The 30+ Best Jake Gyllenhaal Movies

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Updated April 20, 2024 65.6K views 37 items
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Over 1.9K Ranker voters have come together to rank this list of The 30+ Best Jake Gyllenhaal Movies

With well over 1,300 votes cast by movie fans, this list of the best Jake Gyllenhaal movies is a testament to his immense popularity. Jake Gyllenhaal has long been one of Hollywood's most beloved actors and it's easy to see why. His performances are always dynamic and nuanced, often playing complex characters who grapple with difficult moral dilemmas. Whether he's portraying an ambitious journalist in Nightcrawler or a troubled cowboy in Brokeback Mountain, Gyllenhaal brings a genuine intensity to every role he takes on.

From lighter fare like Love & Other Drugs and Bubble Boy to more serious films like The Source Code and Donnie Darko, there is something for everyone in this ranking of the very best Jake Gyllenhaal movies. Fans praise his range as an actor, citing him as one of few A-list stars capable of convincingly tackling both comedic roles and darker turns alike. And no matter what type of film you're looking for – drama, comedy or action – there will be something here sure to please even the pickiest cinephile out there. So don't wait; check out our list today and vote up your favorite Jake Gyllenhaal masterpieces.

  • Donnie Darko
    1
    867 votes

    For Fans Of: Science Fiction, Psychological Thriller, Dark Fantasy
    Reasons to Watch if you Love Jake Gyllenhaal: This cult classic showcases a young Gyllenhaal in a mind-bending, mysterious role as the titular character, navigating through time travel and mental illness. His performance is both haunting and mesmerizing, as he brings depth and nuance to this enigmatic figure. Fans of Gyllenhaal will appreciate his early acting prowess and commitment to complex characters.

    In the eerie, yet fascinating movie Donnie Darko, Jake Gyllenhaal portrays the titular character; a troubled, sleepwalking teen who is plagued by visions of an apocalyptic future. Guided by Frank (James Duval), his prophetic and sinister bunny-costumed friend, Donnie grapples to understand the complex web of time travel and parallel universes that unfold before him. The film, masterfully directed by Richard Kelly, is a blend of psychological thriller and science fiction genres. It has won several awards for its innovative storytelling and compelling performances, making it a cult classic in contemporary cinema.
  • Zodiac
    2
    641 votes

    For Fans Of: Mystery, Crime, Thriller
    Reasons to Watch if you Love Jake Gyllenhaal: In David Fincher's suspenseful true-crime thriller, Gyllenhaal delivers an outstanding performance as Robert Graysmith, a cartoonist-turned-amateur detective obsessed with catching the elusive Zodiac Killer. The actor's intense dedication to the role immerses viewers into the gripping story while showcasing his natural ability for balancing vulnerability and determination on screen. This chilling performance solidifies Gyllenhaal's status as one of Hollywood's most versatile actors.

    Zodiac, an intriguing crime thriller directed by David Fincher, trails the chilling path of the famed Zodiac Killer. Robert Graysmith (Jake Gyllenhaal), a cartoonist at the San Francisco Chronicle, becomes obsessively intertwined with the unsolved case. Alongside him are Paul Avery (Robert Downey Jr.), a bohemian crime reporter, and Inspector David Toschi (Mark Ruffalo), a seasoned detective. As they delve deeper into the cipher-laden letters sent by the killer, their lives become inextricably linked to this enigma. The film, based on true events, is a tense exploration of obsession, fear, and the elusive nature of truth. Despite its long runtime, each moment is filled with suspense and intrigue, keeping viewers riveted until the very end. Zodiac remains a compelling testament to Fincher's mastery of his craft.
  • Prisoners
    3
    674 votes

    For Fans Of: Crime, Mystery, Thriller
    Reasons to Watch if you Love Jake Gyllenhaal: As Detective Loki in this tense, emotionally charged thriller, Gyllenhaal captivates with his brooding intensity and unwavering pursuit of justice in the face of unimaginable circumstances. His dynamic chemistry with co-star Hugh Jackman elevates an already powerful film into a must-watch exploration of morality and desperation. This riveting portrayal further demonstrates Gyllenhaal's range as an actor and his ability to command attention on screen.

