All 14 Jessica Oyelowo Movies

Lilith Johnston
10 min readApr 15, 2024

Get ready to dive into the world of captivating cinema as we take a closer look at Jessica Oyelowo’s impressive body of work. From heart-wrenching dramas to thought-provoking indies, this roundup brings you an engaging overview of the actress’s most memorable movie moments. Stay tuned to discover the films that showcase Jessica’s undeniable talent and versatility.

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1. Sleepy Hollow (1999)

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“Sleepy Hollow” is a captivating 1999 film directed by the visionary Tim Burton, blending fantasy, horror, and mystery. Starring Johnny Depp as the intrepid Ichabod Crane and Christina Ricci as Katrina Van Tassel, the film transports us to the eerie town of Sleepy Hollow. As Crane investigates a series of gruesome murders involving decapitations, he must contend with the legend of the vengeful Headless Horseman. Crafted from Washington Irving’s classic tale, “Sleepy Hollow” is a chilling and atmospheric roller coaster ride. Its intricate plot, combined with Burton’s signature style, makes it an unforgettable cinematic experience. The film features captivating performances from its cast, backed by the creative forces of writers Kevin Yagher and Andrew Kevin Walker. “Sleepy Hollow” has garnered critical acclaim and numerous accolades, including one Oscar, and is a highly engaging watch for audiences who enjoy gripping narratives and immersive storytelling. If you’re up for a spine-chilling adventure mixed with captivating mystery, then “Sleepy Hollow” is the movie for you.

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2. Don Quixote (2000)

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“Don Quixote, “ released in 2000, is an enchanting and witty adaptation of the beloved 1605 novel by Miguel de Cervantes. Set against the backdrop of an enchantingly whimsical medieval Spain, fans of the classic tale will surely be captivated by this fresh take.

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3. The Sight (2000)

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In the horror-thriller “The Sight, “ a US architect finds himself in an eerie situation when he is hired to renovate a historic London hotel. The job comes with an additional task — he’s been given the responsibility to help 21 ghosts who reside within the hotel walls. These spirits seek his aid in capturing a notorious serial child killer, leading him on a chilling journey through the haunted halls of the hotel. As the architect navigates through the supernatural entities to solve the mystery surrounding the children’s deaths, he uncovers a shocking truth that puts his own life in grave danger. With a gripping score and suspenseful narrative, “The Sight” offers a taut and terrifying experience. The chilling tale directed by Paul W. S. Anderson, stars Andrew McCarthy, Kevin Tighe, and Amanda Redman.

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4. Madame Bovary (2000)

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In the 2000 film adaptation of “Madame Bovary, “ directed by Tim Fywell and starring Frances O’Connor, Greg Wise, and Eileen Atkins, a young woman named Emma Bovary marries a country doctor, only to find herself unfulfilled and longing for more. With a passion for novels and stories of love, Emma becomes infatuated with a law student in her town, leading to several passionate entanglements.

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5. The Deal (2003)

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“The Deal” is a riveting biographical drama that offers a captivating look into the lives of British Prime Minister Tony Blair and his prominent political rival, Gordon Brown. Set in the world of British politics, the film presents a compelling narrative of friendships, rivalries, and the power struggle that lies at the heart of any political arena.

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6. Churchill: The Hollywood Years (2004)

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In the hilarious parody “Churchill: The Hollywood Years, “ the British court and war government are in chaos as they consist mainly of idiots and traitors. With war raging, Adolf Hitler moves inconspicuously into Buckingham Palace, planning to marry into the Windsors. Confusion ensues as a US Army officer attempts to reveal a shocking secret: British Prime Minister Winston Churchill, played by Christian Slater, is actually an actor impersonating his own father, a legendary spy named USMC Lt. Winston Churchill, played by Antony Sher. Adding to the chaos, Hollywood stars such as Hermann Goering and Franklin D. Roosevelt also join the mix, bringing with them their own quirky personalities. Directed by Peter Richardson, this wild comedy combines historical fiction and absurd humor with a witty cast of characters, making it a perfect escape from reality for moviegoers. It’s a film that challenges historical boundaries and invites viewers to laugh at some of history’s most iconic characters.

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7. Alice in Wonderland (2010)

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“Alice in Wonderland” (2010) is a fantastical adventure directed by Tim Burton, featuring an all-star cast including Mia Wasikowska, Johnny Depp, and Helena Bonham Carter. The movie brings to life the whimsical world of Wonderland in this reimagined tale of Alice, now nineteen years old, who returns to the magical land of her childhood dreams. Reuniting with old friends, including the Caterpillar and the Mad Hatter, Alice learns that her true destiny is to end the Red Queen’s reign of terror. This visually stunning, enchanting film, filled with adventure and fantasy, captures the essence of Lewis Carroll’s classic story while offering a fresh, modern twist. With its remarkable blend of imagination and emotion, “Alice in Wonderland” is a timeless tale that continues to captivate audiences of all ages.

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8. A Most Violent Year (2014)

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“A Most Violent Year” is a gripping crime drama set in the perilous urban jungle of New York City in 1981. Featuring an ambitious immigrant striving to safeguard his business amidst rampant violence and unrest, the film immerses viewers in a world where danger lurks at every corner. Oscar Isaac delivers a powerful portrayal of perseverance and grit, while Jessica Chastain shines as his equally tenacious wife. The film boasts stunning performances, an authentic setting, and a gripping storyline that blends elements of action, crime, and drama. Embodying the essence of grit and determination, “A Most Violent Year” tells a tale of resilience and ambition amidst chaos.

