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  2. May 4, 2021 · Every Gene Kelly & Frank Sinatra Movie, Ranked. By Helen Armitage. Published May 4, 2021. Link copied to clipboard. Here’s every movie that Gene Kelley and Frank Sinatra starred in together, ranked from worst to best. The Golden Age of Hollywood spawned many an iconic onscreen pairing.

    • Helen Armitage
  3. On the Town: Directed by Stanley Donen, Gene Kelly. With Gene Kelly, Frank Sinatra, Betty Garrett, Ann Miller. Three sailors wreak havoc as they search for love during a whirlwind 24-hour leave in New York City.

    • (18K)
    • Stanley Donen, Gene Kelly
    • Passed
    • Comedy, Musical, Romance
  4. Anchors Aweigh: Directed by George Sidney, Joseph Barbera, William Hanna. With Frank Sinatra, Kathryn Grayson, Gene Kelly, José Iturbi. A pair of sailors on leave try to help a movie extra become a singing star.

    • (9.2K)
    • Comedy, Fantasy, Musical
    • George Sidney, Joseph Barbera, William Hanna
    • 1945-08-13
  5. Anchors Aweigh is a 1945 American musical comedy film directed by George Sidney, starring Frank Sinatra, Kathryn Grayson, and Gene Kelly, with songs by Jule Styne and Sammy Cahn. The film also features José Iturbi, Pamela Britton, Dean Stockwell, and Sharon McManus.

    • July 19, 1945 (New York City)
    • Joe Pasternak
  6. With Frank Sinatra, Esther Williams, Gene Kelly, Betty Garrett. Two turn-of-the-century baseball players, who work in vaudeville during the off-season, run into trouble with their team's new female owner and a gambler who doesn't want them to win the pennant.

    • (4K)
    • Comedy, Musical, Romance
    • Busby Berkeley
    • 1949-04
  7. Take Me Out to the Ball Game is a 1949 American Technicolor musical film produced in the Arthur Freed unit of MGM. It stars Frank Sinatra, Esther Williams, Gene Kelly, Betty Garrett, Edward Arnold and Jules Munshin, and was directed by Busby Berkeley.

  8. The film was directed by Gene Kelly (who also choreographed) and Stanley Donen, in their directorial debut, and stars Kelly, Frank Sinatra, Betty Garrett, and Ann Miller, featuring Jules Munshin and Vera-Ellen.

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