    In the heart-pounding thriller Prisoners, Keller Dover (Hugh Jackman) faces every parent's worst nightmare when his six-year-old daughter and her friend go missing. As minutes turn into hours, panic sets in, and Detective Loki (Jake Gyllenhaal) is assigned to the case. However, with no solid leads, Dover takes matters into his own hands. The film masterfully explores themes of desperation and morality during a frantic race against time. Directed by Denis Villeneuve, Prisoners received an Oscar nomination for Best Cinematography. It's a tense exploration of human nature under extreme pressure.
  • Nightcrawler
    4
    600 votes

    For Fans Of: Crime, Thriller, Drama
    Reasons to Watch if you Love Jake Gyllenhaal: In arguably one of his most transformative roles, Gyllenhaal plays Lou Bloom, a sociopathic freelance video journalist who will stop at nothing for success in Los Angeles' crime journalism scene. His chilling portrayal earned him widespread critical acclaim, revealing new depths within his acting capabilities by embodying such a dark and morally ambiguous character. This intense, thrilling performance showcases Gyllenhaal at his best, proving why he remains a powerhouse in the film industry.

    Nightcrawler is a gripping exploration into the underbelly of Los Angeles after dark. The film's protagonist, Lou Bloom (Jake Gyllenhaal), is a driven yet desperate man craving success. He stumbles upon the high-speed world of L.A. crime journalism and finds his calling. Armed with a camcorder and police scanner, he prowls the city's twilight hours for news-worthy crimes. As he delves deeper, the lines between observer and participant blur alarmingly. His relationship with Nina Romina (Rene Russo), a seasoned news director who takes a chance on him, adds another layer to the narrative. Nightcrawler was lauded for its unflinching portrayal of media sensationalism and moral ambiguity. The film doesn't shy away from shining a light on society's darkest corners, resulting in an intense cinematic experience that leaves viewers questioning the nature of success at any cost.
  • October Sky
    5
    376 votes

    For Fans Of: Biographical, Family, Drama
    Reasons to Watch if you Love Jake Gyllenhaal: Playing an aspiring rocket scientist from a small coal-mining town, Gyllenhaal's breakout role in this inspiring drama displays the actor's innate ability to connect with audiences and evoke emotion. His earnest portrayal of youthful determination and hope carries the film, setting the stage for a career filled with powerful performances. Fans will appreciate witnessing the early stages of Gyllenhaal's dynamic acting journey.

    John Hickam (Chris Cooper) is a West Virginia coal miner who loves his job and expects his sons, Jim (Scott Miles) and Homer (Jake Gyllenhaal), to follow in his footsteps. But Jim gets a football scholarship, and Homer becomes interested in rocket science after seeing Sputnik 1 crossing the sky. John disapproves of his son's new mania, but Homer begins building rockets with the help of friends and a sympathetic teacher (Laura Dern). Rocketry, he hopes, will prove his ticket to a better life.
  • Jarhead
    6
    457 votes

    For Fans Of: War, Biographical drama, Military
    Reasons to Watch if you Love Jake Gyllenhaal: As Marine sniper Anthony Swofford in this war drama based on a true story, Gyllenhaal delivers a raw and unflinching performance that delves into the psychological toll of warfare on soldiers. The intensity of his portrayal demonstrates not only his physical commitment to roles but also his exceptional emotional range as an actor. Jarhead serves as further evidence of Gyllenhaal's versatility and dedication to challenging projects.

