945 voters

The Best Frank Sinatra Movies

Updated September 23, 2019 5.7k votes 945 voters 67.1k views

List RulesVote for your favorite movies, regardless of critic reviews or how big the role was.

List of the best Frank Sinatra movies, ranked best to worst with movie trailers when available. Frank Sinatra's highest grossing movies have received a lot of accolades over the years, earning millions upon millions around the world. The order of these top Frank Sinatra movies is decided by how many votes they receive, so only highly rated Frank Sinatra movies will be at the top of the list. Frank Sinatra has been in a lot of films, so people often debate each other over what the greatest Frank Sinatra movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Frank Sinatra films to end the squabble once and for all.

If you think the best Frank Sinatra role isn't at the top, then upvote it so it has the chance to become number one. The greatest Frank Sinatra performances didn't necessarily come from the best movies, but in most cases they go hand in hand.

This list below has everything from Cannonball Run II to The Kissing Bandit.

"This list answers the questions, "What are the best Frank Sinatra movies?" and "What are the greatest Frank Sinatra roles of all time?"


  • 1

    From Here to Eternity

    Frank Sinatra, Burt Lancaster


    Directed byFred Zinnemann

    From Here to Eternity is a 1953 drama film directed by Fred Zinnemann and based on the novel of the same name by James Jones. The picture deals with the tribulations of three soldiers, played by Burt...  more

    More From Here to Eternity 

    #233 of 277 The Top Tearjerker Movies That Make Men Cry#42 of 93 The Very Best Oscar-Winning Movies For Best Picture

  • 2

    The Manchurian Candidate

    Frank Sinatra, Angela Lansbury


    Directed byJohn Frankenheimer

    The Manchurian Candidate is a 1962 American Cold War suspense thriller directed by John Frankenheimer that stars Frank Sinatra, Laurence Harvey and Janet Leigh and co-stars Angela Lansbury, Henry...  more

    More The Manchurian Candidate 

    #78 of 232 The Best Psychological Thrillers of All Time#699 of 1,506 The Most Rewatchable Movies

  • 3

    Take Me Out to the Ball Game

    Frank Sinatra, Gene Kelly


    Directed byBusby Berkeley

    Take Me Out to the Ball Game is a 1949 Technicolor musical film starring Frank Sinatra, Esther Williams, and Gene Kelly. The movie was directed by Busby Berkeley. The title and nominal theme is taken...  more
  • 4

    Ocean's 11

    Frank Sinatra, Shirley MacLaine


    Directed byLewis Milestone

    Ocean's 11 is a 1960 heist film directed by Lewis Milestone and starring five Rat Packers: Peter Lawford, Frank Sinatra, Dean Martin, Sammy Davis, Jr. and Joey Bishop. Centered on a series of Las...  more
  • 5

    Von Ryan's Express

    Frank Sinatra, James Brolin


    Directed byMark Robson

    Von Ryan's Express is a 1965 WWII adventure film about a group of Allied prisoners who after Italy's armistice with the Allies in September 1943, conduct a daring mass escape by hijacking a freight...  more

    More Von Ryan's Express 

    #65 of 175 The Best Movies Of The '60s#10 of 46 The Best 60s War Movies

  • 6

    Sergeants 3

    Frank Sinatra, Dean Martin


    Directed byJohn Sturges

    Sergeants 3 is a 1962 remake of Gunga Din set in the American West, directed by John Sturges and featuring Rat Pack icons Frank Sinatra, Dean Martin, Sammy Davis, Jr., Peter Lawford, and Joey Bishop....  more
  • 7

    High Society

    Frank Sinatra, Grace Kelly


    Directed byCharles Walters

    High Society is a 1956 American musical comedy film directed by Charles Walters and starring Bing Crosby, Grace Kelly, and Frank Sinatra. The film was produced by Sol C. Siegel for...  more

    More High Society 

    #284 of 783 The Greatest Chick Flicks Ever Made#10 of 38 The Best '50s Romantic Comedies

  • 8

    Frank Sinatra: Sinatra in Concert at Royal Festival Hall

    Frank Sinatra


    Directed byBill Miller

  • 9


    Frank Sinatra, Shirley MacLaine


    Directed byWalter Lang

    Can-Can is a 1960 musical film made by Suffolk-Cummings productions and distributed by 20th Century Fox. It was directed by Walter Lang, produced by Jack Cummings and Saul Chaplin, from a screenplay...  more
  • 10

    Some Came Running

    Frank Sinatra, Shirley MacLaine


    Directed byVincente Minnelli

    Some Came Running is a 1958 film directed by Vincente Minnelli....  more
  • 11

    The Man with the Golden Arm

    Frank Sinatra, Kim Novak


    Directed byOtto Preminger

    The Man with the Golden Arm is a 1955 American drama film, based on the novel of the same name by Nelson Algren, which tells the story of a heroin addict who gets clean while in prison, but struggles...  more
  • 12


    Frank Sinatra, Sterling Hayden


    Directed byLewis Allen

    Suddenly is a 1954 American film noir thriller directed by Lewis Allen with a screenplay written by Richard Sale. The drama features Frank Sinatra, Sterling Hayden, James Gleason and Nancy Gates,...  more
  • 13

    Young at Heart

    Frank Sinatra, Doris Day


    Directed byGordon Douglas

    Young at Heart is a 1954 musical film starring Doris Day and Frank Sinatra, directed by Gordon Douglas, and featuring a supporting cast including Gig Young, Ethel Barrymore, Alan Hale, Jr. and...  more
  • 14

    The Tender Trap

    Frank Sinatra, Debbie Reynolds


    Directed byCharles Walters

    The Tender Trap is a CinemaScope comedy starring Frank Sinatra, Debbie Reynolds, David Wayne, and Celeste Holm. Based on the 1954 play The Tender Trap by Max Shulman and Robert Paul Smith, it marked...  more
  • 15

    That's Entertainment!

