The 30+ Best Movies With Molly Shannon
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1Molly Shannon, Will Ferrell, Elaine HendrixOrphaned after the death of her parents and raised by her strict grandmother (Glynis Johns), awkward Roman Catholic high-school student Mary Katherine Gallagher (Molly Shannon) dreams about dating popular student Sky Corrigan (Will Ferrell) and becoming a star. To achieve both goals, Mary enters a talent contest, where her competitor is Sky's girlfriend, Evian Graham (Elaine Hendrix). Despite her grandmother's opposition, Mary prepares to win both the contest and Sky's affection.More Superstar
- #38 of 81 onThe Greatest Female-Led Comedy Movies
- #71 of 111 onThe Funniest Movies About High School
- #6 of 8 onThe Most Bizarre 'SNL' Movies You Forgot Existed
2John Cusack, Kate Beckinsale, Molly ShannonIn Serendipity, Jonathan Trager (John Cusack) and Sara Thomas (Kate Beckinsale) cross paths serendipitously one Christmas in New York, sparking a love-at-first-sight connection. Yet, Sara believes in destiny. To test their fate, she writes her number in a book, promising that if he finds it, they are meant to be. Years later, both engaged to others, they can't shake the memory of their chance encounter. The movie is a romantic comedy-drama, exploring themes of fate and love with a dash of whimsy and humor. It's a tale about destiny's mysterious ways and the relentless pursuit of true love.More Serendipity- #36 of 136 onThe 100+ Best Movies For Date Night
- #89 of 126 onThe Best Christmas Movies Of All Time
- #52 of 113 onThe Best Movies Of 2001
3Anna Faris, Craig Bierko, Regina HallDim-witted Cindy Campbell (Anna Faris) and her sex-crazed friend, Brenda (Regina Hall), team up with cute-but-clueless Tom Ryan (Craig Bierko) to save the world from a hostile alien invasion, with hints of "War of the Worlds," "Saw II," "Million Dollar Baby" and "The Village." Celebrity cameos include Carmen Electra, Shaquille O'Neal, Dr. Phil McGraw, Bill Pullman, Molly Shannon and Michael Madsen.More Scary Movie 4- #68 of 81 onThe Greatest Female-Led Comedy Movies
- #4 of 5 onRanking The 'Scary Movie' Film Series
- #22 of 50 onThe 50 Best PG-13 Scary And Horror Movies
4Drew Barrymore, David Arquette, Michael VartanIn the heartfelt romantic comedy, Never Been Kissed, Josie Geller (Drew Barrymore) is a Chicago Sun-Times copy editor with dreams bigger than her cubicle. With winning enthusiasm, she's assigned to go undercover at a high school, reliving her own torturous teen years while attempting to pen an exposé on contemporary adolescence. Along the way, she crosses paths with English teacher Sam Coulson (Michael Vartan), leading to unexpected romantic sparks. As Josie grapples with her assignment and newfound feelings, a story of self-discovery and first love unfolds. With a dash of humor and a sprinkle of charm, this film navigates the often choppy waters of high school life and love.More Never Been Kissed- Dig Deeper...Never Been Kissed Is Actually About Emotional Trauma And Weird Sexual Dynamics
- #461 of 769 onThe Most Rewatchable Movies
- #30 of 136 onThe 100+ Best Movies For Date Night
5Janeane Garofalo, David Hyde Pierce, Michael ShowalterIn the eccentric comedy, Wet Hot American Summer, a group of camp counselors, led by Beth (Janeane Garofalo) and Coop (Michael Showalter), navigate their way through the last day at Camp Firewood in 1981. Misadventures abound as they deal with heartbreaks, rivalries, and a looming talent show. Their quirky journey is peppered with appearances from the likes of McKinley (Michael Ian Black) and Ben (Bradley Cooper). This offbeat romp, directed by David Wain, weaves an unpredictable tapestry of humor and nostalgia without resorting to clichés. The film has since garnered cult status for its unique comedic style and memorable characters.More Wet Hot American Summer- Dig Deeper...Wet Hot American Summer Cast: Where Are They Now?