    Jarhead, an American biographical war drama film, is a journey into the soul of Anthony Swofford (Jake Gyllenhaal), a young Marine recruit. Trained as a sniper by Staff Sergeant Sykes (Jamie Foxx) and disillusioned by the mundane reality of the Gulf War, Swofford grapples with his identity amid the desert's searing heat. Directed by Sam Mendes, this 2005 release offers an intimate look at the psychological toll of warfare. Notable for its lack of combat scenes, Jarhead instead focuses on the internal battles fought within soldiers themselves.
  • End of Watch
    7
    481 votes

    For Fans Of: Action, Crime, Drama
    Reasons to Watch if you Love Jake Gyllenhaal: In this gritty, realistic portrayal of LAPD officers navigating crime-ridden streets, Gyllenhaal shines as Officer Brian Taylor alongside Michael Peña as his partner Mike Zavala. Their captivating on-screen chemistry creates a believable bond while highlighting Gyllenhaal's natural talent for creating complex characters who feel both relatable and authentic. This gripping cop drama is yet another showcase for the actor's undeniable talent.

    End of Watch is a 2012 American drama thriller film written and directed by David Ayer. It stars Jake Gyllenhaal and Michael Peña as Brian Taylor and Miguel Zavala, two Los Angeles Police Department officers who work in South Central Los Angeles. The film focuses on their day-to-day police work, their dealings with a certain group of gang members, and their personal relationships. Ayer, who had written several police procedural films previously, wanted End of Watch to focus more on the friendship between partners and honest police work.
  • Southpaw
    8
    411 votes

    For Fans Of: Drama, Sports, Boxing
    Reasons to Watch if you Love Jake Gyllenhaal: Demonstrating his incredible physical transformation and commitment to character development, Gyllenhaal plays Billy Hope; a troubled boxer seeking redemption after personal tragedy in this emotionally charged sports drama. His raw portrayal expertly conveys the character's pain and determination, earning both critical praise and the admiration of audiences. Southpaw exemplifies Gyllenhaal's dedication to his craft and ability to fully embody a wide range of characters.

    Billy "The Great" Hope (Jake Gyllenhaal), the reigning junior middleweight boxing champion, has an impressive career, a loving wife and daughter, and a lavish lifestyle. However, when tragedy strikes, Billy hits rock bottom, losing his family, his house and his manager. He soon finds an unlikely savior in Tick Willis (Forest Whitaker), a former fighter who trains the city's toughest amateur boxers. With his future on the line, Hope fights to reclaim the trust of those he loves the most.
  • For Fans Of: Superhero, Action, Adventure
    Reasons to Watch if you Love Jake Gyllenhaal: As Quentin Beck/Mysterio in this Marvel Cinematic Universe installment, Gyllenhaal brings charm, depth, and nuance to a complex comic-book villain. His performance adds an exciting layer of unpredictability to the film while proving that he can excel in both dramatic roles and blockbuster action flicks. Fans will enjoy seeing him take on such an iconic character with gusto.

    In the action-packed sequel, Spider-Man: Far From Home, Peter Parker (Tom Holland) grapples with the aftermath of Avengers: Endgame. He embarks on a European school trip, hoping for a break from his superhero duties. But when Nick Fury (Samuel L. Jackson) interrupts his vacation with an urgent mission, Spider-Man must confront new threats in a world forever changed. Alongside him is the enigmatic Quentin Beck, aka Mysterio (Jake Gyllenhaal), who claims to hail from another dimension. This film received critical acclaim for its intriguing plot and impressive visual effects.
  • Source Code
    10
    471 votes

    For Fans Of: Science Fiction, Thriller, Mystery
    Reasons to Watch if you Love Jake Gyllenhaal: In this mind-bending sci-fi thriller, Gyllenhaal plays Army pilot Colter Stevens, tasked with repeatedly reliving a traumatic event in order to prevent disaster through time-travel technology. His intense performance keeps viewers invested throughout the twists and turns of the plot while highlighting his adeptness at balancing action with emotion on screen. Source Code is sure to provide thrills for fans who appreciate both science fiction narratives and engaging performances.

