Jake Gyllenhaal Movies
As the offspring of producer/writer Naomi Foner and director Stephen Gyllenhaal, it is not surprising that Jake Gyllenhaal has been acting since childhood. Raised in Los Angeles, Gyllenhaal acted in school plays and made his winsome screen debut when he was in the fifth grade, playing Billy Crystal's son in the blockbuster summer comedy City Slickers (1991). Keeping it in the family while acting with some of the industry's most notable talents, Gyllenhaal subsequently appeared in his parents' 1993 adaptation of the novel A Dangerous Woman with Debra Winger, and played Robin Williams' son in a 1994 episode of TV's Homicide that was directed by his father.Poised to make the transition from child to adult actor, Gyllenhaal earned rave reviews, heralding him as a star in the making, for his emotionally sincere performance as real-life rocket builder Homer Hickam in the warmly received drama October Sky (1999). Though he opted to stay in school and attend college at Columbia University, Gyllenhaal continued his creative pursuits, playing in a rock band and starring as the oddball title character alongside Drew Barrymore in the Barrymore-produced Sundance Film Festival entrant Donnie Darko (2001). Gyllenhaal could be seen later that same year as the titular character in the ill-fated Bubble Boy.
After co-starring on the London stage in This Is Our Youth in spring 2002, Gyllenhaal was declared one half of Entertainment Weekly’s "It Gene Pool" (with sister Maggie Gyllenhaal) for his aversion to taking the easy, teen flick route. In keeping with his preference for off-center work, Gyllenhaal coincidentally played the younger love object of choice in two consecutive indie comedies, appearing as Catherine Keener’s sensitive boss in Nicole Holofcener’s slyly witty Lovely & Amazing (2002) and Jennifer Aniston’s enticing yet disturbed co-worker in Miguel Arteta’s sardonic The Good Girl (2002). As further proof that he had the acting chops to go with his sad-eyed good looks, Gyllenhaal subsequently co-starred with Dustin Hoffman and Susan Sarandon as a young man enmeshed in his dead fiancée’s family in Moonlight Mile (2002).
With his star on the rise and his status as a heartthrob all but cemented, it became impossible for Gyllenhaal to avoid the draw of a big summer blockbuster. In 2004, he starred alongside Dennis Quaid in the mega-budgeted The Day After Tomorrow, and the success of that film put him in another league altogether. What followed was an interesting, challenging mix of roles for the young actor. He could be seen in the fall of 2005 starring in no less than three high-profile prestige films, all of them adaptations: the delayed big-screen version of the Pulitzer-prize winning play Proof, with Gwyneth Paltrow; the Gulf War memoir Jarhead, directed by American Beauty wunderkind Sam Mendes; and Ang Lee's cowboy romance Brokeback Mountain. The first two films received an indifferent response by critics, even though Jarhead's opening-weekend gross confirmed Gyllenhaal's bankability. Lee's film, however, garnered the most acclaim of 2005, and offered him perhaps his riskiest, most rewarding role to date. Playing the closeted, romantically frustrated rancher Jack Twist, Gyllenhaal added heartbreaking shades of vulnerability to his usual frat-boy cockiness, and more than held his own opposite a memorably gruff, taciturn Heath Ledger. As praise was heaped out upon the film and its two male leads, Gyllenhaal found himself the recipient of a BAFTA award, a National Board of Review notice, and an Oscar nomination for Best Supporting Actor.
