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
618 357
Frank Sinatra is listed (or ranked) 1 on the list The Greatest Crooners of All Time
Christmas With the Rat Pack, In the Wee Small Hours, Christmas Songs by Sinatra

2
564 320
Dean Martin is listed (or ranked) 2 on the list The Greatest Crooners of All Time
Christmas With the Rat Pack, Dino / You're the Best Thing That Ever Happened to Me, A Winter Romance

3
464 278
Nat King Cole is listed (or ranked) 3 on the list The Greatest Crooners of All Time
Merry Christmas, The Magic of Christmas, The Nat King Cole Christmas Album

4
451 282
Bing Crosby is listed (or ranked) 4 on the list The Greatest Crooners of All Time
Merry Christmas, Bing Crosby's Christmas Classics, White Christmas

5
295 141
Sammy Davis, Jr. is listed (or ranked) 5 on the list The Greatest Crooners of All Time
Christmas With the Rat Pack, Sammy & Friends, Our Shining Hour

6
332 253
Tony Bennett is listed (or ranked) 6 on the list The Greatest Crooners of All Time
Snowfall: The Tony Bennett Christmas Album, I Left My Heart in San Francisco, A Swingin' Christmas

7
265 193
Andy Williams is listed (or ranked) 7 on the list The Greatest Crooners of All Time
We Need a Little Christmas, The Andy Williams Christmas Album, Moon River

8
289 220
Perry Como is listed (or ranked) 8 on the list The Greatest Crooners of All Time
Greatest Christmas Songs, Perry Como Sings Merry Christmas Music, Christmas With Perry Como

9
276 211
Bobby Darin is listed (or ranked) 9 on the list The Greatest Crooners of All Time
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

10
215 182
Johnny Mathis is listed (or ranked) 10 on the list The Greatest Crooners of All Time
Merry Christmas, Christmas With Johnny Mathis, A Personal Collection: The Christmas Music of Johnny Mathis

11
252 229
Louis Armstrong is listed (or ranked) 11 on the list The Greatest Crooners of All Time
Hot Fives and Hot Sevens, American Freedom, C'est si bon

12
166 124
Mel Tormé is listed (or ranked) 12 on the list The Greatest Crooners of All Time
Complete Concord Recordings, Christmas Songs, Lulu's Back In Town

13
165 143
Harry Connick, Jr. is listed (or ranked) 13 on the list The Greatest Crooners of All Time
What a Night! A Christmas Album, When My Heart Finds Christmas, Blue Light

14
257 199
Michael Bublé is listed (or ranked) 14 on the list The Greatest Crooners of All Time
Call Me Irresponsible, White Christmas, First Dance

15
291 342
George Michael is listed (or ranked) 15 on the list The Greatest Crooners of All Time
Milla added Faith, Listen Without Prejudice, Volume 1

16
208 160
Ray Charles is listed (or ranked) 16 on the list The Greatest Crooners of All Time
The Birth of Soul, Modern Sounds in Country and Western Music, The Spirit of Christmas

17
121 142
Engelbert Humperdinck is listed (or ranked) 17 on the list The Greatest Crooners of All Time
Love Rollercoaster, The Magic of Christmas, Hello Out There

18
119 129
Matt Monro is listed (or ranked) 18 on the list The Greatest Crooners of All Time
Yesterdays, Matt Monro Sings, The Greatest

19
153 141
Tom Jones is listed (or ranked) 19 on the list The Greatest Crooners of All Time
Praise & Blame, Live, She's a Lady

20
85 96
Robert Goulet is listed (or ranked) 20 on the list The Greatest Crooners of All Time
Camelot (1960 original Broadway cast), 16 Most Requested Songs, Greatest Hits

21
86 98
Eddie Fisher is listed (or ranked) 21 on the list The Greatest Crooners of All Time
The Very Best of Eddie Fisher, I'm Yours, Games That Lovers Play

22
136 129
Fred Astaire is listed (or ranked) 22 on the list The Greatest Crooners of All Time
"Nice Work": Fred Astaire Sings Gershwin, They Can't Take That Away From Me / Beginner's Luck, The Complete London Sessions

23
75 64
Jerry Vale is listed (or ranked) 23 on the list The Greatest Crooners of All Time
horseplayer added Christmas Greetings From Jerry, Jerry Vale 17 Most Requested Songs, Great Italian Hits

24
179 259
David Bowie is listed (or ranked) 24 on the list The Greatest Crooners of All Time
lisatyd added The Rise and Fall of Ziggy Stardust and the Spiders From Mars, Hunky Dory, Diamond Dogs

25
107 119
Barry Manilow is listed (or ranked) 25 on the list The Greatest Crooners of All Time

26
113 130
Paul Anka is listed (or ranked) 26 on the list The Greatest Crooners of All Time
Rock Swings, Three Great Guys, 32 Greatest Hits

