Bing Crosby Movies List, Ranked
1Bing Crosby, Danny Kaye, Rosemary ClooneyA timeless classic and perennial holiday favorite, White Christmas showcases Bing Crosby at his finest in this enchanting musical that has delighted generations of viewers. This heartening story of two war veterans-turned-entertainers helping their former commander save his struggling inn is a testament to friendship, loyalty, and the magic of the season. Featuring unforgettable performances by Crosby, Danny Kaye, Rosemary Clooney, and Vera-Ellen, the film boasts an appealing blend of memorable tunes and endearing sentimentality. The crowning jewel in its trove of delights is undoubtedly Irving Berlin's Oscar-nominated title song performed with unparalleled charm by Bing Crosby.
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2Bing Crosby, Ingrid Bergman, Henry TraversIn this beloved 1945 drama, Bing Crosby delivers a pitch-perfect performance as Father Chuck O'Malley in a role that earned him an Academy Award nomination for Best Actor. The Bells of St. Mary's tells the compelling tale of a young priest arriving at a financially troubled Catholic school run by Sister Mary Benedict (Ingrid Bergman). Crosby's captivating chemistry with Bergman illuminates their shared plight to save the struggling institution while navigating personal differences and unforeseen obstacles along the way. The film expertly blends humor, spirituality, and touching moments to create an enduring cinematic experience that resonates deeply with audiences even today.
3Bing Crosby, Barry Fitzgerald, Rise StevensBing Crosby won his first and only Academy Award for Best Actor for his stunning portrayal of Father Charles "Chuck" O'Malley in this 1944 feel-good classic directed by Leo McCarey. Going My Way follows Father O'Malley as he takes charge of St Dominic's Church in New York City under challenging circumstances – from financial woes to intergenerational tensions among its parishioners – all while delivering uplifting messages through music with exceptional panache. With a delightful mix of comedy, drama, and signature songs like "Swinging on a Star," this warmly endearing film solidifies Crosby's place in cinema history.
4Bing Crosby, Fred Astaire, Marjorie ReynoldsThis delightful 1942 musical comedy features Bing Crosby and Fred Astaire as two talented performers vying for the affections of the same woman while working at a Connecticut inn that only opens on holidays. With its catchy tunes – including the iconic "White Christmas" – witty banter, and spectacular dance numbers, Holiday Inn showcases Crosby's unparalleled charm and smooth vocal styling alongside Astaire's gravity-defying grace. Directed by Mark Sandrich, this evergreen classic has stood the test of time, enchanting audiences with its timeless appeal and endearing performances from its gifted stars.
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5Bing Crosby, Grace Kelly, Frank SinatraHigh Society is a dazzling 1956 musical comedy that sees Bing Crosby star alongside Grace Kelly and Frank Sinatra in a sophisticated tale of love, marriage, and social intrigue. Set amid the opulence of Newport's high society, Crosby plays C.K. Dexter Haven, a jazz musician embroiled in a complicated love triangle involving his ex-wife (Kelly) and an ambitious tabloid reporter (Sinatra). The film delivers effortless wit and sparkling chemistry between its three leads set to Cole Porter's unforgettable score which includes such hits as "True Love" and "You're Sensational." High Society remains an enduring testament to the Golden Age of Hollywood musicals and Bing Crosby's undeniable charisma.
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6Bing Crosby, Grace Kelly, William HoldenIn this riveting 1954 drama directed by George Seaton, Bing Crosby gives an Oscar-nominated performance as Frank Elgin – an alcoholic singer struggling to make a career comeback under his wife's watchful eye. Alongside powerhouse co-stars Grace Kelly (who won an Academy Award for her role) and William Holden, Crosby displays incredible range as he delves into darker territory than usual. Showcasing raw emotion rarely seen in his previous films, The Country Girl offers audiences a glimpse at the depths of Crosby's talent as an actor capable of traversing diverse characters and storylines with unparalleled finesse.
7Bing Crosby, Rhonda Fleming, William BendixBased on Mark Twain's classic novel, A Connecticut Yankee in King Arthur's Court is a 1949 musical comedy that stars Bing Crosby as Hank Martin – a resourceful mechanic who is transported back in time to sixteenth-century England. Filled with captivating songs and charming humor, this lighthearted film serves as a showcase for Crosby's ability to blend comedy, romance, and music seamlessly. Crosby's chemistry with co-stars Rhonda Fleming and William Bendix is a high point of the film which remains an entertaining romp through past and present – proving once again why Bing Crosby was one of cinema’s brightest stars.