- #88 of 113 onThe Best Movies Of 2001
- #35 of 99 onThe Best Period Movies Set in the '80s
6Will Ferrell, Chris Kattan, Molly ShannonIn the film A Night at the Roxbury, Steve (Will Ferrell) and Doug Butabi (Chris Kattan) are dim-witted brothers whose dream is to party at the exclusive Roxbury club. The comedy genre flick sees these two nightclub enthusiasts perpetually fail in their attempts, only succeeding after a fortuitous encounter with Richard Grieco (played by himself). A mishap leads to an invitation into the glitzy world they've always admired from afar. However, as they taste fame and fortune, their brotherly bond is tested, revealing a heartwarming undercurrent beneath the hilarity.More A Night at the Roxbury- #53 of 98 onThe Best Movies Of 1998, Ranked
- #101 of 168 onThe Best '90s Comedy Movies, Ranked
- #477 of 633 onThe 600+ Funniest Movies Of All Time
7Cameron Diaz, Justin Timberlake, Jason SegelFor most, teaching is an honorable profession -- except for Elizabeth (Cameron Diaz). The foul-mouthed, boozy woman can't wait to marry a rich man and quit her job, but she has to rethink her plans when her sugar daddy dumps her. Then Scott Delacorte (Justin Timberlake), a substitute teacher who's cute and rich, arrives. Elizabeth can't wait to sink her teeth into a new meal ticket, but she faces stiff competition from Amy (Lucy Punch), a popular and perky colleague.More Bad Teacher- #533 of 704 onThe All-Time Greatest Comedy Films
- #40 of 81 onThe Greatest Female-Led Comedy Movies
- #432 of 633 onThe 600+ Funniest Movies Of All Time
8Jim Carrey, Jeffrey Tambor, Christine BaranskiIn Dr. Seuss' How the Grinch Stole Christmas, the Grinch (Jim Carrey) is a recluse living on Mount Crumpit, shunning the festive cheer of Whoville below. In this fantastical family comedy, directed by Ron Howard, the green-furred Grinch decides to sabotage Christmas for the town's jubilant citizens. Cindy Lou Who (Taylor Momsen), a sweet-hearted child, attempts to reform him with the power of love and holiday spirit. This film, based on Dr. Seuss's classic children's book, won an Academy Award for Best Makeup in 2001.- #105 of 204 onMusical Movies With The Best Songs
- #134 of 375 onThe Best Movies Based On Books
- #13 of 126 onThe Best Christmas Movies Of All Time
9Tim Allen, Elizabeth Mitchell, David KrumholtzScott Calvin (Tim Allen) has been in the role of Santa for the past eight years, and his loyal elves consider him the best one ever. But the world of the "Merry Old Soul" turns upside down when he's dealt a double whammy of news: Not only has his son, Charlie (Eric Lloyd), landed on this year's naughty list, but Scott discovers that he must marry by Christmas Eve -- just a month away! -- or he will stop being Santa Claus forever.More The Santa Clause 2- #275 of 769 onThe Most Rewatchable Movies
- #24 of 126 onThe Best Christmas Movies Of All Time
- #8 of 70 onThe Funniest Christmas Comedy Movies
10Will Ferrell, John C. Reilly, Sacha Baron CohenTalladega Nights: The Ballad of Ricky Bobby, a sports comedy, features the adventures of NASCAR driver, Ricky Bobby (Will Ferrell). Raised in the world of speed, his life shifts gears when French Formula One driver, Jean Girard (Sacha Baron Cohen), challenges his throne. This film intertwines humor with racing drama, providing a unique look into the sport's culture. It was directed by Adam McKay and received two MTV Movie Award nominations for Best Comedic Performance and Best On-Screen Team. Packed with high-speed thrills and laughs, it's an entertaining ride through the fast-paced world of NASCAR.- Dig Deeper...16 'Talladega Nights' Quotes That Have Us Shouting, 'Shake 'N Bake!'