    In Source Code, Captain Colter Stevens (Jake Gyllenhaal) is a US Army helicopter pilot who wakes up in another man's body, on a mission to find the bomber of a Chicago commuter train. The thriller unfolds as Stevens relives the same eight minutes over and over again, in an experimental government program known as the Source Code. Vera Farmiga plays military officer Colleen Goodwin, tasked with guiding Stevens through his perplexing journey. With each reset, he uncovers more about the bomb, his own life, and the enigmatic Source Code.
  • Brothers
    11
    306 votes

    For Fans Of: War, Drama, Family
    Reasons to Watch if you Love Jake Gyllenhaal: Examining the complexities of family dynamics and loyalty, this powerful drama features Gyllenhaal as Tommy Cahill, a man grappling with his feelings for his brother's wife during his sibling's presumed death in Afghanistan. His nuanced portrayal allows viewers insight into the emotional turmoil faced by military families while demonstrating his exceptional acting range once again. Brothers offers another opportunity for fans to see Gyllenhaal tackle challenging material with sensitivity and skill.

    Siblings Sam (Tobey Maguire) and Tommy Cahill (Jake Gyllenhaal) are as far apart as brothers can be; while Sam serves his country as a Marine, Tommy is a drifter who just got out of prison. When Sam is shot down and presumed dead in Afghanistan, Tommy vows to take care of Sam's wife, Grace (Natalie Portman), and his children. Tommy and Grace become close, and when Sam unexpectedly returns home, the consequences of their actions threaten the foundation of the entire family.
  • For Fans Of: Disaster, Thriller, Science Fiction
    Reasons to Watch if you Love Jake Gyllenhaal: As Sam Hall, a young student facing catastrophic climate events in this disaster film, Gyllenhaal brings humanity and depth to a high-stakes survival story. His compelling performance amid the film's jaw-dropping visual effects demonstrates his ability to adapt to varied genres and elevate any project he takes on. Fans of Gyllenhaal will appreciate this thrilling spectacle that showcases his versatility as an actor.

    In the thrilling disaster film, The Day After Tomorrow, Jack Hall (Dennis Quaid), a paleoclimatologist, sets out on a daring mission to rescue his son Sam (Jake Gyllenhaal) amidst a sudden and extreme shift in global climate. The world plunges into a new Ice Age almost overnight, leaving cities frozen and societies in chaos. Meanwhile, Sam and his friends hunker down in the New York Public Library, battling against time and the biting cold. Directed by Roland Emmerich, this movie is a chilling tale of survival against nature's most brutal forces.
  • For Fans Of: Drama, Romance, LGBTQ+
    Reasons to Watch if you Love Jake Gyllenhaal: In this groundbreaking romantic drama, Gyllenhaal delivers an unforgettable performance as Jack Twist, a rodeo cowboy who embarks on a clandestine, lifelong love affair with fellow rancher Ennis Del Mar (Heath Ledger). The sensitivity and vulnerability he brings to the role earned him widespread acclaim and solidified his standing as one of Hollywood's most talented actors. For fans of Gyllenhaal, Brokeback Mountain is essential viewing for witnessing his undeniable chemistry with Ledger and their powerful portrayals.

    Brokeback Mountain, a captivating drama that's won three Academy Awards, is set against the sweeping landscapes of Wyoming and Texas. The film tells the story of two young men - Ennis Del Mar (Heath Ledger) and Jack Twist (Jake Gyllenhaal). They first meet as sheepherders in summer 1963. Over time, they forge a deep bond that spans years, marked by complex emotions and societal constraints. Ang Lee's nuanced direction coupled with Larry McMurtry's adept screenplay transforms Annie Proulx's novella into an unforgettable cinematic experience. Amidst all its raw beauty and quiet intensity, Brokeback Mountain remains a poignant exploration of love and longing.
  • For Fans Of: Drama, Thriller, Romance
    Reasons to Watch if you Love Jake Gyllenhaal: In Tom Ford's stylish psychological thriller, Gyllenhaal masterfully plays dual roles as both writer Edward Sheffield and character Tony Hastings—a testament to his incredible range and talent. His captivating performance offers a multi-layered exploration of revenge, grief, and regret while keeping viewers enthralled in the film's captivating narrative structure. Nocturnal Animals is an excellent showcase for Gyllenhaal's unwavering dedication to complex characters.