8Bing Crosby, Bob Hope, Dorothy LamourReleased in 1942, Road to Morocco is another shining entry in the beloved Road to… series starring Bing Crosby alongside his trusted sidekick Bob Hope. Directed by David Butler, this delightful mix of comedy, adventure, music, and romance sees the duo shipwrecked on a perilous journey across North Africa where they stumble upon an Arabian Nights fantasy complete with princesses, spies, and danger at every turn. Showcasing their unmatched chemistry, Crosby and Hope deliver laughs aplenty alongside memorable songs such as “Moonlight Becomes You” and “Ain't Got a Dime to My Name,” ensuring Road to Morocco remains an enduring fan favorite in the annals of classic cinema.
9Bing Crosby, Bob Hope, Dorothy LamourThe sixth installment in the popular Road to… series, Road to Bali (1952) reunites Bing Crosby with his frequent co-star Bob Hope for yet another adventurous comedy full of witty banter, slapstick antics, and musical interludes. As two vaudeville performers seeking their fortune on the exotic island of Bali, Crosby and Hope demonstrate their impeccable comic timing while delivering unforgettable songs such as “Chicago Style” and “To See You.” With its blend of humor, action, romance – including the enchanting Dorothy Lamour – Road to Bali secures its place among the best Bing Crosby movies due to its enduring charm and unmistakable star power.
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10Bing Crosby, Bob Hope, Dorothy LamourThe 1946 comedy adventure Road to Utopia is another stellar entry in the popular "Road to..." series featuring Bing Crosby and Bob Hope at their comedic best. This time, the dynamic duo finds themselves on a madcap journey through Alaska's icy wilderness, searching for hidden gold while navigating an array of treacherous characters and humorous situations. With its catchy songs such as "Personality" and "Welcome to My Dream," the film provides ample opportunity for Crosby's smooth vocal talents to shine alongside Hope's impeccable wit. Road to Utopia is a prime example of classic Hollywood entertainment that still captivates today.
11Bing Crosby, Fred Astaire, Joan CaulfieldBlue Skies (1946) is a star-studded musical romance showcasing Bing Crosby's incredible talent alongside Fred Astaire and Joan Caulfield. With its captivating storyline set against the backdrop of the entertainment industry – from vaudeville to radio – the film offers audiences an unforgettable journey through love, ambition, and betrayal set to Irving Berlin's memorable score. Standout numbers such as “A Couple of Song and Dance Men” and “Puttin' on the Ritz” highlight Crosby's effortless charm paired with Astaire's peerless dancing prowess. Directed by Stuart Heisler and Mark Sandrich, Blue Skies remains a shining example of Golden Age Hollywood musicals that will continue to enchant audiences for generations to come.
12Bing Crosby, Edith Fellows, Louis ArmstrongBing Crosby displays his characteristic charm and exceptional singing abilities in this heartwarming 1936 musical drama directed by Norman Z. McLeod. As Larry Poole, a wandering troubadour with a sincere heart, Crosby encounters various individuals in need of hope and inspiration – all while crooning unforgettable tunes like "Let's Call a Heart a Heart" and the titular "Pennies from Heaven." The film also stars Louis Armstrong, providing an added layer of musical excellence that cements Pennies from Heaven as one of Bing Crosby's most enchanting movies.
13Bing Crosby, Claude Dauphin, Christian FourcadeIn this moving 1953 drama, Bing Crosby stars as Bill Wainwright – an American war correspondent searching for his missing son in post-World War II France. Showcasing a depth of emotion and raw vulnerability seldom seen in his previous work, Crosby's portrayal of a desperate father on a heartrending quest is both captivating and genuine. Paired with Claude Dauphin and Christian Fourcade, Little Boy Lost is bolstered by its strong supporting cast that enhances the film's emotional resonance while serving as an enduring testament to Crosby's acting abilities beyond the realm of song and dance.
14Bing Crosby, Jane Wyman, Franchot ToneFrank Capra directs Bing Crosby in this delightful 1951 romantic comedy about Pete Garvey (Crosby), an American reporter seeking love while juggling career responsibilities and family obligations overseas. Showcasing his undeniable charisma and smooth singing voice in numbers like "In The Cool, Cool, Cool Of The Evening," which won an Academy Award for Best Original Song, Crosby excels at blending humor with heartfelt sentimentality in Here Comes the Groom. His lively chemistry with co-stars Jane Wyman and Alexis Smith adds further appeal to this charming tale of love conquering all obstacles.
15Debbie Reynolds, Bing Crosby, Stella StevensThis engaging 1959 musical comedy features Bing Crosby's effortless charisma as Father Conroy – a New York City priest who befriends showbiz performers and aids them in their various troubles. With its heartfelt messages about compassion, forgiveness, and redemption set against a glitzy Broadway backdrop, Say One for Me showcases how Crosby excelled at balancing light-hearted humor with sincere emotion. Notable musical numbers include "The Secret of Christmas" and "The Night That Rock 'n Roll Died," adding further appeal to this tale of faith triumphing over adversity.