Gyllenhaal would next appear in David Fincher's Zodiac, a 2007 film about the decades-long investigation into the Zodiac killer, who terrorized San Francisco in the 1970s. The actor was well received and the dark, proceedural film was a smash with critics. ~ Lucia Bozzola, All Movie Guide
The Bourne Identity director Doug Liman takes the helm for this sci-fi action film concerning a private expedition to the moon and the subsequent race to construct a lunar colony. Jake Gyllenhaal stars in the film conceived by Liman, writing partner John Hamburg, and Mark Bowden (Black Hawk Down), with screenplay credit going to Dan Mazeau. ~ Jason Buchanan, All Movie Guide
- Starring:
- Jake Gyllenhaal
David O. Russell (I Heart Huckabees) directs this politically minded romantic comedy starring Jessica Biel as a small-town waitress who heads to Washington, D.C., to lobby for health care after getting a nail shot in her head. Jake Gyllenhaal co-stars as a dimwitted congressman, with the rest of the cast headed by James Marsden, Catherine Keener, and Tracy Morgan. ~ Jeremy Wheeler, All Movie Guide
- Starring:
- Jake Gyllenhaal, Jessica Biel, (more)
Ubisoft's popular video-game series of the same name gets adapted for the big screen in this sweeping fantasy adventure starring Jake Gyllenhaal and Gemma Arterton. The setting is sixth century Persia. A nefarious nobleman covets the Sands of Time, a legendary gift from the gods that allows its possessor to turn back time. Whoever owns the Sands of Time has the power to rule the world, and this villainous lord would use that power to enslave all of humanity. The only person capable of defeating this tyrant and saving the world is Dastan (Gyllenhaal), a youthful prince. Now, with plucky princess Tamina (Gemma Arterton) by his side, Dastan will attempt to prevent the Sands of Time from falling into the wrong hands. Mike Newell (Harry Potter and the Goblet of Fire) directs a script penned by Carlo Bernard, Doug Miro, Jordan Mechner, and Boaz Yakin. ~ Jason Buchanan, All Movie Guide
- Starring:
- Jake Gyllenhaal, Ben Kingsley, (more)
Jake Gyllenhaal stars as legendary quarterback Joe Namath in this Universal Pictures biopic that will follow the Hall of Famer from his college football days through his celebrity days as quarterback for the New York Jets. ~ Jeremy Wheeler, All Movie Guide
- Starring:
- Jake Gyllenhaal
- 2009
- R
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Jim Sheridan helms this remake of Susanne Bier's 2004 war melodrama, this time with Tobey Maguire and Jake Gyllenhaal taking the lead roles of two brothers torn between war and love in this Relativity Media production. Maguire stars as a soldier who's sent to Afghanistan as his deadbeat brother (Gyllenhaal) stays at home with his sibling's wife (Natalie Portman) and kids. ~ Jeremy Wheeler, All Movie Guide
- Starring:
- Tobey Maguire, Jake Gyllenhaal, (more)

- 2007
- Add Saturday Night Live: The Best of '06/'07 to QueueAdd Saturday Night Live: The Best of '06/'07 to top of Queue
Saturday Night Live: The Best of '06/'07 collects some of the most well-known moments from that season of the sketch comedy program. Highlights include the award-winning music video "D*** in a Box," Amy Poehler and Mya Rudolph as Bronx housewives who host a local TV talk show, and the cross-dressing monologue by Jake Gyllenhaal. ~ Perry Seibert, All Movie Guide
- Starring:
- Jason Sudeikis, Kristen Wiig, (more)
This 2007 episode of Saturday Night Live is hosted by Jake Gyllenhaal and features musical guest The Shins. ~ Skyler Miller, All Movie Guide
- Starring:
- Jake Gyllenhaal, The Shins, (more)
The true story behind the murders that many crime scholars believe to be the most perplexing series of unsolved crimes in modern history comes to the screen in chilling detail as Fight Club and Seven director David Fincher steps behind the camera to tell the mysterious tale of the infamous Zodiac killer. A relentless serial killer is stalking the streets of the San Francisco Bay Area, leaving citizens locked into a constant state of panic, and baffled authorities scrambling for clues. Though the killer sadistically mocks the detectives by leaving a series of perplexing ciphers and menacing letters at the crime scenes, the investigation quickly flatlines when none of the evidence yields any solid leads. As two detectives remain steadfast in their devotion to bringing the elusive killer to justice, they soon find that the madman has control not only over their careers, but their very lives as well. Jake Gyllenhaal, Mark Ruffalo, and Robert Downey Jr. star. ~ Jason Buchanan, All Movie Guide