    A successful Los Angeles art-gallery owner's idyllic life is marred by the constant traveling of her handsome second husband. While he is away, she is shaken by the arrival of a manuscript written by her first husband, who she has not seen in years. The manuscript tells the story of a teacher who finds a trip with his family turning into a nightmare. As Susan reads the book, it forces her to examine her past and confront some dark truths.
  • Enemy
    15
    298 votes

    For Fans Of: Thriller, Psychological, Mystery
    Reasons to Watch if you Love Jake Gyllenhaal: Reuniting with Prisoners director Denis Villeneuve in this surrealist psychological thriller, Gyllenhaal once again proves his prowess by taking on two distinct roles—the troubled history professor Adam Bell and the enigmatic Anthony Claire. This hypnotic film allows him to fully explore the depths of duality while challenging audiences' perceptions of identity and reality. An intriguing watch for those who appreciate Gyllenhaal's commitment to pushing boundaries as an actor.

    A mild-mannered college professor (Jake Gyllenhaal) discovers a look-alike actor and delves into the other man's private affairs.
  • For Fans Of: Romantic-Comedy, Drama, Romance
    Reasons to Watch if you Love Jake Gyllenhaal: In this romantic dramedy, Gyllenhaal demonstrates his comedic chops and undeniable chemistry with co-star Anne Hathaway as pharmaceutical salesman Jamie Randall, whose life is changed by an unexpected love affair. This performance showcases the actor's versatility and ability to make audiences laugh, cry, and feel deeply invested in the characters he brings to life. Fans will appreciate seeing a lighter side of Gyllenhaal while still recognizing his talent for creating well-rounded, relatable characters.

    Handsome pharmaceutical salesman Jamie Randall (Jake Gyllenhaal) always has good luck with women. A chance encounter with Maggie Murdock (Anne Hathaway), a free-spirited Parkinson's patient, leads to a sexual relationship. As Jamie and Maggie become closer, each must question if a serious commitment is in their future.
  • Life
    17
    227 votes

    For Fans Of: Science Fiction, Thriller, Space
    Reasons to Watch if you Love Jake Gyllenhaal: As Dr. David Jordan in this sci-fi horror thriller set aboard the International Space Station, Gyllenhaal exhibits his skill for maintaining tension and suspense throughout the film's thrilling narrative. His performance is grounded in both vulnerability and bravery, providing a compelling anchor amid the film's unnerving extraterrestrial threat. For fans of science fiction and gripping performances alike, Life offers another opportunity to see Gyllenhaal at his best.

    Astronauts (Jake Gyllenhaal, Rebecca Ferguson, Ryan Reynolds) aboard the International Space Station are on the cutting edge of one of the most important discoveries in human history: the first evidence of extraterrestrial life on Mars. As members of the crew conduct their research, the rapidly evolving life-form proves far more intelligent and terrifying than anyone could have imagined.
  • Bubble Boy
    18
    356 votes

    For Fans Of: Comedy, Adventure, Romance
    Reasons to Watch if you Love Jake Gyllenhaal: In one of his more offbeat roles, Gyllenhaal stars as Jimmy Livingston—a young man born without an immune system who embarks on a cross-country journey inside a protective plastic bubble in pursuit of true love. This quirky comedy allows him to showcase his comedic timing and endearing charm while proving that he can excel in any genre or tone. Fans will enjoy witnessing a lighthearted departure from some of his more intense performances.