- #48 of 207 onThe Best Sports Movies Ever Made
- #86 of 704 onThe All-Time Greatest Comedy Films
11Steve Carell, Morgan Freeman, Lauren GrahamEvan Almighty is a charming blend of comedy and fantasy. Evan Baxter (Steve Carell), a newly elected congressman, sees his life turn upside down when he's asked by God (Morgan Freeman) to build an ark in preparation for a great flood. Amid the turmoil, Evan struggles with public opinion, family dynamics, and his own skepticism. This follow-up to Bruce Almighty offers a quirky take on the biblical story of Noah's Ark, entwining humor with a message about environmental responsibility. The film features notable performances from Lauren Graham as Evan's wife and John Goodman as a dubious fellow congressman.More Evan Almighty- #564 of 704 onThe All-Time Greatest Comedy Films
- #54 of 139 onThe Best Movies Of 2007
- #59 of 92 onThe Best Comedy Movie Sequels
12Kirsten Dunst, Jason Schwartzman, Judy DavisMarie Antoinette (Kirsten Dunst) is a visual extravaganza, tracing the life of the infamous Queen of France. Directed by Sofia Coppola, it's a period piece that delves into the opulence and decadence of 18th-century Versailles. The narrative explores Marie's arranged marriage to Louis XVI (Jason Schwartzman), her struggle to produce an heir, and her notorious love for extravagant fashion and luxuries. Amidst public scorn and political intrigue, Marie's world spirals towards the French Revolution. The film won an Academy Award for Best Costume Design, a testament to its lavish depiction of royal excess.More Marie Antoinette- #363 of 675 onThe Best Movies Roger Ebert Gave Four Stars
- #65 of 101 onThe Best Movies Of 2006
- #330 of 473 onThe 400+ Best Chick Flicks Ever
13Bill Murray, Molly Shannon, Chris ElliottA cutting-edge, live action/animated action adventure comedy about one white blood cell's (Chris Rock) race against the biological clock to hunt down and destroy a lethal new virus (Laurence Fishburne). Bill Murray stars as Frank, in whose body the action unfolds.More Osmosis Jones- Dig Deeper...'Osmosis Jones' Is A Fever Dream Of A Movie
- #190 of 452 onThe 400+ Best Animated Kids Movies
- #512 of 704 onThe All-Time Greatest Comedy Films
14Ashton Kutcher, Tara Reid, Jeffrey TamborA misunderstanding leads Tom Stansfield (Ashton Kutcher), a mild-mannered publishing house employee, to house-sit for his boss, Jack Taylor (Terence Stamp), instead of Jack's daughter, Lisa (Tara Reid), who goes partying. While Lisa is away, her older brother hides some drugs in the bathroom, which the family's pet owl ingests, causing it to behave erratically. Lisa comes home and starts to take a liking to Tom, but the situation is interrupted by an upset drug dealer and other mayhem.More My Boss's Daughter- #124 of 152 onThe Best Movies Of 2003, Ranked
- #9 of 47 onThe 45+ Best Movies With Daughter In The Title
- #20 of 34 onThe 30+ Best PG-13 Farce Movies