- Starring:
- Mark Ruffalo, Jake Gyllenhaal, (more)
The director of the Academy Award-winning 2006 crime drama Tsotsi returns to the helm with this tale of a Middle East CIA operative who begins to have doubts about his latest assignment after witnessing the interrogation of a suspected suicide bomber by secret police. When Egyptian-born chemical engineer Anwar El-Ibrahimi (Omar Metwally) mysteriously vanishes on a routine flight from South Africa to Washington, his wife, Isabella (Reese Witherspoon), embarks on a frantic international search for her missing husband. At the same time, a CIA analyst (Jake Gyllenhaal) arrives at a clandestine detention facility outside of United States. As the interrogation of El-Ibrahimi gets under way, the CIA analyst is profoundly shaken by the unorthodox methods used by the man's captors, and quickly begins to reevaluate his assignment. Peter Sarsgaard, Meryl Streep, and Alan Arkin co-star in this topical political thriller penned by Kelley Sane and produced by Steve Golin. ~ Jason Buchanan, All Movie Guide
- Starring:
- Jake Gyllenhaal, Reese Witherspoon, (more)
Ang Lee's adaptation of E. Annie Proulx's story Brokeback Mountain stars Jake Gyllenhaal and Heath Ledger as young cowboys named Jack Twist and Ennis Del Mar. Each of them is hired to corral sheep on the title location and they soon bond very closely. Their platonic relationship explodes into a physical one, but eventually the two are separated when their job comes to an end. Although the two follow different life paths -- one becoming a father of two and the other marrying into a successful business -- they have a reunion years later. Each is affected profoundly by the rekindling of their old feelings for each other. Those feelings lead each to consider what continuing their hidden relationship would cost them. The screenplay was written by Pulitzer Prize-winning author Larry McMurtry and Diana Ossana. ~ Perry Seibert, All Movie Guide
- Starring:
- Heath Ledger, Jake Gyllenhaal, (more)
A young man gets a crash course in the madness of war in this fact-based drama from director Sam Mendes. Anthony "Swoff" Swofford (Jake Gyllenhaal) decides to join the Marines, just like his father and his father before him, and signs on just in time to be sent to Iraq to fight in the Gulf War in 1991. After experiencing the rigors of boot camp, Swofford and his pal Troy (Peter Sarsgaard) are trained to be snipers, and under the leadership of Sgt. Sykes (Jamie Foxx) and Lt. Col. Kazinski (Chris Cooper), the two land in the middle of a desert where they're up against an enemy they can't always see under a blazing sun with hours of boredom punctuated by moments of sheer terror. Swofford, Troy, and their fellow soldiers rely on the wits, their sense of humor, and their friendship of their brothers in arms to deal with a situation that doesn't much resemble what they saw on television at home. Jarhead was based on the memoirs of the real-life Anthony Swofford, who did serve as a sniper in the 1991 Gulf War; the title comes from military slang for a Marine enlistee. ~ Mark Deming, All Movie Guide
- Starring:
- Jake Gyllenhaal, Peter Sarsgaard, (more)
A woman struggles to come to terms with the potentially dangerous legacy of her late father in this drama based on the award-winning stage play by David Auburn. Catherine (Gwyneth Paltrow) is a woman in her late twenties who is strongly devoted to her father, Robert (Anthony Hopkins), a brilliant and well-known mathematician. While Robert's skill in the world of numbers still appears to be strong, his grip on reality begins to slip away, and as Robert descends into madness, Catherine begins to wonder if she may have inherited her father's mental illness along with his mathematical genius. After Robert's passing, Catherine is confronted by Hal (Jake Gyllenhaal), a gifted but zealous student of Robert's who wants to look through the late man's notes in hopes of finding his last great work. While Catherine is hesitant to look too deeply into her father's work for fear of what it might suggest about her own future, she allows Hal to do so, and when one notebook reveals a mathematical proof of potentially historic proportions, it sets off shock waves in more ways than one. Proof also stars Hope Davis as Catherine's well-meaning but shallow sister, who doubts Catherine's ability to take care of herself. Paltrow had previously played Catherine to stellar reviews during the original play's run in London's West End. ~ Mark Deming, All Movie Guide
