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
616 337
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
553 300
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
455 260
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
437 267
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
278 138
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
329 249
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
260 191
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
275 207
Bobby Darin is listed (or ranked) 8 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

9
283 217
Perry Como is listed (or ranked) 9 on the list The Greatest Crooners of All Time
Greatest Christmas Songs, Perry Como Sings Merry Christmas Music, Christmas With Perry Como

10
212 181
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
250 226
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
164 122
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
162 142
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
251 197
Michael Bublé is listed (or ranked) 14 on the list The Greatest Crooners of All Time
Call Me Irresponsible, White Christmas, First Dance

15
291 336
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
205 160
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
119 141
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
118 128
Matt Monro is listed (or ranked) 18 on the list The Greatest Crooners of All Time
Yesterdays, Matt Monro Sings, The Greatest

19
152 139
Tom Jones is listed (or ranked) 19 on the list The Greatest Crooners of All Time
Praise & Blame, Live, She's a Lady

20
134 127
Fred Astaire is listed (or ranked) 20 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

21
84 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
82 96
Robert Goulet is listed (or ranked) 22 on the list The Greatest Crooners of All Time
Camelot (1960 original Broadway cast), 16 Most Requested Songs, Greatest Hits

23
73 63
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
179 257
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
113 128
Paul Anka is listed (or ranked) 25 on the list The Greatest Crooners of All Time
Rock Swings, Three Great Guys, 32 Greatest Hits

26
103 118
Barry Manilow is listed (or ranked) 26 on the list The Greatest Crooners of All Time

27
86 100
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
76 117
Luther Vandross is listed (or ranked) 28 on the list The Greatest Crooners of All Time
Todd Howard added This Is Christmas, Every Year, Every Christmas

29
80 92
Frankie Laine is listed (or ranked) 29 on the list The Greatest Crooners of All Time
This Is Country, 40 Great Performances, 50 Legendary Recordings

30
27 15
Steve Lawrence is listed (or ranked) 30 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

31
97 155
Rod Stewart is listed (or ranked) 31 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

32
81 99
Al Martino is listed (or ranked) 32 on the list The Greatest Crooners of All Time
Spanish Eyes, The Very Best of Al Martino (disc 2), Evergreen Selection

33
81 104
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 8
Johnny Mercer is listed (or ranked) 34 on the list The Greatest Crooners of All Time
Lauren Spainhoward added

Personality, My Huckleberry Friend

35
9 3
Charles Aznavour is listed (or ranked) 35 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

36
61 87
Billy Eckstine is listed (or ranked) 36 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

37
10 6
Louis Prima is listed (or ranked) 37 on the list The Greatest Crooners of All Time
SteveLevine added Louis Prima: Capitol Collector's Series, The Wildest!, Buona Sera

38
61 123
Scott Walker is listed (or ranked) 38 on the list The Greatest Crooners of All Time
lili added Tilt, The Drift, Scott 3

39
5 2
Barry Manilow is listed (or ranked) 39 on the list The Greatest Crooners of All Time
A Christmas Gift of Love, In the Swing of Christmas, Because It's Christmas

40
59 93
Chris Isaak is listed (or ranked) 40 on the list The Greatest Crooners of All Time
Heart Shaped World, Christmas, Wicked Game

41
3 7
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
10 14
John Raitt is listed (or ranked) 42 on the list The Greatest Crooners of All Time
ThePapasmurf1946 added Carousel (1945 original Broadway cast), Mediterranean Magic, Broadway Legend

43
72 119
John Legend is listed (or ranked) 43 on the list The Greatest Crooners of All Time
Get Lifted, Once Again, Evolver

44
13 19
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
2 2
George Ezra is listed (or ranked) 45 on the list The Greatest Crooners of All Time
theastybe added Wanted on Voyage, Did You Hear the Rain?

46
2 2
The Rolling Stones is listed (or ranked) 46 on the list The Greatest Crooners of All Time
Minnie Smith added Let It Bleed, Exile on Main St., Sticky Fingers

47
1 2
Paul Buchanan is listed (or ranked) 47 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

48
29 84
Gene Austin is listed (or ranked) 48 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

49
10 17
Leon Redbone is listed (or ranked) 49 on the list The Greatest Crooners of All Time
ThePapasmurf1946 added Christmas Island, Double Time, On the Track

50
30 85
Al Bowlly is listed (or ranked) 50 on the list The Greatest Crooners of All Time
Say, Don't You Remember...?, Essential Collection