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Frank Sinatra: Photos of the ‘Rat Pack’ Charmer & Oscar-Winning Actor

By:
Christina Casiano
May 14, 2022 6:00AM EDT
Moviestore/Shutterstock

Frank Sinatra was one of the most iconic singers of all-time, performing hits like ‘My Way.’ Check out photos of him here!

Frank Sinatra is one of the biggest names in the music business, even over 20 years after his death. The iconic singer made his debut with the album ‘The Voice of Frank Sinatra’ in 1946, and he’s been a lasting presence in the music and entertainment worlds ever since. Throughout his career, he sang a ton of hits, most notably, 1969’s ‘My Way,’ but he had plenty of other songs that are instantly recognizable like ‘Theme From New York, New York’ or ‘I’ve Got You Under My Skin.’

Frank was also an actor. He won the ‘Best Supporting Actor’ Academy Award in 1954 for his role in ‘From Here To Eternity.’ He also starred in numerous musical hits like ‘Guys And Dolls,’ and he had a starring role in the original ‘Ocean’s 11,’ heist him in 1960.

Throughout his life, Frank was also married four times, and had three children with his first wife, Nancy. Scroll through our gallery to check out photos of Frank Sinatra!

1 of 13

Frank Sinatra

Frank Sinatra
Snap/Shutterstock

Frank Sinatra poses in a stylish suit. His bowtie matched his iconic blue eyes.

November 10, 2021, 3:42PM
2 of 13

Frank Sinatra Jr., Nancy Sinatra, and AJ Lambert

Frank Sinatra Jr., Nancy Sinatra, and AJ Lambert
Kristin Callahan/Shutterstock

Frank Sinatra’s musical legacy lived on through his kids. His son Frank Jr. and daughter Nancy also had very successful careers in the music industry. His granddaughter AJ Lambert also grew up to be a singer.

November 10, 2021, 3:41PM
3 of 13

Frank Sinatra Solo

Frank Sinatra Solo
Moviestore/Shutterstock

Frank Sinatra had a huge musical discography and also many acting roles in movies. He made his film debut in an uncredited role in 1941’s ‘Las Vegas Nights.’ His last appearance was in the 1995 TV Movie ‘Young At Heart,’ which was also the title of one of his most famous films.

November 10, 2021, 3:42PM
4 of 13

Frank Sinatra in ‘Young At Heart’

Frank Sinatra in ‘Young At Heart’
Warner Bros/Kobal/Shutterstock

One of Frank Sinatra’s most famous film roles was in 1954’s ‘Young At Heart.’ He also performed the title song, which went on to be one of his biggest hits.

November 10, 2021, 3:43PM
5 of 13

Frank Sinatra & Ava Gardner

Frank Sinatra & Ava Gardner
Mgm/Kobal/Shutterstock

Frank Sinatra holds his wife Ava Gardner close. Frank was married four times. Ava was his second wife, and they were together from 1951 until 1957. After Ava, he married Mia Farrow from 1966 to 1968, and he married Barbara Marx from 1976 until his death. His first wife was Nancy from 1939 until 1951.

November 10, 2021, 3:42PM
6 of 13

Frank Sinatra Performing in 1979

Frank Sinatra Performing in 1979
Richard Drew/AP/Shutterstock

Frank Sinatra continued to be a popular touring act, even later in his life. He performed his hits in a dapper suit here at Nassau Coliseum in New York in 1979.

November 10, 2021, 3:42PM
7 of 13

‘Von Ryan’s Express’

‘Von Ryan’s Express’
20th Century Fox/Kobal/Shutterst

Frank Sinatra is pictured in 1965’s ‘Von Ryan’s Express’. The movie was a World War II adventure.

May 13, 2022, 4:04PM
8 of 13

‘Ocean’s Eleven’

‘Ocean’s Eleven’
Warner Bros/Kobal/Shutterstock

Frank Sinatra, Dean Martin, and Peter Lawford scheme in a scene from the original 1960s ‘Ocean’s Eleven’. The film followed Frank as Danny Ocean, who gathers a group of his World War II compatriots to pull off the ultimate Las Vegas heist.

May 13, 2022, 4:04PM
9 of 13

Frank Sinatra In 1957

Frank Sinatra In 1957
Bob Coburn/Columbia/Kobal/Shutte

Frank Sinatra looks slick in a photo from 1957. He was a true charmer!

May 13, 2022, 4:04PM
10 of 13

Frank Sinatra In 1945

Frank Sinatra In 1945
Snap/Shutterstock

Frank Sinatra looks fresh-faced in a scene from ‘Anchors Aweigh’ with Dean Stockwell in 1945. He was 30 at the time.

May 13, 2022, 4:04PM
11 of 13

Frank Sinatra In 1944

Frank Sinatra In 1944
Rko/Kobal/Shutterstock

Frank Sinatra in a 1944 portriat for RKO pictures. Handsome, as always.

May 13, 2022, 4:04PM
12 of 13

Frank Sinatra In 1958

Frank Sinatra In 1958
Everett/Shutterstock

Frank Sinatra appears in a black and white shot from 1958. You could see his smile from a mile away!

May 13, 2022, 4:04PM
13 of 13

Frank Sinatra In 1990

Frank Sinatra In 1990
Bill Kostroun/AP/Shutterstock

Frank Sinatra smiles during a concert on his 75th birthday at the Meadowlands Arena in East Rutherford, N.J., on Dec. 13, 1990. He passed away May 14, 1998 at Cedars-Sinai Medical Center in Los Angeles.

May 13, 2022, 4:05PM
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