Music

The Greatest Crooners of All Time 

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Updated July 13, 2020 29.2k votes 4.1k voters 80.7k views 66 items

Who are the greatest crooners of all time? This list of crooners includes many of the greatest male singers ever, in any genre, and there are some modern day, popular crooners included as well. Put simply, a crooner is a singer, typically male, who sings softly, slowly, and, often, sentimentally. Some of the best crooners of all time were masters of jazz standards. Crooning certainly emphasizes strong vocals.

Picture a huge, smoky ballroom full of people swaying to the music, as crooner singers stand on the stage, serenading them with the standards – many with themes of lost love, found love and other heartfelt sentiments. Romantic? You bet. “Croon” does rhyme with “swoon,” after all.  If you’re a fan, you’ll likely find your favorite crooners listed here – but you may also find some new favorites to check out.

Back in the day - and by “day” this means the 1930s, '40s, and '50s, good crooners were a staple of popular music. By the mid-1960s, crooning had lost a bit of its luster. It is by no means dead, however. While many of the top crooners are no longer with us (Frank Sinatra, Bing Crosby, Dean Martin), some still are: Tony Bennett still tours, as does Johnny Mathis. And there are plenty of new modern-era crooners available for you to discover. Harry Connick, Jr., Michael Buble, and Michael Feinstein are all contemporary crooners, putting their own, unique spin on the classics.

Are these the greatest crooners ever? You decide, with your votes. Vote for the best crooners of all time, and let’s see who comes out on top.

list ordered by
1
Nat King Cole is listed (or ranked) 1 on the list The Greatest Crooners of All Time
Dec. at 46 (1919-1965) from Montgomery, Alabama

Nationality: United States of America

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2
Sammy Davis, Jr. is listed (or ranked) 2 on the list The Greatest Crooners of All Time
Dec. at 65 (1925-1990) from Harlem, New York City, New York, USA

Nationality: United States of America

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3
Dean Martin is listed (or ranked) 3 on the list The Greatest Crooners of All Time
Dec. at 78 (1917-1995) from Steubenville, Ohio, United States of America

Nationality: United States of America

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4
Frank Sinatra is listed (or ranked) 4 on the list The Greatest Crooners of All Time
Dec. at 83 (1915-1998) from Hoboken, USA, New Jersey

Nationality: United States of America

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5
Bing Crosby is listed (or ranked) 5 on the list The Greatest Crooners of All Time
Dec. at 74 (1903-1977) from USA, Tacoma, Washington

Nationality: United States of America

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6
Andy Williams is listed (or ranked) 6 on the list The Greatest Crooners of All Time
Dec. at 85 (1927-2012) from Wall Lake, Iowa, United States of America

Nationality: United States of America

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7
Tom Jones is listed (or ranked) 7 on the list The Greatest Crooners of All Time
8
Tony Bennett is listed (or ranked) 8 on the list The Greatest Crooners of All Time
Age 92 from Astoria, New York City, New York, United States of America

Nationality: United States of America

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9
Perry Como is listed (or ranked) 9 on the list The Greatest Crooners of All Time
Dec. at 89 (1912-2001) from Canonsburg, Pennsylvania, United States of America

Nationality: United States of America

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10
Johnny Mathis is listed (or ranked) 10 on the list The Greatest Crooners of All Time
Age 83 from Gilmer, Texas, United States of America

Nationality: United States of America

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11
Bobby Darin is listed (or ranked) 11 on the list The Greatest Crooners of All Time
Dec. at 37 (1936-1973) from New York City, USA, New York

Nationality: United States of America

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12
Matt Monro is listed (or ranked) 12 on the list The Greatest Crooners of All Time
Dec. at 55 (1930-1985) from England, London

Nationality: England

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13
Ray Charles is listed (or ranked) 13 on the list The Greatest Crooners of All Time
Dec. at 74 (1930-2004) from Albany, Georgia, United States of America

Nationality: United States of America

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14
George Michael is listed (or ranked) 14 on the list The Greatest Crooners of All Time
Milla added Age 55 from East Finchley, London, United Kingdom

Nationality: United Kingdom

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15
Louis Armstrong is listed (or ranked) 15 on the list The Greatest Crooners of All Time
Dec. at 70 (1901-1971) from New Orleans, Louisiana, United States of America

Nationality: United States of America

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16
Michael Bublé is listed (or ranked) 16 on the list The Greatest Crooners of All Time
17
Mel Tormé is listed (or ranked) 17 on the list The Greatest Crooners of All Time
Dec. at 74 (1925-1999) from Chicago, Illinois, United States of America

Nationality: United States of America

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18
Fred Astaire is listed (or ranked) 18 on the list The Greatest Crooners of All Time
Age Died at 88 (1899-1987) from USA, Nebraska, Omaha

Nationality: United States of America

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19
Frankie Laine is listed (or ranked) 19 on the list The Greatest Crooners of All Time
Dec. at 94 (1913-2007) from Near West Side, Chicago, Illinois, USA

Nationality: United States of America

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20
Jerry Vale is listed (or ranked) 20 on the list The Greatest Crooners of All Time
horseplayer added Dec. at 84 (1930-2014) from New York City, USA, New York

Nationality: United States of America

21
Harry Connick, Jr. is listed (or ranked) 21 on the list The Greatest Crooners of All Time
Age 51 from USA, New Orleans, Louisiana

Nationality: United States of America

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22
Paul Anka is listed (or ranked) 22 on the list The Greatest Crooners of All Time
Age 77 from Ottawa, Canada

Nationality: Canada, United States of America

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23
Vic Damone is listed (or ranked) 23 on the list The Greatest Crooners of All Time
GoyoWoods added Age 90 from New York City, New York, United States of America

Nationality: United States of America

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24
Engelbert Humperdinck is listed (or ranked) 24 on the list The Greatest Crooners of All Time
Age 82 from Chennai, India

Nationality: United States of America, United Kingdom

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25
Robert Goulet is listed (or ranked) 25 on the list The Greatest Crooners of All Time
Dec. at 74 (1933-2007) from Lawrence, Massachusetts, USA

Nationality: Canada, United States of America

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