Frank Sinatra Quiz - 61 Trivia Questions!

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Swing into the world of Frank Sinatra, the legendary crooner and entertainer whose voice and charisma made him an iconic figure in music history.

In which 1954 film did Frank Sinatra play a psychopathic killer posing as an FBI agent?

The Bad Seed
Suddenly
A New York Story
In the Big House

What was the name of Frank Sinatra's first album in six years, released in 1980?

Love and Romance
The New York Times
The World Is Yours
Trilogy

In which 1949 film did Gene Kelly and Frank Sinatra play baseball players?

The Big Parade
Take Me Out to the Ball Game
The Great Dictator
The Big Dipper

For which film did Frank Sinatra win an Academy Award for Best Supporting Actor?

The Little Colonel
The Great Gatsby
The Last Temptation
From Here to Eternity

In which 1941 film did Frank Sinatra make his film debut?

Las Vegas Nights
The Best Years of Our Lives
The Last of the Mohicans
The Great Gatsby

Which golfer was a close friend of Frank Sinatra?

Billy Ray Cyrus
Ken Venturi
David Toms
Bobby Jones

Who sang with Frank Sinatra and Count Basie at the London Palladium in 1975?

George Duke
Count Basie
Sarah Vaughan
David Bowie

What was the title of Frank Sinatra's first 12" LP, released in 1955?

In My Life
A Big City
In the Wee Small Hours
The Good Old Days

What was the title of Frank Sinatra's first album, released in 1946?

Frank Sinatra's Greatest Hits
The First Album
The Voice of Frank Sinatra
The Greatest Hits of Frank Sinatra

In which film did Frank Sinatra play a heroin addict?

The Man with the Golden Arm
The Big Country
The Big Sleep
The Great Gatsby

What was Frank Sinatra's best-selling album of 1993?

The Best of Frank Sinatra
Duets
The Way You Look Tonight
The Old Man's Voice

Who conducted Frank Sinatra's 73-piece symphony orchestra on the 1963 album 'The Concert'?

George Duke
Frank Sinatra's father
John Williams
Nelson Riddle

In which radio series did Frank Sinatra play Rocco Fortunato?

Rocky Fortune
My Left Foot
The Old Man and the Sea
The New Yorker

Who wrote an unofficial biography of Frank Sinatra, published in 1983?

Frank Sinatra's son
Kitty Kelley
The New York Times
Frank Sinatra

What was the title of Frank Sinatra's last TV special, broadcast in March 1960?

Welcome Home Elvis
Elvis
The Elvis Show
Elvis' Last Show

Which record label did Frank Sinatra sign with in 1943?

Columbia
RCA Victor
Capitol
Columbia and Atlantic

Who replaced Frank Sinatra on The Dorsey Show in 1942?

Bob Hope
John Denver
The Dorsey Show
Dick Haymes

Who wrote the song 'My Way' for Frank Sinatra?

Frank Sinatra's wife
John Denver
Paul Anka
Frank Sinatra

What was the title of Frank Sinatra's first Christmas album, released in 1948?

Christmas Songs
The First Christmas
The Christmas Story
The Old Folks' Home

What was Frank Sinatra's album of the year in 1959?

I Want You Back
Come Dance with Me!
Love Is in the Air
My Favorite Things

What was the title of Frank Sinatra's last album, released in 1970?

Watertown
A Bigger World
My Kind of Music
My Favorite Things

In which country did Frank Sinatra sing his last public concert?

New York
China
Japan
South America

In 1976 Frank Sinatra was inducted into the Sovereign Military Order of which country?

England
The Republic of Ireland
Italy
Malta

What was Frank Sinatra's only starring role in a TV movie?

A Good Old Boy
A Night in the Garden
The Biggest Loser
Contract on Cherry Street

Who duetted with Frank Sinatra on the song 'September Song'?

Frank Sinatra's wife
Bob Dylan
Frank Sinatra's father
John Denver

Who starred opposite Frank Sinatra in the 1962 film ‘The Manchurian Candidate’?

Laurence Harvey
Peter Sellers
Frank Sinatra
John Travolta

Which US President was closest to Frank Sinatra?

John F. Kennedy
Ronald Reagan
George Washington
President George Washington

With whom did Frank Sinatra record 'Bossa Nova' in 1967?

Frank Sinatra and His Orchestra
Antônio Carlos Jobim
The Temptations
David Sanborn

Who sang with Frank Sinatra at his last concert in 1990?

Ella Fitzgerald
The Four Seasons
Elvis Presley
His son

In which country did Frank Sinatra give a series of concerts in 1962?