    A coming-of-age comedy follows the life of Jimmy Livingston (Jake Gyllenhaal), a young man born without immunities and raised in a manufactured world provided by his well-intentioned, but misguided mother (Swoosie Kurtz). But when he realizes that he's in love with Chloe (Marley Shelton), the girl next door, he has no choice but to build a mobile bubble suit, and set off across the country to Niagara Falls, to stop Chloe's wedding -- which is only seven days away -- in time to confess his love.
  • City Slickers
    19
    203 votes

    For Fans Of: Comedy, Western, Adventure
    Reasons to Watch if you Love Jake Gyllenhaal: Featuring a young Gyllenhaal in one of his earliest screen appearances as Billy Crystal's teenage son Danny Robbins, City Slickers highlights the actor's early potential and natural charisma. Though his role is small, it offers a glimpse into the burgeoning talent that would soon establish him as one of Hollywood's most respected actors. The film is an enjoyable watch for those interested in tracing Gyllenhaal's career back to its beginnings.

    City Slickers, a comedy-western film, follows the life of Mitch Robbins (Billy Crystal), a radio ad salesman. On his 39th birthday, he and his two friends, Phil Berquist (Daniel Stern) and Ed Furillo (Bruno Kirby), embark on a two-week cattle drive from New Mexico to Colorado. This adventure is designed to help them escape their city lives. Along the way, they encounter Curly Washburn (Jack Palance), an intimidating cowboy who won an Academy Award for this role. The combination of humor, friendship, and self-discovery makes this movie a must-watch.
  • For Fans Of: Supernatural, Thriller, Mystery
    Reasons to Watch if you Love Jake Gyllenhaal: Though not officially credited, Gyllenhaal made an unconfirmed appearance as a background extra in this 1995 music video directed by Guy Ritchie—a testament to his commitment and passion for acting from an early age. While not a traditional film role, this intriguing tidbit offers fans a chance to witness a lesser-known aspect of the actor's storied career. For avid followers of Gyllenhaal, seeking out this elusive cameo provides an exciting challenge.

    During the war in Afghanistan, a local interpreter risks his own life to carry an injured sergeant across miles of grueling terrain.
  • Velvet Buzzsaw
    21

    For Fans Of: Horror, Thriller, Satire
    Reasons to Watch if you Love Jake Gyllenhaal: Reuniting with Nightcrawler director Dan Gilroy, Gyllenhaal embraces dark humor and biting satire as art critic Morf Vandewalt in this horror-thriller set within the cutthroat world of contemporary art. His eccentric portrayal adds intrigue and levity to the film's chilling premise, showcasing his ability to adapt to various genres and tones while remaining a magnetic screen presence. Fans will appreciate this unconventional entry in Gyllenhaal's varied filmography.

    In the art-world satire Velvet Buzzsaw, a series of eerie events unfold when greed-driven art critic Morf Vandewalt (Jake Gyllenhaal) and ambitious gallery owner Rhodora Haze (Rene Russo) stumble upon a trove of spellbinding paintings by an unknown artist. These works, imbued with a sinister force, initiate a supernatural revenge on those who exploit art for profit. This horror-thriller, directed by Dan Gilroy, intertwines aesthetics and fear in a chilling exploration of the high-stakes world of contemporary art. Unfolding in Los Angeles's vibrant art scene, it's an engaging blend of suspense, satire, and supernatural terror.
  • Everest
    22

    Everest

    201 votes

    For Fans Of: Adventure, Disaster, Biographical
    Reasons to Watch if you Love Jake Gyllenhaal: As mountain climber Scott Fischer in this epic survival drama based on real events, Gyllenhaal delivers a gripping performance amidst breathtaking visuals and harrowing circumstances. His commitment to physically demanding roles coupled with his emotional depth make for an engrossing viewing experience that showcases his undeniable talent once more. Everest serves as further evidence of Gyllenhaal's versatility and dedication to tackling diverse projects.

