Artists Like Frank Sinatra (similar music you're guaranteed to love!)

35 Artists Like Frank Sinatra (similar music you’re guaranteed to love!)

Francis Albert Sinatra was an American singer and actor. His nickname was “Chairman Of The Board” and is considered to be one of the most popular entertainers of the 1940s, 50s and 60s. He is estimated to have sold 150 million records.

If you are a Frank Sinatra fan and are looking for other artists like Frank Sinatra, keep reading. We have found 35 artists like Frank Sinatra for your musical appreciation.

Dean Martin

Dino Paul Crocetti, better known as Dean Martin was an American singer, comedian and actor. He was nicknamed “The King Of Cool” and became one of the most popular acts in Las Vegas. He was known to be friends with Frank Sinatra and Sammy Davis Jr. Along with a few others they formed “The Rat Pack”

Bing Crosby

Harry Lillis “Bing” Crosby Jr. was an American singer and actor. He was one of the most popular and influential artists of the 20th century, and without him, Frank Sinatra would probably never have become a singer. He apparently had a picture of Bing on his wall when he was a teenager. His christmas song “White Christmas” was the most successful Christmas song of all time according to the Guinness World Records.

Nat King Cole

Nathaniel Adams Coles, better known as Nat King Cole was an American singer, jazz pianist, songwriter and actor. He recorded in excess of 100 hit songs. He also acted in films, TV shows and appeared in Broadway shows. Frank Sinatra is quoted as having said that whenever he wanted to relax, he’d put on one of Nat’s records.

Bobby Darin

Walden Robert Cassotto better known as Bobby Darin was an American singer/songwriter, musician and actor. He started his career as a songwriter for Connie Francis and released his first single “Splish Splash” in 1958, it sold more than a million copies. His following singles included “Dream Lover”, “Beyond The Sea” and “Mack The Knife”. In total he released 46 albums and numerous singles.

Louis Prima

Louis Leo Prima was an American singer/songwriter, trumpeter and band leader. His main musical genres were New Orleans jazz, jump blues and swing music, but he crossed over into various genres throughout his life. He was from a Sicilian background, a fact he was proud of. He used to add Italian and Sicilian elements into his songs which opened doors for other Italian-Americans and singers of other ethnicities to display their roots.

Ella Fitzgerald

Ella Jane Fitzgerald was an American jazz singer. She had a pure tone and was often called “The First Lady Of Song” or “The Queen Of Jazz”. She collaborated with many artists including; Duke Ellington, Louis Armstrong and The Ink Spots.

Sammy Davis Jr.

Samuel George Davis Jr. was an American singer, dancer, comedian, actor, film and TV producer. Blind in one eye due to a car crash, Sammy converted to Judaism as he found common ground between the oppression experienced by the African-American and Jewish communities. Frank Sinatra and Sammy Davis Jr. were friends for many years and worked together for many years on stage as well.

Perry Como

Pierino Ronald “Perry” Como was an American singer, actor and TV star. After signing with RCA Victor in 1943, he remained with them right up until he retired 44 years later. He released 66 albums, and has sold more than 100 million records worldwide. 

Rosemary Clooney

Rosemary Clooney was an American singer and actress. She released a total of 87 albums and received numerous awards. Frank Sinatra and Rosemary Clooney performed together a number of times and sounded great together.

Michael Bublé

Michael Steven Bublé is a Canadian singer whose first album reached the top 10 on the UK and Canadian album charts. It was his 2007 album “Call Me Irresponsible” that gained him international success. It reached number 1 in the UK, the US, Canada, Australia and many European countries as well. His first singing performances were in nightclubs when he was 16 years old. His grandfather was a plumber and offered his plumbing services in exchange for stage time for his grandson.

Louis Armstrong

Louis Daniel Armstrong was an American singer and trumpeter and was one of the most influential jazz personalities of his age. His career stretched 5 decades and he released more than 30 original albums. Once, when on tour in Australia he was asked if he could play “Bebop” he replied “”I just play music. Guys who invent terms like that [Bebop] are walking the streets with their instruments under their arms.”

Doris Day

Doris Day was An American singer, actress and animal rights activist. She started her musical career as a singer with a big band and in 1945, 2 of her recordings with “Les Brown And His Band Of Renown” reached number 1 which were; “Sentimental Journey” and “My Dreams Are Getting Better All The Time”. She left the band to pursue a solo career and recorded in excess of 650 songs in the 20 year period between 1947-67.

Julie London

Julie London was an American singer and actress who recorded more than 30 albums between 1955 and 1969. Her career spanned in excess of 40 years and she was known for her sultry, contralto voice. Her acting career included the lead female role in numerous Western movies and she starred alongside many leading actors of the time including; Rock Hudson, Robert Taylor, Gary Cooper and Robert Mitchum.

Tony Bennett

Anthony Dominick Benedetto, better known as Tony Bennett is an American singer and artist. He is the founder of the Frank Sinatra School of the Arts in Astoria, Queens, New York. A WWII veteran, Bennett started his singing career after signing with Columbia Records and had his first number 1 song “Because Of You” in 1951. He has released more than 70 albums and written a number of books too.

Etta Jones

Etta Jones was an American singer who was particularly prominent in the jazz genre. She released 35 albums and was inducted into the Grammy Hall of Fame. Although she never made it big commercially, those in the music business know she was a massive talent.

Andy Williams

Howard Andrew Williams was an American singer and he released 43 albums during his long career. He hosted the award winning “Andy Williams Show” from 1962 to 1971 and sold more than 45 million albums worldwide.