27
88 101
Frankie Avalon is listed (or ranked) 27 on the list The Greatest Crooners of All Time
Venus & Other Hits, The Teen Idols: The Very Best Of, Best of Frankie Avalon [MCA]

28
82 92
Frankie Laine is listed (or ranked) 28 on the list The Greatest Crooners of All Time
This Is Country, 40 Great Performances, 50 Legendary Recordings

29
29 16
Steve Lawrence is listed (or ranked) 29 on the list The Greatest Crooners of All Time
ThePapasmurf1946 added Steve Lawrence Sings Sinatra, Go Away Little Girl / If You Love Her Tell Her So, The Steve Lawrence Sound

30
78 119
Luther Vandross is listed (or ranked) 30 on the list The Greatest Crooners of All Time
Todd Howard added This Is Christmas, Every Year, Every Christmas

31
82 100
Al Martino is listed (or ranked) 31 on the list The Greatest Crooners of All Time
Spanish Eyes, The Very Best of Al Martino (disc 2), Evergreen Selection

32
97 159
Rod Stewart is listed (or ranked) 32 on the list The Greatest Crooners of All Time
Michele Masi added Every Picture Tells a Story, Gasoline Alley, Downtown Train – Selections from the Storyteller Anthology

33
82 105
Pat Boone is listed (or ranked) 33 on the list The Greatest Crooners of All Time
In a Metal Mood: No More Mr. Nice Guy, Love Letters in the Sand, The Best Of Pat Boone

34
16 10
Johnny Mercer is listed (or ranked) 34 on the list The Greatest Crooners of All Time
Lauren Spainhoward added

Personality, My Huckleberry Friend

35
62 88
Billy Eckstine is listed (or ranked) 35 on the list The Greatest Crooners of All Time
Stormy / Feel the Warm, Now Singing in 12 Great Movies, Billy Eckstine Sings With Benny Carter

36
8 3
Barry Manilow is listed (or ranked) 36 on the list The Greatest Crooners of All Time
A Christmas Gift of Love, In the Swing of Christmas, Because It's Christmas

37
9 5
Charles Aznavour is listed (or ranked) 37 on the list The Greatest Crooners of All Time
Abgar Danielian added Christmas in Vienna III, 40 Chansons d'Or (disc 1), Paris — Palais des Congrès: Intégrale du spectacle

38
10 8
Louis Prima is listed (or ranked) 38 on the list The Greatest Crooners of All Time
SteveLevine added Louis Prima: Capitol Collector's Series, The Wildest!, Buona Sera

39
61 125
Scott Walker is listed (or ranked) 39 on the list The Greatest Crooners of All Time
lili added Tilt, The Drift, Scott 3

40
61 94
Chris Isaak is listed (or ranked) 40 on the list The Greatest Crooners of All Time
Heart Shaped World, Christmas, Wicked Game

41
4 8
John Gary is listed (or ranked) 41 on the list The Greatest Crooners of All Time
John Gary Catch a Rising Star / Encore, So Tenderly / A Little Bit of Heaven, The Very Best of John Gary

42
74 120
John Legend is listed (or ranked) 42 on the list The Greatest Crooners of All Time
Get Lifted, Once Again, Evolver

43
11 15
John Raitt is listed (or ranked) 43 on the list The Greatest Crooners of All Time
ThePapasmurf1946 added Carousel (1945 original Broadway cast), Mediterranean Magic, Broadway Legend

44
14 20
José Feliciano is listed (or ranked) 44 on the list The Greatest Crooners of All Time
ThePapasmurf1946 added Feliz Navidad, And the Sun Will Shine.... Hits, Rarities

45
32 85
Al Bowlly is listed (or ranked) 45 on the list The Greatest Crooners of All Time
Say, Don't You Remember...?, Essential Collection

46
30 85
Gene Austin is listed (or ranked) 46 on the list The Greatest Crooners of All Time
Ya Gotta How to Love / Bye Bye Blackbird, Someday Sweetheart / Forgive Me, Five Foot Two Eyes of Blue / Sleepy Time Gal

47
2 4
George Ezra is listed (or ranked) 47 on the list The Greatest Crooners of All Time
theastybe added Wanted on Voyage, Did You Hear the Rain?

48
2 5
The Rolling Stones is listed (or ranked) 48 on the list The Greatest Crooners of All Time
Minnie Smith added Let It Bleed, Exile on Main St., Sticky Fingers

49
1 4
Paul Buchanan is listed (or ranked) 49 on the list The Greatest Crooners of All Time
Jack Holden added Mid Air, Mid Air (Luxury Edition Bonus Tracks) Disc 2 -

The Blue Nile vocalist and writer

50
10 19
Leon Redbone is listed (or ranked) 50 on the list The Greatest Crooners of All Time
ThePapasmurf1946 added Christmas Island, Double Time, On the Track