singers The Greatest Crooners of All Time  

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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
253 169
Frank Sinatra is listed (or ranked) 1 on the list The Greatest Crooners of All Time
Frank Sinatra Christmas With the Rat Pack, In the Wee Small Hours, Christmas Songs by Sinatra

Famous Crooners The Best Ubisoft Games List

2
207 143
George Michael is listed (or ranked) 2 on the list The Greatest Crooners of All Time
Milla added George Michael Faith, Listen Without Prejudice, Volume 1

3
200 162
Dean Martin is listed (or ranked) 3 on the list The Greatest Crooners of All Time
Dean Martin Christmas With the Rat Pack, Dino / You're the Best Thing That Ever Happened to Me, A Winter Romance

4
185 162
Nat King Cole is listed (or ranked) 4 on the list The Greatest Crooners of All Time
Nat King Cole Merry Christmas, The Magic of Christmas, The Nat King Cole Christmas Album

5
172 153
Bing Crosby is listed (or ranked) 5 on the list The Greatest Crooners of All Time
Bing Crosby Merry Christmas, Bing Crosby's Christmas Classics, White Christmas

6
121 133
David Bowie is listed (or ranked) 6 on the list The Greatest Crooners of All Time
lisatyd added David Bowie The Rise and Fall of Ziggy Stardust and the Spiders From Mars, Hunky Dory, Diamond Dogs

7
122 146
Tony Bennett is listed (or ranked) 7 on the list The Greatest Crooners of All Time
Tony Bennett Snowfall: The Tony Bennett Christmas Album, I Left My Heart in San Francisco, A Swingin' Christmas

8
97 120
Bobby Darin is listed (or ranked) 8 on the list The Greatest Crooners of All Time
Bobby Darin Beyond the Sea: The Very Best of Bobby Darin, You're the Reason I'm Living / I Wanna Be Around, Bobby Darin Sings Doctor Doolitle / Born Walden Robert Cassotto

9
102 128
Perry Como is listed (or ranked) 9 on the list The Greatest Crooners of All Time
Perry Como Greatest Christmas Songs, Perry Como Sings Merry Christmas Music, Christmas With Perry Como

10
95 119
Johnny Mathis is listed (or ranked) 10 on the list The Greatest Crooners of All Time
Johnny Mathis Merry Christmas, Christmas With Johnny Mathis, A Personal Collection: The Christmas Music of Johnny Mathis

11
109 147
Louis Armstrong is listed (or ranked) 11 on the list The Greatest Crooners of All Time
Louis Armstrong Hot Fives and Hot Sevens, American Freedom, C'est si bon

12
100 112
Michael Bublé is listed (or ranked) 12 on the list The Greatest Crooners of All Time
Michael Bublé Call Me Irresponsible, White Christmas, First Dance

13
96 122
Andy Williams is listed (or ranked) 13 on the list The Greatest Crooners of All Time
Andy Williams We Need a Little Christmas, The Andy Williams Christmas Album, Moon River

14
58 74
Mel Tormé is listed (or ranked) 14 on the list The Greatest Crooners of All Time
Mel Tormé Complete Concord Recordings, Christmas Songs, Lulu's Back In Town

15
86 103
Ray Charles is listed (or ranked) 15 on the list The Greatest Crooners of All Time
Ray Charles The Birth of Soul, Modern Sounds in Country and Western Music, The Spirit of Christmas

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16
58 82
Harry Connick, Jr. is listed (or ranked) 16 on the list The Greatest Crooners of All Time
Harry Connick, Jr. What a Night! A Christmas Album, When My Heart Finds Christmas, Blue Light

17
71 89
Sammy Davis, Jr. is listed (or ranked) 17 on the list The Greatest Crooners of All Time
Sammy Davis, Jr. Christmas With the Rat Pack, Sammy & Friends, Our Shining Hour

18
62 79
Tom Jones is listed (or ranked) 18 on the list The Greatest Crooners of All Time
Tom Jones Praise & Blame, Live, She's a Lady

19
52 76
Engelbert Humperdinck is listed (or ranked) 19 on the list The Greatest Crooners of All Time
Engelbert Humperdinck Love Rollercoaster, The Magic of Christmas, Hello Out There

20
54 77
Fred Astaire is listed (or ranked) 20 on the list The Greatest Crooners of All Time
Fred Astaire "Nice Work": Fred Astaire Sings Gershwin, They Can't Take That Away From Me / Beginner's Luck, The Complete London Sessions

21
46 76
Scott Walker is listed (or ranked) 21 on the list The Greatest Crooners of All Time
lili added Scott Walker Tilt, The Drift, Scott 3

22
59 88
Paul Anka is listed (or ranked) 22 on the list The Greatest Crooners of All Time
Paul Anka Rock Swings, Three Great Guys, 32 Greatest Hits

23
39 68
Matt Monro is listed (or ranked) 23 on the list The Greatest Crooners of All Time
Matt Monro Yesterdays, Matt Monro Sings, The Greatest

24
38 66
Luther Vandross is listed (or ranked) 24 on the list The Greatest Crooners of All Time
Todd Howard added Luther Vandross This Is Christmas, Every Year, Every Christmas

25
41 65
Barry Manilow is listed (or ranked) 25 on the list The Greatest Crooners of All Time