    On the morning of May 10, 1996, climbers (Jason Clarke, Josh Brolin) from two expeditions start their final ascent toward the summit of Mount Everest, the highest point on Earth. With little warning, a violent storm strikes the mountain, engulfing the adventurers in one of the fiercest blizzards ever encountered by man. Challenged by the harshest conditions imaginable, the teams must endure blistering winds and freezing temperatures in an epic battle to survive against nearly impossible odds.
  • The Good Girl
    23
    190 votes

    For Fans Of: Drama, Comedy, Romantic-Comedy
    Reasons to Watch if you Love Jake Gyllenhaal: In this indie dramedy, Gyllenhaal plays Holden Worther, a troubled young man who becomes romantically entangled with Jennifer Aniston's dissatisfied retail worker. His layered performance displays his ability to tackle complex characters with depth and sensitivity while demonstrating his natural chemistry with fellow actors. Fans will enjoy seeing him in an earlier role that showcases his talent for emotionally resonant storytelling.

    Justine (Jennifer Aniston) is the good girl. Thirty years old and working in a Texas discount store, she is dissatisfied by her routine and disgusted by her lazy, pot-smoking husband. Her life is nearly at a standstill, until she suddenly notices Holden (Jake Gyllenhaal) a few cash registers away. He is young and seemingly as disaffected as she, and together the two forge a passionate connection destined to shatter everything Justine stands for, or at least thinks she does.
  • For Fans Of: Action, Adventure, Fantasy
    Reasons to Watch if you Love Jake Gyllenhaal: As the swashbuckling adventurer Dastan in this action-packed fantasy film, Gyllenhaal proves he can excel in blockbuster fare while maintaining his commitment to character development and nuance. His charismatic portrayal injects heart and humor into the film, further solidifying his status as a versatile actor capable of tackling any genre. For fans seeking thrilling escapism, Prince of Persia delivers an exciting showcase for Gyllenhaal's talents.

    In the action-adventure film Prince of Persia: The Sands of Time, Dastan (Jake Gyllenhaal) is an agile, street-smart urchin adopted by Persia's king. Tamina (Gemma Arterton), a defiant princess, becomes his reluctant ally. When the mystical Dagger of Time bestows upon Dastan time-altering abilities, he finds himself caught in a web of royal betrayal and dark sorcery. As they journey through ancient lands, Dastan and Tamina must safeguard the dagger from falling into wrong hands, lest they unleash cataclysmic events. A tale woven with intrigue, this film reveals a world where destiny is carved by courage and love.
  • Demolition
    25
    143 votes

    For Fans Of: Drama, Comedy, Romance
    Reasons to Watch if you Love Jake Gyllenhaal: Displaying raw vulnerability as investment banker Davis Mitchell grieving the sudden death of his wife in this offbeat drama, Gyllenhaal once again demonstrates his incredible range and emotional dexterity on screen. His powerful performance invites viewers to empathize with the character's personal journey while navigating grief and self-discovery. This poignant exploration of loss reaffirms why Gyllenhaal remains one of Hollywood's most engaging and versatile actors.

    Demolition is a 2015 American drama film directed by Jean-Marc Vallée. A successful investment banker, Davis Mitchell (Jake Gyllenhaal), comes to terms with losing his wife in an automotive accident through anonymous conversations with a customer service representative, Karen Moreno (Naomi Watts).
  • The Guilty
    26
    84 votes

    For Fans Of: Crime, Thriller, Drama
    Reasons to Watch if you Love Jake Gyllenhaal: With a gripping turn as demoted police officer Joe Baylor working at a 911 dispatch center, Gyllenhaal carries this tense thriller almost single-handedly through voice acting alone—proving that even without visuals, he can captivate audiences with sheer intensity and emotion. The film showcases his versatility and commitment to challenging roles, making it a must-watch for those who appreciate skillful storytelling and exceptional acting.