16Bing Crosby, Bob Hope, Dorothy LamourIn this 1947 comedic adventure – the fifth installment in the successful Road to... series – Bing Crosby reunites with Bob Hope as they embark on a zany journey aboard a cruise ship bound for Rio de Janeiro. Featuring beloved tunes such as "But Beautiful" and "You Don't Have to Know the Language," Road to Rio serves as yet another showcase for Crosby's effortless crooning talent alongside Hope's hilarious antics. With memorable performances from co-stars Dorothy Lamour, Gale Sondergaard, and the Wiere Brothers, Road to Rio remains an enduring testament to Bing Crosby's timeless appeal in the world of cinema.
17Eric Blore, J. Pat O'Malley, John McLeishBing Crosby lends his enchanting voice to this 1949 animated classic from Walt Disney Productions, which features two separate stories – one based on Washington Irving's The Legend of Sleepy Hollow, the other on Kenneth Grahame's The Wind in the Willows. As the mellifluous narrator for Sleepy Hollow, Crosby masterfully weaves together both suspenseful moments and lighthearted interludes with unforgettable songs like "The Headless Horseman" and "Ichabod." His distinctive vocal stylings add yet another layer of charm to The Adventures of Ichabod and Mr. Toad, making it an essential entry in any list celebrating Bing Crosby's illustrious filmography.
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18Top o' the Morning
Bing Crosby, Ann Blyth, Barry FitzgeraldBing Crosby stars as an American insurance investigator on a mission to recover a stolen Irish artifact in this 1949 musical romantic comedy directed by David Miller. Showcasing his signature charm and pipes with songs like "Oh, 'Tis Sweet to Think" and "You're in Love with Someone Else," Crosby demonstrates his ability to captivate audiences while sharing delightful chemistry with co-stars Barry Fitzgerald and Ann Blyth. Filled with humor, romance, and enchanting melodies, Top o' the Morning is another shining example of why Bing Crosby continues to be celebrated as one of Hollywood's most treasured talents.
19Man on Fire
Bing Crosby, Inger Stevens, Mary FickettIn this gripping 1957 drama directed by Ranald MacDougall, Bing Crosby delivers an intense performance as Earl Carleton – a man grappling with personal demons while seeking custody of his young son amidst a bitter divorce battle. Demonstrating remarkable range beyond his characteristic charm and smooth singing voice, Crosby imbues Man on Fire with emotional weight that resonates deeply with viewers even today. Paired alongside Inger Stevens and Mary Fickett, his portrayal serves as proof that he was more than just a crooner – he was a versatile actor with an indelible mark on the world of cinema.
20Bing Crosby, Bob Hope, Joan CollinsThe final installment in the beloved Road to... series, The Road to Hong Kong (1962) reunites Bing Crosby with Bob Hope once more for an uproarious adventure filled with spy intrigue and hilarious hijinks. This time around, the duo finds themselves enmeshed in international espionage involving secret formulas and sinister villains while trekking across Asia's exotic locales. Despite being released almost two decades after their first collaboration in Road to Singapore (1940), The Road to Hong Kong proves that Crosby and Hope still possessed undeniable chemistry that easily translated into laugh-out-loud entertainment for audiences worldwide.
21Bing Crosby, Shirley Ross, Bob 'Bazooka' BurnsThis delightful 1937 musical comedy, directed by Frank Tuttle, stars Bing Crosby as Tony Marvin, a press agent tasked with arranging a Hawaiian wedding for a beauty contest winner (Shirley Ross). Set against the stunning backdrop of idyllic island scenery, Waikiki Wedding provides ample opportunity for Crosby to showcase his inimitable charm and smooth vocal talents through memorable songs like "Sweet Leilani" and "Blue Hawaii." With its blend of romance, humor, and captivating melodies, this film remains an enjoyable addition to any Bing Crosby movie collection.
22Ann-Margret, Alex Cord, Bing CrosbyThis 1966 Western remake of John Ford's 1939 classic features Bing Crosby in a memorable supporting role as Doc Josiah Boone – a hard-drinking physician caught up in a dangerous cross-country journey alongside an eclectic group of travelers. With its gritty atmosphere and high-stakes action sequences, Stagecoach provides Crosby with ample opportunity to explore new territory beyond his usual musical comfort zone while sharing the screen with notable co-stars such as Ann-Margret, Red Buttons, and Slim Pickens. As both an homage to a beloved cinematic masterpiece and an exploration of Bing Crosby's range as an actor, Stagecoach remains a fascinating entry in his storied career.