Japan
South Africa
France
Israel

What was Frank Sinatra's record of the year in 1966?

A New York World
Strangers in the Night
A Little Night Music
My Funny Valentine

In which US city did Frank Sinatra die in 1998?

San Francisco
Chicago
Los Angeles
New York

In which US city did Frank Sinatra make his debut in 1951?

Chicago
Las Vegas
Los Angeles
New York

Which building in New York glowed blue to mark Frank Sinatra's 80th birthday?

New York Times building
The Empire State Building
Empire State Building
Times Square

What did Frank Sinatra never learn to read?

Books
The newspaper
Newspapers
Sheet music

Frank Sinatra voted for which US President in the 1972 Presidential election?

Bill Clinton
John F. Kennedy
Richard Nixon
George Bush

Which Chicago Sun Times columnist did Frank Sinatra call a pimp?

Steve Pearce
Mike Royko
David Rubens
Mike Rowe

Frank Sinatra received an Honorary Doctorate from which university in 1976?

University of Texas at Austin
University of Nevada, Las Vegas
University of Miami, Miami
University of Southern California

Who was Frank Sinatra's most frequent guest on his TV show?

Joey
Dean Martin
Frank Sinatra
Joey Madison

What was the name of Frank Sinatra's detective in the 1967 film 'Tony Rome'?

The Big Bopper
Tony Rome Jr.
The Detective
Tony Rome

What was awarded to Frank Sinatra in 1997?

Congressional Gold Medal
Presidential Medal of Freedom
Grand Slam
A lifetime achievement award

Which comedian partnered Frank Sinatra on USO tours during World War II?

Billy Bob Thornton
Phil Silvers
Charlie Chaplin
Joey

Who was Frank Sinatra's orchestral conductor on his radio shows in the 1940s and 1950s?

Charles Wilson
John Williams
Axel Stordahl
Frank Sinatra

In which US state was Frank Sinatra born?

Ohio
New York
Illinois
New Jersey

What was the name of Frank Sinatra's first wife?

Nancy
Betty
Mrs. Sinatra
Nancy Sinatra

Which US President presented Frank Sinatra with the Presidential Medal of Freedom in 1985?

George Washington
Ronald Reagan
Bill Clinton
Jimmy Carter

What was the title of Frank Sinatra's first solo No. 2 hit single, released in January 1954?

The World Is Yours
The Old Folks' Home
A New Day
Young at Heart

Frank Sinatra was the lead singer with which band from 1939 to 1940?

Tommy Dorsey
Joey Dee
The Four Seasons
The Everly Brothers

In which Gene Kelly musical did Frank Sinatra play a sailor on leave in Hollywood?

My Fair Lady
Anchors Aweigh
The Music of the Night
A Night at the Opera

What was the name of Frank Sinatra's record label?

Reprise
Atlantic
The Capitol Group
The RCA Victor Company

Which jazz musician partnered Frank Sinatra on the 1962 album 'It Might As Well Be Swing'?

Count Basie
Joe Williams
Joey Jones
Frank Sinatra and the Band

Frank Sinatra's godfather Willie Moretti was a member of which mafia family?

Genovese
Sicilian
Vito Genovese
Genovese's children

What was Frank Sinatra's last single release under the Columbia label?

I'm Yours
The Hucklebuck
The Old Man's House
A Good Old Boy

Who was Frank Sinatra's mistress in 1950?

Joan Blondell
A naughty girl
Ava Gardner
Thelma Ritter

Frank Sinatra was an ardent supporter of which political party until the early 1970s?

Republican Party
Conservatives
Democratic Party
Conservative Party

What was the title of Frank Sinatra's first solo album, released in October 1960?

My Favorite Things
A Great Singer
Nice 'n' Easy
I've Been Waiting For You

Which organisation kept Frank Sinatra under surveillance for almost five decades beginning in the 1940s?

The National Park Service
FBI
A private detective
The CIA

What was Frank Sinatra's first top ten hit?

A Night at the Opera
My Favorite Things
Imagination
The Best Years of My Life

What was Frank Sinatra's first commercial record?

Love Me, Love My Dog
A Good Man
From the Bottom of My Heart
My Way

Who was Frank Sinatra's last film co-star, who died of a heart attack in 1955?

Frank Sinatra
David Oyelowo
The Little Tramp
Lee J. Cobb

What was Frank Sinatra's Oscar-nominated song for the 1964 film 'Annie Hall'?

My Kind of Town
The Way We Were
I'm Not a Young Man
Where Are You Going, Frank?
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