The Ink Spots

The Ink Spots were an American jazz vocal group who found international fame during the 1930s-40s. The Ink Spots bridged the prejudice gap and were accepted as entertainers in both black and white communities. Their music was the prerunner to rock and roll and R&B. In 1989 they were inducted into the Rock and Roll Hall of Fame, and in 1999 they were inducted into the Vocal Group Hall of Fame.

Sal Valentinetti

Since coming 5th on America’s Got Talent in 2016, Sal Valentinetti has become a recording star. His 1st solo album “The Voice”, an EP has covers dedicated to fans of Frank Sinatra. His 2nd entitled “Little Valentine” is a treat for Sinatra fans.

Billie Holiday

Eleanora Fagan, better known as Billie Holiday, was an American jazz and swing singer. She was nicknamed “Lady Day” by her music partner and friend Lester Young. She won 4 Grammy Awards and was inducted into the Grammy Hall of Fame, the National Rhythm and Blues Hall of Fame and the Rock and Roll Hall of Fame.

Dinah Washington

 Ruth Lee Jones, better known as Dinah Washington was an American singer and pianist. She was one of the most popular black female recording artists of the 1950s. She performed in a number of styles including; blues, R&B and pop. Often called “The Queen of the Blues”, she was inducted into the Alabama Jazz Hall of Fame and the Rock and Roll Hall of Fame. 

Diana Krall

Diana Krall is a Canadian jazz singer and pianist. She has sold more than 15 million albums worldwide and is well known for her contralto vocals. She is the only jazz artist to have had 8 album debuts at number 1 on the Billboard jazz albums chart. She has won 3 Grammy Awards and 8 Juno Awards.

Johnny Mathis

John Royce Mathis is an American singer and a highly popular album artist. He has sold more than 400 million records worldwide which makes him the 3rd biggest selling artist of the 20th century after Elvis Presley and Frank Sinatra. 

Landau Eugene Murphy Jr.

Landau Eugene Murphy Jr. is an American jazz singer who won the 6th season of the reality TV show “America’s Got Talent”. So far he has released 4 studio albums and he has performed all around the world.

Matt Dusk

Matthew-Aaron Dusk is a Canadian jazz singer and has released 8 albums so far. He has a voice so reminiscent of Sinatra especially when singing covers of Frank’s. We recommend his cover album called “Sinatra”.

Harry Connick Jr.

Joseph Harry Fowler Connick Jr. is an American singer, composer, pianist, actor and TV host. He has sold in excess of 28 million albums worldwide and recorded more than 30 albums. 

Seth McFarlane

Seth Woodbury MacFarlane is an American actor, producer, screenwriter, director and singer. He is the creator of the TV series “Family Guy” and co-creator of “American Dad”. He has a baritone voice and trained with the same vocal coaches as Frank Sinatra and Barbra Streisand.

Keely Smith

Keely Smith was an American singer who performed and recorded during the 1950s with her husband Louis Prime and in the 60s as a solo artist. The couple were probably best known for their hit song “That Old Black Magic” which remained in the charts for 18 weeks.

Paul Anka 

Paul Albert Anka is a Canadian-American singer/songwriter and actor. His first single “Diana” went to number 1 on the US and Canadian charts and is still one of the best selling singles of any Canadian artist. He wrote the song “It Doesn’t Matter Anymore” which Buddy Holly recorded just prior to his death in 1959. Paul Anka gave all of his composer’s royalty to Buddy Holly’s widow saying “It’s the least I could do”.

Peggy Lee

Norma Deloris Egstrom, better known as Peggy Lee was an American singer/songwriter, composer and actress. Starting as vocalist on a local radio station, her career lasted for almost 70 years. She recorded more than 1,100 songs and composed over 270.

Dick Haymes

Richard Benjamin Haymes was an Argentinian singer and actor. He was one of the most popular male singers of the 1940s and 50s. When he was 17 he moved to Los Angeles and worked as a stunt man and film double. When he was 19 he moved to New York City and worked as a vocalist for numerous big bands. In 1942 Frank Sinatra introduced him as his replacement in the Tommy Dorsey band.

Vic Damone

Vito Rocco Farinola, better known as Vic Damone was an American singer, actor, radio and TV presenter and entertainer. He met Perry Como when they were in a lift together, Vic sang for him and Como introduced him to a friend for an audition.

Nina Simone

Eunice Kathleen Waymon, better known as Nina Simone was an American singer/songwriter, pianist and civil rights campaigner. She was well known for singing classical, gospel, pop, blues, R&B and jazz. 

Jack Jones

John Allan Jones, known professionally as Jack, is an American singer and actor. He started his musical career in 1959 and is still performing to this day. He is a regular performer in Las Vegas and is probably best known for his recordings of  “Lollipops and Roses”, “Wives and Lovers”, “The Impossible Dream” and “This World Is Yours”.

Mel Tormé

Melvin Howard Tormé was an American singer, drummer, actor, composer, arranger, and author. Nicknamed “The Velvet Fog” he composed the music for “The Christmas Song”  (chestnuts roasting on an open fire) and co-wrote the lyrics.

Etta James

Jamesetta Hawkins, better known as Etta James was an American singer who performed songs in various genres including; Rock and Roll, jazz, R&B, gospel, soul and blues. She started her singing career in 1954 and is probably best known for her hits “At Last” and “I’d Rather Go Blind”.

Can You Think Of Any More?

That’s our 35 artists like Frank Sinatra, can you think of any more? Let us know in the comments below.

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