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9. Captive (2015)

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“Captive” tells the harrowing story of a single mother, battling her worst demons, only to find herself ensnared in a nightmarish ordeal. It’s a tale of a woman caught in a web of circumstance, forced to confront her fears and vulnerabilities as she’s taken hostage in her own apartment by a man on the run; a man whose desperation and violence have already claimed multiple lives. Directed by Jerry Jameson, this gritty, gripping drama stars David Oyelowo and Kate Mara, both of whom bring depth and humanity to their roles. With the tension mounting, every moment becomes a struggle for survival, a battle of wits, and a test of wills. “Captive” is also a compelling exploration of redemption and resilience in the face of unimaginable hardship, a testament to the strength of the human spirit. This film is not just an action or crime movie; it’s a poignant look at the complexities of the human condition, the struggle between good and evil, and the power of the heart to persevere. “Captive” is a film that will leave you on the edge of your seat, questioning your own limits and the lengths one might go to survive. It’s a thriller that combines high-wire tension with a profound emotional journey, offering an absorbing and unforgettable cinematic experience.

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10. Nina (2016)

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“Escape the ordinary and dive into the captivating world of ‘Nina’, a compelling biographical drama that unfolds the electrifying journey of enigmatic jazz musician and classical pianist, Nina Simone. Written and directed by Cynthia Mort, ‘Nina’ explores the intriguing life of the legendary artist as she navigates her rise to fame and establishes a deep-rooted relationship with her manager Clifton Henderson. Zoe Saldana delivers an outstanding performance, immersing herself into the soul of the enigmatic figure, while Kevin Mambo’s portrayal of Clifton brings a perfect balance of empathy and conflict to the storyline. Crafted with a unique blend of drama, music, and realism, ‘Nina’ is an intriguing and immersive cinematic experience. It takes the audience on a transformative journey, delving into the complexities of Nina Simone’s world and illuminating her indomitable spirit. A must-watch for both music aficionados and those seeking to glimpse the soul-stirring power of artistry. With a runtime of 1h 30min, ‘Nina’ will leave you enchanted, challenged, and ultimately connected to the remarkable life and legacy of a true music icon. So, prepare yourself to embark on a cinematic adventure that takes you beyond the beat, beyond the melody — beyond Nina Simone, the extraordinary artist who changed the world of music forever. “

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11. A United Kingdom (2016)

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In “A United Kingdom”, set in the 1940s and 1950s, the compelling story unfolds through King Seretse Khama of Botswana’s love for Ruth Williams, a British white woman. Their interracial marriage shakes the kingdom and throws it into political and diplomatic turmoil, shedding light on the courage and conviction of their alliance in the face of adversity. This inspiring drama, directed by Amma Asante and penned by Guy Hibbert and Susan Williams, stars the remarkable talents of David Oyelowo and Rosamund Pike, supported by Tom Felton, and is brought to us by the creative genius of companies like Searchlight Pictures, Pathe UK, and BBC Film. With a budget of $14 million, the film has grossed $14,459,330 worldwide and boasts 4 wins and 5 nominations in various categories. Don’t miss this thought-provoking tale interweaving history, politics, and personal relationships.

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12. Sleepwalker (2017)

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“Sleepwalker, “ directed by Elliott Lester, delves into the dark realm of unexplained sleepwalking and its creepy consequences. Graduate student Sarah Foster (Ahna O’Reilly), haunted by sleepless nights and disconcerting dreams, seeks solace at her university’s sleep research center.

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13. The Water Man (2020)

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“The Water Man” is a heartwarming and adventurous family drama, released in 2021, with a run time of 1h 31min. Directed by David Oyelowo and written by Emma Needell, the film has a star-studded cast including David Oyelowo, Amiah Miller, and Lonnie Chavis, who bring life to this beautiful tale. The story follows a young boy’s journey to save his ill mother. Determined to heal her, he embarks on a quest to find a mythical figure said to possess magical healing powers. This adventure-drama is set against the backdrop of a cemetery, where the boy comes face-to-face with his own fears at a funeral. But with the help of an electric scooter, he navigates this challenging terrain, drawing strength from his courage and determination. “The Water Man” delves into the themes of family, hope, and courage, making it a compelling and engaging watch for all ages. The film premiered at the 2021 Tribeca Film Festival, further adding to its intrigue. With its unique blend of adventure, drama, and family values, “The Water Man” leaves you with a sense of hope and wonder. Starring David Oyelowo, this film offers a delightful watch, perfect for family movie nights or quiet afternoons. With a PG content rating, it’s a must-watch for fans of heartfelt tales and adventure-driven stories. So, gather your loved ones and get ready for a magical journey in “The Water Man”.

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14. Ferguson Rises (2021)

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Prepare to be moved by the powerful and inspiring documentary, “Ferguson Rises” (2021). This film takes you on a journey through the events of August 2014, when Ferguson, Missouri became ground zero for a modern-day civil rights movement. The town, which was once a close-knit community, now grapples with the aftermath of a tragic loss and the unrest that follows in its wake. “Ferguson Rises” offers a poignant and unflinching look at the realities of police brutality and its effect on a community, as seen through the eyes of those who lived it. Delve into the personal stories of local residents, as they navigate the emotional and societal turmoil that ensued after the death of an unarmed teenager. Directed by Mobolaji Olambiwonnu, this documentary captures the grit and resilience of a town on the brink, as it rises in the face of devastating adversity. As the people of Ferguson band together to demand change, the film becomes a testament to the powerful role of community and the unwavering will to fight for justice. Featuring the voices of community leaders and activists such as Jeffrey Amado Ahrens, Rasheen Aldridge, and Dominique Alexander, “Ferguson Rises” offers a rare glimpse into the heart of a community united by shared pain and a common quest for a brighter future. With an IMDb rating of 8.0, this powerful documentary is a must-watch for anyone seeking to understand the challenges and triumphs of modern-day civil rights movements.

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