15Abigail Breslin, Michael Clarke Duncan, Molly ShannonHere's the delightful tale of teamwork and adventure your whole family will love! Air Bud is the proud father of five adorable puppies -- the hip-hoppin' B-Dawg, lovely RoseBud, mellow Bud-Dha, dirt-loving MudBud, and the big fella Budderball -- with an unbelievable secret: They can talk! And the hilarious, hair-raising exploits of these barking, talking, ball-playing pups will have you cheering as they run off on a daring rescue mission to save their parents! With the tail-waggin' star power of Michael Clarke Duncan (THE GREEN MILE), Richard Karn (TV's HOME IMPROVEMENT) and the legendary Don Knotts -- get in the game and share the family fun of this all-new feature!More Air Buddies- #105 of 176 onThe 150+ Best Animal Movies
- #46 of 82 onThe 75+ Best Live Action Animal Movies
- #51 of 103 onThe Best Dog Movies to Stream on Amazon Prime Right Now
16Robert De Niro, Billy Crystal, Lisa KudrowWhen doctors tell a mob boss (Robert De Niro) that he is suffering from anxiety attacks, he seeks the help of Ben, a therapist (Billy Crystal), who is manipulated into treating him, with hysterical results. Just as Ben and his fiancée (Lisa Kudrow) are about to wed, they are faced with a mobster who won't take no for an answer.More Analyze This- #529 of 704 onThe All-Time Greatest Comedy Films
- #118 of 168 onThe Best '90s Comedy Movies, Ranked
- #276 of 633 onThe 600+ Funniest Movies Of All Time
17Jane Adams, Dylan Baker, Lara Flynn BoyleThis dark ensemble-comedy is centered on the three Jordan sisters. Joy (Jane Adams) moves through lackluster jobs with no sense of purpose. Now employed teaching adults, she is dating a student, Russian taxi-driver Vlad (Jared Harris). Helen (Lara Flynn Boyle) is an esteemed poet who becomes amused by her perverted neighbor, Allen (Philip Seymour Hoffman). And eldest sister Trish (Cynthia Stevenson) is married to Bill (Dylan Baker), a psychiatrist with a very disturbing secret life.More Happiness- #503 of 675 onThe Best Movies Roger Ebert Gave Four Stars
- #90 of 125 onThe 100+ Grossest Movies Ever
- #115 of 133 onThe Most Utterly Depressing Movies Ever Made
18Shawn Wayans, Marlon Wayans, Kerry WashingtonPosing as an abandoned toddler, a very small fugitive (Marlon Wayans) from the law tricks a couple (Shawn Wayans, Kerry Washington) into taking him in. Once there, the baby-faced thief endures the other man's attempts at fatherhood while waiting for a chance to take back the stolen gem he hid in the wife's purse.
19Paul Giamatti, Shari Springer Berman, Earl BillingsUnderground comic book writer Harvey Pekar, portrayed by Paul Giamatti but also appearing as himself, is the subject of this inventive biopic. Much of the film focuses on the eccentric Pekar's day-to-day life in Cleveland, particularly his relationship with his patient wife, Joyce Brabner (played by Hope Davis and also appearing as herself). As Pekar's musings are brought to the screen in this unique and engaging production, the movie playfully incorporates comic book-like panels.
20Molly Shannon, Laura Dern, Regina KingAfter her beloved beagle dies unexpectedly, an office worker named Peggy (Molly Shannon) looks for ways to fill the void in her life. Bringing in treats for her co-workers and fussing over other people's children fails to work, and when an ill-advised love affair with a gun fanatic (John C. Reilly) dies on the vine, she "goes to the dogs" in more ways than one.