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23Bing Crosby, Joan Caulfield, Barry FitzgeraldIn this heartening 1947 drama directed by Elliott Nugent, Bing Crosby stars as Dr. James Pearson – a young physician who arrives in a small town to cover for the local doctor while he takes a much-needed vacation. Faced with initial resistance from the tight-knit community that resists change, Dr. Pearson gradually earns their trust through kindness, empathy, and an unwavering commitment to his patients' well-being. Featuring unforgettable musical numbers such as “Smile Right Back at the Sun” and “As Long As I'm Dreaming,” Welcome Stranger serves as another reminder of Crosby's captivating presence on screen.
24Bing Crosby, Joan Fontaine, Roland CulverIn this delightful 1948 musical comedy directed by Billy Wilder, Bing Crosby stars as Virgil Smith – a gramophone salesman who travels to Vienna with his dog Buttons to sell his wares to Emperor Franz Joseph (Richard Haydn). Set against a picturesque backdrop filled with lavish costumes and stunning set pieces, The Emperor Waltz showcases Crosby's smooth vocal stylings through memorable songs such as "Friendly Mountains" and "I Kiss Your Hand, Madame." Through charming performances from its talented cast – including Joan Fontaine as love interest Countess Johanna Augusta Franziska von Stolzenberg-Stolzenberg – this enchanting tale continues to captivate audiences with its blend of humor, romance, and irresistible melodies.
25Bing Crosby, Ethel Merman, Ida LupinoIn this lively 1936 musical comedy adaptation of the hit Broadway show, Bing Crosby stars as Billy Crocker – a stowaway aboard an ocean liner who finds himself entangled in a web of mistaken identity, high-stakes gambling, and romantic complications. With its unforgettable Cole Porter score featuring such timeless classics as "I Get a Kick Out of You" and "You're the Top," Anything Goes offers abundant opportunities for Crosby to demonstrate his effortless charm and smooth vocal talents alongside talented co-stars Ethel Merman and Charles Ruggles.
26Bing Crosby, Bob Burns, Frances FarmerBing Crosby headlines this charming 1936 musical Western directed by Norman Taurog as cowboy singer Jeff Larabee. Featuring catchy tunes such as "I Can't Escape from You" and "Empty Saddles," Rhythm on the Range showcases Crosby's innate ability to captivate audiences with his warm vocals while expertly navigating comedic situations involving spirited horses, runaway brides, and scheming bandits. Alongside co-stars Frances Farmer and Bob Burns, this entertaining romp through the Old West remains a testament to Bing Crosby's enduring appeal.
27Bing Crosby, Bob Hope, Dorothy LamourIn this zany 1941 adventure-comedy – the second entry in the successful Road to... series – Bing Crosby teams up once again with Bob Hope for more madcap escapades filled with laughter, music, and romance. As two carnival performers stranded in Africa after being duped into buying a diamond mine that doesn't exist, Crosby and Hope encounter numerous obstacles while attempting to outwit con artists, crooked businessmen, and even ferocious gorillas. With its clever blend of humor and heart rendered through memorable performances by its charismatic leads, Road to Zanzibar showcases why Bing Crosby remains an enduring icon in the pantheon of entertainment.
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28Bing Crosby, Fabian, Tuesday WeldDirected by Blake Edwards, this lighthearted 1960 comedy stars Bing Crosby as Harvey Howard – a middle-aged millionaire who enrolls in college to prove that it's never too late to pursue one's dreams. Amid various comedic escapades involving dormitory life, fraternity pledge rituals, and romantic entanglements, High Time features memorable musical moments such as “The Second Time Around” that showcase Crosby's effervescent charm. With its uplifting message about personal growth and self-discovery at any age, this film remains an enjoyable entry in Bing Crosby's diverse cinematic catalog.
29Bing Crosby, Bob Hope, Dorothy LamourThe first installment in the wildly popular Road to... series, Road to Singapore (1940) marks the beginning of Bing Crosby's fruitful collaboration with Bob Hope that would span two decades and seven films. As two playboys escaping romantic entanglements by fleeing to exotic Singapore, Crosby and Hope demonstrate their impeccable comic timing and undeniable chemistry in this lighthearted adventure filled with humorous antics, catchy songs – including “Too Romantic” and “Captain Custard” –and delightful interludes featuring Dorothy Lamour. With its blend of laughs, romance, music, and adventure, Road to Singapore serves as an essential starting point for any Bing Crosby aficionado.
30Bing Crosby, Coleen Gray, Charles BickfordIn this entertaining 1950 musical comedy directed by Frank Capra, Bing Crosby stars as singing jockey Dan Brooks, who dreams of winning the big race with an unlikely thoroughbred named Broadway Bill. Showcasing his legendary charm and vocal prowess through memorable songs such as "Sunshine Cake" and "The Horse Told Me," Riding High demonstrates why Crosby remains a beloved figure in the world of cinema. Alongside co-stars Coleen Gray, Charles Bickford, and Frances Gifford, this uplifting tale of perseverance and good fortune is sure to win over the hearts of viewers time and time again.