26
38 63
Frankie Avalon is listed (or ranked) 26 on the list The Greatest Crooners of All Time
Frankie Avalon Venus & Other Hits, The Teen Idols: The Very Best Of, Best of Frankie Avalon [MCA]

27
45 86
Rod Stewart is listed (or ranked) 27 on the list The Greatest Crooners of All Time
Michele Masi added Rod Stewart Every Picture Tells a Story, Gasoline Alley, Downtown Train – Selections from the Storyteller Anthology

28
36 61
Eddie Fisher is listed (or ranked) 28 on the list The Greatest Crooners of All Time
Eddie Fisher The Very Best of Eddie Fisher, I'm Yours, Games That Lovers Play

29
34 59
Al Martino is listed (or ranked) 29 on the list The Greatest Crooners of All Time
Al Martino Spanish Eyes, The Very Best of Al Martino (disc 2), Evergreen Selection

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30
37 65
John Legend is listed (or ranked) 30 on the list The Greatest Crooners of All Time
John Legend Get Lifted, Once Again, Evolver

31
32 57
Frankie Laine is listed (or ranked) 31 on the list The Greatest Crooners of All Time
Frankie Laine This Is Country, 40 Great Performances, 50 Legendary Recordings

32
3 8
Jamie Cullum is listed (or ranked) 32 on the list The Greatest Crooners of All Time
TobiasBrammerKristensen added Jamie Cullum Catching Tales, Twentysomething, Momentum

33
32 62
Pat Boone is listed (or ranked) 33 on the list The Greatest Crooners of All Time
Pat Boone In a Metal Mood: No More Mr. Nice Guy, Love Letters in the Sand, The Best Of Pat Boone

34
29 58
Robert Goulet is listed (or ranked) 34 on the list The Greatest Crooners of All Time
Robert Goulet Camelot (1960 original Broadway cast), 16 Most Requested Songs, Greatest Hits

35
26 56
Billy Eckstine is listed (or ranked) 35 on the list The Greatest Crooners of All Time
Billy Eckstine Stormy / Feel the Warm, Now Singing in 12 Great Movies, Billy Eckstine Sings With Benny Carter

36
24 53
Rudy Vallée is listed (or ranked) 36 on the list The Greatest Crooners of All Time
Rudy Vallée As Time Goes By, The Voice That Had Them Fainting, Collection

37
9 25
Jerry Vale is listed (or ranked) 37 on the list The Greatest Crooners of All Time
horseplayer added Jerry Vale Christmas Greetings From Jerry, Jerry Vale 17 Most Requested Songs, Great Italian Hits

38
13 33
Jim Morrison is listed (or ranked) 38 on the list The Greatest Crooners of All Time
Jesus Iracheta added Jim Morrison Paris Jim, Dionysus

39
26 58
Chris Isaak is listed (or ranked) 39 on the list The Greatest Crooners of All Time
Chris Isaak Heart Shaped World, Christmas, Wicked Game

40
25 59
Jimmy Durante is listed (or ranked) 40 on the list The Greatest Crooners of All Time
Jimmy Durante Jimmy Durante's Way of Life, Hello, Young Lovers / One of Those Songs

41
16 52
Al Bowlly is listed (or ranked) 41 on the list The Greatest Crooners of All Time
Al Bowlly Say, Don't You Remember...?, Essential Collection

42
9 29
Chris Cornell is listed (or ranked) 42 on the list The Greatest Crooners of All Time
TraciLeighDillard added Chris Cornell Carry On, You Know My Name, Euphoria Morning

43
20 53
Johnny Hartman is listed (or ranked) 43 on the list The Greatest Crooners of All Time
Johnny Hartman The Voice That Is!, John Coltrane and Johnny Hartman, Songs From the Heart

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44
15 54
Gene Austin is listed (or ranked) 44 on the list The Greatest Crooners of All Time
Gene Austin Ya Gotta How to Love / Bye Bye Blackbird, Someday Sweetheart / Forgive Me, Five Foot Two Eyes of Blue / Sleepy Time Gal

45
16 50
Richard Hawley is listed (or ranked) 45 on the list The Greatest Crooners of All Time
Richard Hawley Coles Corner, Lowedges, Truelove's Gutter

46
12 51
Art Gillham is listed (or ranked) 46 on the list The Greatest Crooners of All Time
Art Gillham I'm Sitting on Top of the World / You're More Than a Pal to Me

47
13 60
Michael Feinstein is listed (or ranked) 47 on the list The Greatest Crooners of All Time
Michael Feinstein The Power of Two, Hopeless Romantics, Pure Gershwin

48
3 25
Brenton Wood is listed (or ranked) 48 on the list The Greatest Crooners of All Time
Jesus Iracheta added Brenton Wood 18 Best, Baby You Got It, The Oogum Boogum Song and Other Hits

49
3 27
Julian Casablancas is listed (or ranked) 49 on the list The Greatest Crooners of All Time
Jesus Iracheta added Julian Casablancas Phrazes for the Young, My Drive Thru, I Wish It Was Christmas Today

50
2 24
Layne Staley is listed (or ranked) 50 on the list The Greatest Crooners of All Time
TraciLeighDillard added Layne Staley