21Adam Sandler, Andy Samberg, Selena GomezIn the animated comedy Hotel Transylvania, Count Dracula (voiced by Adam Sandler) runs a high-end resort far from the human world. The hotel is a sanctuary for monsters to unwind without fear of human interference. Dracula's daughter, Mavis (Selena Gomez), celebrates her 118th birthday with a slew of famous monster guests, including Frankenstein (Kevin James) and his bride, the Mummy, the Invisible Man, and a family of werewolves. Unexpectedly, an ordinary young traveler named Jonathan (Andy Samberg) stumbles upon the hotel. Dracula must protect his daughter from falling in love with him before it's too late. This film is full of laughter and surprising heart as it explores themes of protection, acceptance, and the courage to let go.More Hotel Transylvania- #42 of 155 onThe 150+ Best Classic Tween Movies
- #70 of 452 onThe 400+ Best Animated Kids Movies
- #375 of 633 onThe 600+ Funniest Movies Of All Time
22John Cusack, Steve Buscemi, John CleeseLab assistant Igor (John Cusack) dreams of becoming a mad scientist like his master, Dr. Glickenstein. When the doctor runs afoul of his own invention, Igor seizes the chance. With the help of his friends Scamper (Steve Buscemi) and Brain (Sean Hayes), Igor plans to win the kingdom's annual science fair by building the most-evil monster ever. The problem is that Eve (Molly Shannon), as the monster is called, is sweeter than sugar and would rather be an actress.More Igor- #3 of 14 on14 Animated Movies With Surprisingly Stacked Voice Casts
- #182 of 215 onThe Best Movies by Universal Studios
- #65 of 81 onThe Best Computer Animation Movies
23Matthew Broderick, Kristin Chenoweth, Victor GarberProfessor Harold Hill (Matthew Broderick) is a con artist who runs a very particular scam. With the help of his partner in crime, Marcellus Washburn (David Aaron Baker), Hill travels to small towns, convinces the townsfolk they need a marching band, collects money for instruments and uniforms, then splits with the cash. When Hill tries his luck in the small Iowa town of River City, however, he finds himself up against his staunchest opponent yet: nosy librarian Marian Paroo (Kristin Chenoweth).- 24Marlon Wayans, Bresha Webb, Michael Ian BlackWhen a father-to-be learns he's a sextuplet, he sets off on a journey to meet his family.
25Kathryn Hahn, Paul Giamatti, Kayli CarterPrivate Life is a 2018 American drama film directed by Tamara Jenkins. An author (Kathryn Hahn) is undergoing multiple fertility therapies to get pregnant, putting her relationship with her husband (Paul Giamatti) on edge.More Private Life- #62 of 70 onGreat Quirky Movies for Grown-Ups
- #26 of 37 on25+ Great Movies About Depressing Couples
- #34 of 55 onThe Best Movies About Falling in Love Late in Life, Ranked
26Molly Shannon, Bill Nighy, Robert EnglundThe Phantom of the Opera: The Motion Picture is a 1989 American horror film directed by Dwight H. Little and based on Gaston Leroux's novel of the same name. The film is a newer, gorier version of the classic 1910 tale, and has A Nightmare on Elm Street '​s Robert Englund playing the Phantom. Christine Day is a young Broadway singer in New York City auditioning for a show, who comes across an old piece of music written nearly 100 years before by an unknown musician named Erik Destler. Destler, it seems, had made a pact with the devil so the world would love his music. The catch was Erik's face would be left horribly disfigured forever. Once Christine sings his music for an audition, she is hit with a sandbag. Thus follows a presumed flashback into the past roughly around 1881, where she was the star in the London Opera House. There, she is coached by a mysterious "Phantom" who will do anything to make his protégé a star, even if it means murder. Christine soon finds out that her teacher is in fact Destler, whom she comes to loathe.
27Molly Shannon, Steven Weber, Richard FitzpatrickMore of Me is a 2007 Lifetime Television movie, starring Molly Shannon and directed by Daisy von Scherler Mayer.
28Dominic Scott Kay, Jim Belushi, Kris KristoffersonAdorable talking puppies band together to compete in a dog-sled race across Alaska.More Snow Buddies- #15 of 100 onThe Best Movies With Snow in the Title
- #38 of 43 onThe 40+ Best Movies About Talking Dogs
- #44 of 78 onThe Best Christmas Movies for Kids
29Dinner and Driving
Molly Shannon, Adam Scott, Greg Grunberg
30Heather Graham, Tom Cavanagh, Bridget MoynahanSam (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 movies and dancing, and when they meet Charlie (Bridget Moynahan), they have something else in common: They both fall in love with her. Sam must deal with unexpected feelings of jealousy, while Gray struggles to come to terms with her sexual orientation.