    The Guilty is a tension-filled thriller set across a single morning. The main protagonist, Joe Baylor (Jake Gyllenhaal), is a troubled police detective demoted to 911 operator duty. The film unfolds in real time as Joe receives a distressing call from a woman who appears to have been abducted. As he attempts to rescue the caller, the plot reveals complex layers of Joe's turmoil and guilt. The film digs into themes of redemption and moral ambiguity and emphasizes the unseen human stories behind emergency calls. Gyllenhaal's performance anchors the film's intense narrative, which keeps viewers engaged until its climactic resolution.
  • Proof
    27
    132 votes

    For Fans Of: Drama, Romance, Mystery
    Reasons to Watch if you Love Jake Gyllenhaal: As math graduate student Hal Dobbs opposite Gwyneth Paltrow in this thought-provoking drama, Gyllenhaal demonstrates his ability to convey depth and intelligence through subtle performance choices. His sensitive portrayal of a character navigating the complexities of genius, mental illness, and love speaks to his talent for creating multi-dimensional characters that resonate with audiences. Proof provides another opportunity for fans to admire Gyllenhaal's unwavering dedication to his craft.

    Catherine (Gwyneth Paltrow) is a 27-year-old grieving after the loss of her father (Anthony Hopkins), a genius mathematician whose mind gradually deteriorated from mental illness. With her sister, Claire (Hope Davis), urging Catherine to leave their family home, and an ambitious student (Jake Gyllenhaal) searching through her father's notes, Catherine struggles to keep her composure and her sanity in this drama adapted from the stage play by David Auburn.
  • Rendition
    28
    127 votes

    For Fans Of: Drama, Thriller, Political
    Reasons to Watch if you Love Jake Gyllenhaal: Playing a CIA analyst caught in the morally ambiguous world of counterterrorism in this gripping political thriller, Gyllenhaal displays his ability to tackle complex themes and characters with nuance and intensity. His compelling portrayal invites viewers into an unsettling exploration of power dynamics and ethical dilemmas within a high-stakes environment. Fans will appreciate seeing him navigate yet another challenging role with skill and conviction.

    Isabella El-Ibrahimi (Reese Witherspoon), the wife of an Egyptian engineer, tries desperately to track down her husband after he disappears on an international flight. Meanwhile, a CIA analyst's (Jake Gyllenhaal) world spins out of control as he witnesses the engineer's unorthodox interrogation at the hands of secret police.
  • Moonlight Mile
    29

    For Fans Of: Drama, Romance, Comedy
    Reasons to Watch if you Love Jake Gyllenhaal: In this emotional drama exploring grief and healing, Gyllenhaal stars as Joe Nast—a young man reeling from the loss of his fiancée while forging an unexpected bond with her grieving parents (Dustin Hoffman and Susan Sarandon). He delivers a heartfelt performance that showcases his range as an actor, inviting viewers into the intimate journey of a character searching for solace amid tragedy. Moonlight Mile offers fans another chance to witness Gyllenhaal's exceptional talent on display.

    When Joe Nast's (Jake Gyllenhaal) plans for marriage change due to an unexpected loss, he wants to be the man he believes everyone wants him to be - dutifully bereaved husband-to-be, and perfect would-be son-in-law to Ben (Dustin Hoffman) and JoJo (Susan Sarandon). But when another woman unexpectedly enters his life, he's quickly torn between fulfilling his new role and following his heart.
  • Highway
    30
    106 votes

    For Fans Of: Drama, Romance, Road
    Reasons to Watch if you Love Jake Gyllenhaal: As Pilot Kelson, a troubled drifter embarking on a road trip across America with a friend (Jared Leto) in this indie drama, Gyllenhaal exhibits his early talent for creating authentic and captivating characters. His portrayal offers a glimpse into the actor's range and potential, allowing fans to witness his burgeoning career and dedication to diverse roles. Highway serves as another example of Gyllenhaal's commitment to fully inhabiting the characters he brings to life on screen.

    Highway is a 2002 American independent drama film written by Scott Rosenberg and directed by James Cox. It stars Jared Leto, Jake Gyllenhaal, and Selma Blair.