| ANCHORSAWEIGH | 1945 film musical with Frank Sinatra and Gene Kelly (7,6) |
| STATEFAIR | 1945 film musical with the song "It Might As Well Be Spring" |
| THETENDERTRAP | Which 1955 film with Frank Sinatra and Debbie Reynolds includes a song with the same title? (3,6,4) |
| YOLANDAAND | 1945 film musical starring Fred Astaire and Lucille Bremer set in the country of Patria (7,3,3,5) |
| NELSONRIDDLE | ____, a 1A player in Tommy Dorsey's orchestra, later worked as an arranger, with Frank Sinatra and Linda Ronstadt among others |
| AWEIGH | 1945 musical comedy film starring Frank Sinatra and Gene Kelly, Anchors ... |
| ONTHETOWN | 1949 musical film starring Frank Sinatra and Gene Kelly (2,3,4) |
| TAKEME | Contrived but colourful turn-of-the-century musical, with Esther Williams taking over Frank Sinatra and Gene Kelly's baseball team, ... Out To The Ball Game (4,2) |
| BALL | Esther Williams took over Frank Sinatra and Gene Kelly's baseball team in Take Me Out To The ... Gam |
| FROM | 1954 film with Frank Sinatra, ---- Here to Eternity (4) |
| SANDS | ____ Hotel and Casino, venue near Las Vegas associated with Frank Sinatra (5) |
| SINGININTHERAIN | Film musical with Gene Kelly and Debbie Reynolds |
| RIDDLE | Nelson, American musician known for his collaborations with Frank Sinatra (6) |
| MYWAY | Classic song associated with Frank Sinatra (2,3) |
| BONO | He sang "I've Got You Under My Skin" with Frank Sinatra on "Duets" |
| THATSLIFE | Song associated with Frank Sinatra which includes the line: "I've been a puppet, a pauper, a pirate, a poet" (5,4) |
| XANADU | 1980 film musical starring Olivia Newtonjohn and Gene Kelly (6) |
| CHARISSE | Cyd ___, dancer and actress who appeared with Fred Astaire and Gene Kelly in (8) |
| AGES | Rock Of - - -, film musical with Tom Cruise and Russell Brand (4) |
| MAMMAMIA | 2008 film musical with Meryl Streep and Amanda Seyfried (5,3) |