe Joe Mantegna Paul Sorvino Natasha Henstridge Penelope Ann Miller Ray Wise Tom Sizemore James Russo Robert Davi Cloris Leachman Mike Starr
Jake LaMotta (William Forsythe) becomes a world-class boxing champion but lives a troubled life outside of the ring.
Comedy
USA
1987
102 Minutes
Brenda
Elisabeth Shue Maia Brewton Keith Coogan Anthony Rapp Calvin Levels Vincent D'Onofrio Penelope Ann Miller George Newbern John Ford Noonan Bradley Whitford Ron Canada
babysitter teen girl teen boy sister friend love interest amusing playful chicago nightclub garage skyscraper baby-sitting mix-up crime romance performance chase adventure quest
A babysitter must battle her way through the big city after being stranded there with the kids she's looking after.
Drama
USA
1988
108 Minutes
Sally
Richard Gere Kevin Anderson John Malkovich Brian Dennehy Jason Campbell Austin Bamgarner Larry Poling Terry Kinney Penelope Ann Miller Helen Hunt Moira Harris
farmer brother bank robber renegade gutsy passionate bleak farm midwest farming debt anger retribution vigilantism quest revenge sacrifice 1980s
Two brothers who are forced off their farm in the debt stricken mid-west become folk heroes when they begin robbing the banks that have been foreclosing on farmers.
Biography
UK|France|Italy|Japan|USA
1992
144 Minutes
Edna Purviance
Robert Downey Jr. Dan Aykroyd Geraldine Chaplin Kevin Dunn Anthony Hopkins Milla Jovovich Moira Kelly Kevin Kline Diane Lane Penelope Ann Miller Paul Rhys
filmmaker comedian editor lover wife engaging striking london united states music hall film set hollywood, calif. filmmaking poverty vaudeville controversy friendship charlie chaplin rise pursuit
An elderly Charlie Chaplin discusses his autobiography with his editor, recounting his amazing journey from his poverty-stricken childhood to world-wide success after the ingenious invention of the Little Tramp.
Biography, Drama, History
USA|Canada
2016
114 Minutes
Nate Parker Armie Hammer Mark Boone Junior Colman Domingo Aunjanue Ellis Dwight Henry Aja Naomi King Esther Scott Roger Guenveur Smith Gabrielle Union Penelope Ann Miller
slave preacher owner rebel parishioner wife brooding emotional intense virginia plantation church house street field slavery rebellion truth anger justice
Nat Turner, a literate slave and preacher in the antebellum South, orchestrates an uprising.