    Elizabeth Taylor, Liza Minnelli


    Directed byJack Haley, Jr.

    That's Entertainment! is a 1974 compilation film released by Metro-Goldwyn-Mayer to celebrate its 50th anniversary. It was followed by two sequels and a related film called That's Dancing!. The film,...  more

    More That's Entertainment! 

    #38 of 57 The Best Elizabeth Taylor Movies#6 of 46 The Best Fred Astaire Movies

  • 16

    Around the World in 80 Days

    Frank Sinatra, Shirley MacLaine


    Directed byMichael Anderson

    Around the World in 80 Days is a 1956 Technicolor epic action adventure comedy film starring David Niven and Cantinflas, produced by the Michael Todd Company and released by United Artists. The epic...  more

    More Around the World in 80 Days 

    #61 of 1,195 Every Oscar Winning Film Ever#908 of 1,141 The Absolute Funniest Movies Of All Time

  • 17

    Anchors Aweigh

    Frank Sinatra, Gene Kelly


    Directed byGeorge Sidney

    Anchors Aweigh is a 1945 American Technicolor musical comedy film directed by George Sidney and starring Frank Sinatra, Kathryn Grayson, and Gene Kelly, in which two sailors go on a four-day shore...  more

    More Anchors Aweigh 

    #18 of 35 The Very Best Classic Musical Movies, Ranked#75 of 101 The Best Oscar-Winning Scores

  • 18

    None but the Brave

    Frank Sinatra, Clint Walker


    Directed byFrank Sinatra

    None but the Brave, also known as Yūsha nomi in Japan, is a 1965 war film starring Frank Sinatra, Clint Walker, Tatsuya Mihashi, Tommy Sands and Brad Dexter. This is the only film directed by Frank...  more

    More None but the Brave 

    #285 of 376 The 50+ Best War Movies Ever Made, Ranked#103 of 223 The Greatest World War II Movies of All Time

  • 19

    Pal Joey

    Frank Sinatra, Rita Hayworth


    Directed byGeorge Sidney

    Pal Joey is a 1957 American Technicolor musical film, loosely adapted from the musical play of the same name, and starring Rita Hayworth, Frank Sinatra, and Kim Novak. Jo Ann Greer sang for Hayworth,...  more
  • 20

    Till the Clouds Roll By

    Frank Sinatra, Judy Garland


    Directed byVincente Minnelli, Richard Whorf

    Till The Clouds Roll By is a 1946 American musical film made by MGM. The film is a fictionalized biography of composer Jerome Kern who was originally involved with the production of the film. Till...  more

    More Till the Clouds Roll By 

    #52 of 54 The Best Movies 'Loosely' Based on True Stories#13 of 27 The Best Musicals On Amazon Prime

  • 21

    On the Town

    Frank Sinatra, Gene Kelly


    Directed byStanley Donen, Gene Kelly

    On the Town is a 1949 musical film with music by Leonard Bernstein and Roger Edens and book and lyrics by Betty Comden and Adolph Green. It is an adaptation of the Broadway stage musical of the same...  more

    More On the Town 

    #79 of 110 The Best Dance Movies Ever Made#87 of 207 Musical Movies With the Best Songs

  • 22

    Meet Danny Wilson

    Frank Sinatra, Shelley Winters


    Directed byJoseph Pevney

    Meet Danny Wilson is a 1952 film starring Frank Sinatra and Shelley Winters. The movie was directed by Joseph Pevney and written by Don McGuire. Sinatra, during his famous career slump between his...  more
  • 23

    The Miracle of the Bells

    Frank Sinatra, Fred MacMurray


    Directed byIrving Pichel

    The Miracle of the Bells is a 1948 film produced by RKO. It stars Fred MacMurray, Alida Valli, Frank Sinatra, and Lee J. Cobb. Directed by Irving Pichel, with a script by Quentin Reynolds and Ben...  more
  • 24

    Contract on Cherry Street

    Frank Sinatra, Martin Balsam


    Directed byWilliam A. Graham

    Contract on Cherry Street is a film version of a novel written by Phillip Rosenberg about a New York police detective, adapted for television in 1977 by Frank Sinatra's production company Artanis and...  more
  • 25

    Higher and Higher

    Frank Sinatra, Mel Tormé


    Directed byTim Whelan

    Higher and Higher is a 1944 musical film starring Michèle Morgan, Jack Haley, and Frank Sinatra, loosely based on a 1940 Broadway musical written by Gladys Hurlbut and Joshua Logan. The film version,...  more