- Starring:
- Gwyneth Paltrow, Jake Gyllenhaal, (more)
Directed by Roland Emmerich, this mega-budget, special-effects-laden epic revolves around the onset of an international series of crises brought on by the long-term results of the greenhouse effect. At the eye of the storm is paleoclimatologist (a professor dedicated to the study of weather patterns throughout the ages) Jack Hall (Dennis Quaid), who voluntarily takes on the preservation of the world in the dawn of the next ice age and all the disaster that comes along with it -- violent hurricanes, tornadoes, earthquakes, tidal waves, massive floods, etc. Hall must also contact his son, Sam (Jake Gyllenhaal), who was in the middle of an academic competition in New York City when the chaos begun. In addition to facing the largest-scale onslaught of natural catastrophes in the history of humankind, Jack, in his journey north, must contend with the masses fleeing south in an attempt to resettle in a warmer climate. The Day After Tomorrow also features Emmy Rossum, Sela Ward, and Joe Cobden. ~ Tracie Cooper, All Movie Guide
- Starring:
- Dennis Quaid, Jake Gyllenhaal, (more)
The world's most obnoxious celebrity talk-show host demonstrates how he rose to mediocrity in this pungent show business satire. Jiminy Glick (Martin Short) is a corpulent entertainment reporter who is looking to kick his career into high gear. Hoping to snag some celebrity interviews, Jiminy and his wife, Dixie (Jan Hooks), head north of the border to Canada, where Jiminy will attend the Toronto Film Festival. At first, Glick's attempts to ingratiate himself with stars and semi-stars are little short of disastrous, but after the easily star-struck reporter allows egocentric filmmaker Ben DiCarlo (Corey Pearson) to shamelessly self-promote his latest project on air, word gets around that Glick is an "easy interview," and his star begins to rise. However, Jiminy's good fortune is tempered by his unwitting involvement in a murder plot centered around booze-addled actress Miranda Coolidge (Elizabeth Perkins) and her wildly pretentious husband, Andre Devine (John Michael Higgins). Somewhere along the way, filmmaker David Lynch (played by Short) happens along, offering his theories on the controversial murder of Lana Turner's paramour Johnny Stompanato. A large number of Hollywood celebrities make cameo appearances in Jiminy Glick in La La Wood, including Steve Martin, Kevin Kline, Susan Sarandon, Whoopi Goldberg, Forest Whitaker, Kiefer Sutherland, and Sharon Stone. ~ Mark Deming, All Movie Guide
- Starring:
- Martin Short, Jan Hooks, (more)
Frequent television director Brad Silberling directs the romantic drama Moonlight Mile. Set in a Massachusetts town in the early '70s, Joe Nast (Jake Gyllenhaal) is distraught after the death of his fiancée. He moves in with her parents, Ben (Dustin Hoffman) and JoJo (Susan Sarandon), while trying to sort out all of the legal troubles and painful details of the wedding cancellations. While trying to locate the wedding invitations in the mail, Joe meets Bertie (Ellen Pompeo), whose boyfriend has been MIA in Vietnam. Despite his growing relationship with his late fiancée's parents, Joe begins to foster a romance with Bertie. Also starring Dabney Coleman and Holly Hunter. Moonlight Mile is based on Brad Silberling's real-life situation following the murder of his TV-star girlfriend Rebecca Schaeffer. ~ Andrea LeVasseur, All Movie Guide
- Starring:
- Jake Gyllenhaal, Dustin Hoffman, (more)
Director Miguel Arteta and writer Mike White, who had previously collaborated on Chuck and Buck, turn an eye toward suburban boredom with the quirky comedy The Good Girl. Jennifer Aniston stars as Justine, a woman who is feeling constrained by her life. Her husband, Phil (John C. Reilly), is a house painter who spends the majority of his time smoking marijuana with his friend Bubba (Tim Blake Nelson). Longing for something more in her life, Justine becomes involved with a younger co-worker named Tom (Jake Gyllenhall), but because of his fascination with The Catcher in the Rye, he likes to be called Holden. Her new sense of freedom and release are threatened when a co-worker dies, and when Bubba learns of her infidelity. This film was screened at the 2002 Sundance Film Festival. ~ Perry Seibert, All Movie Guide
