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
477 255
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

2
425 218
Dean Martin is listed (or ranked) 2 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

3
338 194
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
349 203
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
247 195
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
214 171
Perry Como is listed (or ranked) 6 on the list The Greatest Crooners of All Time
Perry Como Greatest Christmas Songs, Perry Como Sings Merry Christmas Music, Christmas With Perry Como

7
204 167
Bobby Darin is listed (or ranked) 7 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

8
187 159
Andy Williams is listed (or ranked) 8 on the list The Greatest Crooners of All Time
Andy Williams We Need a Little Christmas, The Andy Williams Christmas Album, Moon River

9
195 186
Louis Armstrong is listed (or ranked) 9 on the list The Greatest Crooners of All Time
Louis Armstrong Hot Fives and Hot Sevens, American Freedom, C'est si bon

10
154 116
Sammy Davis, Jr. is listed (or ranked) 10 on the list The Greatest Crooners of All Time
Sammy Davis, Jr. Christmas With the Rat Pack, Sammy & Friends, Our Shining Hour

11
269 286
George Michael is listed (or ranked) 11 on the list The Greatest Crooners of All Time
Milla added George Michael Faith, Listen Without Prejudice, Volume 1

12
161 150
Johnny Mathis is listed (or ranked) 12 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

13
119 104
Mel Tormé is listed (or ranked) 13 on the list The Greatest Crooners of All Time
Mel Tormé Complete Concord Recordings, Christmas Songs, Lulu's Back In Town

14
160 139
Ray Charles is listed (or ranked) 14 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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15
187 170
Michael Bublé is listed (or ranked) 15 on the list The Greatest Crooners of All Time
Michael Bublé Call Me Irresponsible, White Christmas, First Dance

16
111 120
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
117 119
Tom Jones is listed (or ranked) 17 on the list The Greatest Crooners of All Time
Tom Jones Praise & Blame, Live, She's a Lady

18
98 107
Fred Astaire is listed (or ranked) 18 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

19
161 216
David Bowie is listed (or ranked) 19 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

20
92 119
Engelbert Humperdinck is listed (or ranked) 20 on the list The Greatest Crooners of All Time
Engelbert Humperdinck Love Rollercoaster, The Magic of Christmas, Hello Out There

21
82 106
Matt Monro is listed (or ranked) 21 on the list The Greatest Crooners of All Time
Matt Monro Yesterdays, Matt Monro Sings, The Greatest

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22
49 48
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
62 79
Frankie Laine is listed (or ranked) 23 on the list The Greatest Crooners of All Time
Frankie Laine This Is Country, 40 Great Performances, 50 Legendary Recordings

24
66 86
Frankie Avalon is listed (or ranked) 24 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]

25
64 83
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
84 115
Paul Anka is listed (or ranked) 26 on the list The Greatest Crooners of All Time
Paul Anka Rock Swings, Three Great Guys, 32 Greatest Hits

27
74 102
Barry Manilow is listed (or ranked) 27 on the list The Greatest Crooners of All Time

28
80 130
Rod Stewart is listed (or ranked) 28 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

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29
62 86
Pat Boone is listed (or ranked) 29 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

30
61 86
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
55 79
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
55 99
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
6 4
Leon Redbone is listed (or ranked) 33 on the list The Greatest Crooners of All Time
ThePapasmurf1946 added Leon Redbone Christmas Island, Double Time, On the Track

34
58 107
Scott Walker is listed (or ranked) 34 on the list The Greatest Crooners of All Time
lili added Scott Walker Tilt, The Drift, Scott 3

35
6 5
Steve Lawrence is listed (or ranked) 35 on the list The Greatest Crooners of All Time
ThePapasmurf1946 added Steve Lawrence Steve Lawrence Sings Sinatra, Go Away Little Girl / If You Love Her Tell Her So, The Steve Lawrence Sound

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36
5 5
José Feliciano is listed (or ranked) 36 on the list The Greatest Crooners of All Time
ThePapasmurf1946 added José Feliciano Feliz Navidad, And the Sun Will Shine.... Hits, Rarities

37
59 99
John Legend is listed (or ranked) 37 on the list The Greatest Crooners of All Time
John Legend Get Lifted, Once Again, Evolver

38
3 5
John Raitt is listed (or ranked) 38 on the list The Greatest Crooners of All Time
ThePapasmurf1946 added John Raitt Carousel (1945 original Broadway cast), Mediterranean Magic, Broadway Legend

39
43 76
Billy Eckstine is listed (or ranked) 39 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

40
45 83
Chris Isaak is listed (or ranked) 40 on the list The Greatest Crooners of All Time
Chris Isaak Heart Shaped World, Christmas, Wicked Game

41
39 79
Rudy Vallée is listed (or ranked) 41 on the list The Greatest Crooners of All Time
Rudy Vallée As Time Goes By, The Voice That Had Them Fainting, Collection

42
42 85
Jimmy Durante is listed (or ranked) 42 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

43
25 73
Gene Austin is listed (or ranked) 43 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

44
26 75
Al Bowlly is listed (or ranked) 44 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

45
28 75
Johnny Hartman is listed (or ranked) 45 on the list The Greatest Crooners of All Time
Johnny Hartman The Voice That Is!, John Coltrane and Johnny Hartman, Songs From the Heart

46
22 80
Michael Feinstein is listed (or ranked) 46 on the list The Greatest Crooners of All Time
Michael Feinstein The Power of Two, Hopeless Romantics, Pure Gershwin

47
8 36
Jamie Cullum is listed (or ranked) 47 on the list The Greatest Crooners of All Time
TobiasBrammerKristensen added Jamie Cullum Catching Tales, Twentysomething, Momentum

48
16 72
Art Gillham is listed (or ranked) 48 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

49
17 74
Richard Hawley is listed (or ranked) 49 on the list The Greatest Crooners of All Time
Richard Hawley Coles Corner, Lowedges, Truelove's Gutter