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
384 204
Dean Martin is listed (or ranked) 1 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

2
432 241
Frank Sinatra is listed (or ranked) 2 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

3
305 185
Bing Crosby is listed (or ranked) 3 on the list The Greatest Crooners of All Time
Bing Crosby Merry Christmas, Bing Crosby's Christmas Classics, White Christmas

4
318 195
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
223 180
Tony Bennett is listed (or ranked) 5 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

6
184 154
Bobby Darin is listed (or ranked) 6 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

7
189 161
Perry Como is listed (or ranked) 7 on the list The Greatest Crooners of All Time
Perry Como Greatest Christmas Songs, Perry Como Sings Merry Christmas Music, Christmas With Perry Como

8
261 260
George Michael is listed (or ranked) 8 on the list The Greatest Crooners of All Time
Milla added George Michael Faith, Listen Without Prejudice, Volume 1

9
168 150
Andy Williams is listed (or ranked) 9 on the list The Greatest Crooners of All Time
Andy Williams We Need a Little Christmas, The Andy Williams Christmas Album, Moon River

10
178 174
Louis Armstrong is listed (or ranked) 10 on the list The Greatest Crooners of All Time
Louis Armstrong Hot Fives and Hot Sevens, American Freedom, C'est si bon

11
135 110
Sammy Davis, Jr. is listed (or ranked) 11 on the list The Greatest Crooners of All Time
Sammy Davis, Jr. Christmas With the Rat Pack, Sammy & Friends, Our Shining Hour

12
172 155
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
145 145
Johnny Mathis is listed (or ranked) 13 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

14
103 97
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

Famous Crooners

15
144 131
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

16
104 108
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
153 196
David Bowie is listed (or ranked) 17 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

18
103 110
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
85 107
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
87 96
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
73 95
Matt Monro is listed (or ranked) 21 on the list The Greatest Crooners of All Time
Matt Monro Yesterdays, Matt Monro Sings, The Greatest

The Best Chain Restaurants You'll Find in the Mall Food Court

22
40 42
Jerry Vale is listed (or ranked) 22 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

23
67 90
Barry Manilow is listed (or ranked) 23 on the list The Greatest Crooners of All Time

24
74 119
Rod Stewart is listed (or ranked) 24 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

25
57 76
Al Martino is listed (or ranked) 25 on the list The Greatest Crooners of All Time
Al Martino Spanish Eyes, The Very Best of Al Martino (disc 2), Evergreen Selection

26
56 78
Pat Boone is listed (or ranked) 26 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

27
75 110
Paul Anka is listed (or ranked) 27 on the list The Greatest Crooners of All Time
Paul Anka Rock Swings, Three Great Guys, 32 Greatest Hits

28
56 80
Frankie Avalon is listed (or ranked) 28 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]

Rock Stars Who Died at Age 30

29
51 73
Frankie Laine is listed (or ranked) 29 on the list The Greatest Crooners of All Time
Frankie Laine This Is Country, 40 Great Performances, 50 Legendary Recordings

30
54 79
Eddie Fisher is listed (or ranked) 30 on the list The Greatest Crooners of All Time
Eddie Fisher The Very Best of Eddie Fisher, I'm Yours, Games That Lovers Play

31
49 72
Robert Goulet is listed (or ranked) 31 on the list The Greatest Crooners of All Time
Robert Goulet Camelot (1960 original Broadway cast), 16 Most Requested Songs, Greatest Hits

32
49 90
Luther Vandross is listed (or ranked) 32 on the list The Greatest Crooners of All Time
Todd Howard added Luther Vandross This Is Christmas, Every Year, Every Christmas

33
53 98
Scott Walker is listed (or ranked) 33 on the list The Greatest Crooners of All Time
lili added Scott Walker Tilt, The Drift, Scott 3

34
50 89
John Legend is listed (or ranked) 34 on the list The Greatest Crooners of All Time
John Legend Get Lifted, Once Again, Evolver

35
42 76
Chris Isaak is listed (or ranked) 35 on the list The Greatest Crooners of All Time
Chris Isaak Heart Shaped World, Christmas, Wicked Game

The Greatest Songs by One-Hit Wonders

36
36 70
Billy Eckstine is listed (or ranked) 36 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

37
22 67
Al Bowlly is listed (or ranked) 37 on the list The Greatest Crooners of All Time
Al Bowlly Say^! Don't You Remember...?, Essential Collection, Ray Noble - Midnight the Stars and You^! in London 1930-34

38
35 77
Jimmy Durante is listed (or ranked) 38 on the list The Greatest Crooners of All Time
Jimmy Durante Jimmy Durante's Way of Life, Hello^! Young Lovers / One of Those Songs, September Song

39
32 72
Rudy Vallée is listed (or ranked) 39 on the list The Greatest Crooners of All Time
Rudy Vallée As Time Goes By, The Voice That Had Them Fainting, Collection

40
21 67
Gene Austin is listed (or ranked) 40 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

41
25 68
Johnny Hartman is listed (or ranked) 41 on the list The Greatest Crooners of All Time
Johnny Hartman The Voice That Is!, John Coltrane and Johnny Hartman, Songs From the Heart

42
16 65
Art Gillham is listed (or ranked) 42 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

43
19 73
Michael Feinstein is listed (or ranked) 43 on the list The Greatest Crooners of All Time
Michael Feinstein The Power of Two, Hopeless Romantics, Pure Gershwin

44
6 28
Jamie Cullum is listed (or ranked) 44 on the list The Greatest Crooners of All Time
TobiasBrammerKristensen added Jamie Cullum Catching Tales, Twentysomething, Momentum

45
17 67
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
5 41
Brenton Wood is listed (or ranked) 46 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