- Starring:
- Jennifer Aniston, Jake Gyllenhaal, (more)
Jake Gyllenhaal, the young star of the critically well-received October Sky (1999), follows up that film with this offbeat comedy. Gyllenhaal stars as Jimmy Livingston, a teenager with an immune system deficiency who has spent his entire life living in a plastic bubble under the doting, overprotective care of his mother (Swoosie Kurtz). Jimmy is in love with his next-door neighbor Chloe (Marley Shelton), so when he learns that she has left for Niagara Falls in order to be married, he's devastated. He quickly assembles a portable "bubble suit" and sets out on a 2,755.8-mile odyssey in order to stop her and proclaim his affection. Along the way, Jimmy experiences a number of adventures, including encounters with freaks, bikers, rock stars, and a cult. Bubble Boy is a comic riff on the classic TV movie The Boy in the Plastic Bubble (1976), which starred a young John Travolta. ~ Karl Williams, All Movie Guide
- Starring:
- Jake Gyllenhaal, Swoosie Kurtz, (more)
Nicole Holofcener, writer/director of the critically acclaimed Walking and Talking, shifts her focus from New York to Los Angeles for her second feature, Lovely & Amazing. Jane Marks (Brenda Blethyn of Secrets and Lies) is a middle-aged woman who's about to undergo liposuction. She has three daughters. Michelle (Catherine Keener) is a cynical, self-involved, would-be artist in an unhappy marriage. Elizabeth is a struggling actress who constantly takes in stray dogs. Her insecurities about her attractiveness come to the fore when she blows a screen test with a big movie star, Kevin (Dermot Mulroney). The youngest of the Marks sisters, Annie (Raven Goodwin), is an overweight eight-year-old African-American girl whose birth mother was an addict. Jane has adopted Annie, and is determined to provide her with a better life. Jane has a crush on her suave surgeon (Michael Nouri of Flashdance), but her family is thrown into chaos when complications arise during her outpatient procedure, and she's forced to stay in the hospital. Michelle, pressured by her husband (Clark Gregg) to take some financial responsibility for raising their young daughter, eventually gets a part-time job working in a one-hour photo booth, where she meets Jordan (Jake Gyllenhaal), a misfit teen who awkwardly flirts with her. Elizabeth's boyfriend, Paul (James LeGros), who seems to disapprove of the entertainment industry, leaves her. Annie eats compulsively and misbehaves. When the family is faced with a series of crises, relationship patterns that had solidified over the years subtly begin to change. A festival favorite, Lovely & Amazing has been shown at the 2001 Telluride Film Festival, the 2001 Toronto International Film Festival, and the 2002 Tribeca Film Festival. ~ Josh Ralske, All Movie Guide
- Starring:
- Catherine Keener, Brenda Blethyn, (more)
Two friends hit the road to escape some homicidal gangsters with a score to settle in this angsty Gen-X flick set against the backdrop of the mid-'90s grunge music scene. Highway opens with its mohawked post-teen hero Jack (Jared Leto), up to his usual routine: smoking pot, cleaning pools, and engaging in vigorous sex with a mobster's wife. It isn't long before vengeful thugs come calling to his Las Vegas trailer-park home, however, and Jack has to flee town with his drug-dealing best buddy, Pilot (Jake Gyllenhaal). The two decide to travel to Seattle -- in the week preceding Kurt Cobain's suicide -- and along the way they encounter a succession of drifters, losers, and hangers-on, including a sweet-hearted prostitute named Cassie (Selma Blair). Highway's working title was "A Leonard Cohen Afterworld," a reference to a lyric from Kurt Cobain's song "Pennyroyal Tea"; the film was written by Scott Rosenberg, who previously made a name for himself with Things to Do in Denver When You're Dead, Beautiful Girls, and Con Air. ~ Michael Hastings, All Movie Guide
- Starring:
- Jared Leto, Jake Gyllenhaal, (more)
Donnie (Jake Gyllenhaal) is a bright and charming high-school student who also has a dark and willfully eccentric side; he does little to mask his contempt for many of his peers and enjoys challenging the authority of the adults around him. Donnie is also visited on occasion by Frank, a monstrous six-foot rabbit that only Donnie can see who often urges him to perform dangerous and destructive pranks. Late one night, Frank leads Donnie out of his home to inform him that the world will come to an end in less than a month; moments later, the engine of a jet aircraft comes crashing through the ceiling of Donnie's room, making him think there might be something to Frank's prophesies after all. The rest of Donnie's world is only marginally less bizarre, as he finds himself dealing with his confused parents (Mary McDonnell and Holmes Osborne), his college-age sister (Maggie Gyllenhaal), his perplexed analyst (Katherine Ross), a rebellious English teacher (Drew Barrymore), a sleazy self-help expert (Patrick Swayze), and the new girl at school who is attracted by Donnie's quirks (Jena Malone). Donnie Darko was the first feature film from writer and director Richard Kelly; Drew Barrymore, who plays teacher Karen Pomeroy, also lent her support to the project as executive producer. A director's cut played in select theaters on a limited basis in the summer of 2004, featuring original music cues and trimmed scenes originally in Kelly's first cut of the film. ~ Mark Deming, All Movie Guide
- Starring:
- Jake Gyllenhaal, Jena Malone, (more)
NASA engineer Homer H. Hickam, Jr.'s autobiography provided the basis for this drama about a teenager coming of age at the dawn of the space race. In 1957, Homer Hickam (Jake Gyllenhaal) is a high school student in Coalwood, West Virginia when the Soviet Union launches Sputnik, the first man-made satellite. While most of his friends and neighbors react with fear or distrust, Homer is instantly fascinated and begins studying everything he can find on jet and rocket design. While many of Homer's friends are puzzled by his new obsession, several new friends share his enthusiasm, and with the encouragement of his teacher (Laura Dern), Homer and his fellow "Rocket Boys" begin designing and launching their own homemade missiles. However, Homer's father (Chris Cooper) takes a dim view of his son's interest in rockets and is convinced Homer's future should be the same as his own, working in the local coal mines. October Sky mixes the drama of traditional family conflicts with a nostalgic glimpse of life in the mid-50's and a look at the earliest days of our journey into space. ~ Mark Deming, All Movie Guide
- Starring:
- Jake Gyllenhaal, Chris Cooper, (more)
Robin Williams guest stars on the first of Homicide's four second-season episodes. Williams is cast as tourist Robert Ellison, who can't cope with the fact that his wife was killed in a holdup right in front of him and their children. Angrily demanding justice, Ellison may well get it when the prime suspect confesses. But Howard (Melissa Leo) cannot shake her premonition that the killer, a young man from an excellent home environment and with seemingly everything to live for, may not be entirely guilty. ~ Hal Erickson, All Movie Guide
- Starring:
- Daniel Baldwin, Ned Beatty, (more)
Debra Winger's performance as a slow, mentally disturbed woman in A Dangerous Woman, raises the film far above its conventional, violence-ridden plot. Winger plays Martha, a quiet, lonely woman who has adjusted to a life without a man as she toils away at her small job at a dry cleaners in a small town. She lives in the guest cottage of the home of relative Frances (Barbara Hershey). Frances is a single woman who takes up with a variety of men as a cover for her loneliness and insecurity. When Anita (Laurie Metcalf) barrels her car into Frances' porch (thinking, correctly, that her husband is inside Frances' house), alcoholic handyman Mackey (Gabriel Byrne) appears on the scene and offers to fix Frances' porch. As Mackey works on the porch, Mackey becomes involved with both Frances and Martha. Into this melodramatic brew is added Getso (David Strathairn), a petty crook who works with Martha at the dry cleaners. When the four principles interact with each other, the disturbing results include an unwanted pregnancy, a murder, and some unsparing violence. ~ Paul Brenner, All Movie Guide
- Starring:
- Debra Winger, Barbara Hershey, (more)
In this road movie, the motorists are a pair of preteens--brothers Josh (Jacob Tierney) and Sam (Noah Fleiss)--who hit the highway after their parents announce their pending divorce. ~ Jason Ankeny, All Movie Guide
- Starring:
- Jacob Tierney, Noah Fleiss, (more)


























