Singers The Greatest Crooners of All Time  

Ranker Music
Originally by
15.6k votes 2.4k voters 46.3k views 56 items

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
372 160
Sammy Davis, Jr. is listed (or ranked) 1 on the list The Greatest Crooners of All Time
Christmas With the Rat Pack, Sammy & Friends, Our Shining Hour

2
654 434
Frank Sinatra is listed (or ranked) 2 on the list The Greatest Crooners of All Time
Christmas With the Rat Pack, In the Wee Small Hours, Christmas Songs by Sinatra

3
607 395
Dean Martin is listed (or ranked) 3 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

4
490 323
Nat King Cole is listed (or ranked) 4 on the list The Greatest Crooners of All Time
Merry Christmas, The Magic of Christmas, The Nat King Cole Christmas Album

5
486 322
Bing Crosby is listed (or ranked) 5 on the list The Greatest Crooners of All Time
Merry Christmas, Bing Crosby's Christmas Classics, White Christmas

6
236 187
Johnny Mathis is listed (or ranked) 6 on the list The Greatest Crooners of All Time
Merry Christmas, Christmas With Johnny Mathis, A Personal Collection: The Christmas Music of Johnny Mathis

7
281 200
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
310 228
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
350 267
Tony Bennett is listed (or ranked) 9 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

10
290 217
Bobby Darin is listed (or ranked) 10 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

11
265 239
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
179 129
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
276 208
Michael Bublé is listed (or ranked) 13 on the list The Greatest Crooners of All Time
Call Me Irresponsible, White Christmas, First Dance

14
172 148
Harry Connick, Jr. is listed (or ranked) 14 on the list The Greatest Crooners of All Time
What a Night! A Christmas Album, When My Heart Finds Christmas, Blue Light

15
221 162
Ray Charles is listed (or ranked) 15 on the list The Greatest Crooners of All Time
The Birth of Soul, Modern Sounds in Country and Western Music, The Spirit of Christmas

16
295 350
George Michael is listed (or ranked) 16 on the list The Greatest Crooners of All Time
Milla added Faith, Listen Without Prejudice, Volume 1

17
128 145
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
123 133
Matt Monro is listed (or ranked) 18 on the list The Greatest Crooners of All Time
Yesterdays, Matt Monro Sings, The Greatest

19
164 146
Tom Jones is listed (or ranked) 19 on the list The Greatest Crooners of All Time
Praise & Blame, Live, She's a Lady

20
91 98
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
143 135
Fred Astaire is listed (or ranked) 21 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

22
87 103
Eddie Fisher is listed (or ranked) 22 on the list The Greatest Crooners of All Time
The Very Best of Eddie Fisher, I'm Yours, Games That Lovers Play

23
80 66
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
113 124
Barry Manilow is listed (or ranked) 24 on the list The Greatest Crooners of All Time

25
181 266
David Bowie is listed (or ranked) 25 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

26
115 133
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
32 17
Steve Lawrence is listed (or ranked) 27 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

28
85 94
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
82 123
Luther Vandross is listed (or ranked) 29 on the list The Greatest Crooners of All Time
Todd Howard added This Is Christmas, Every Year, Every Christmas

30
91 105
Frankie Avalon is listed (or ranked) 30 on the list The Greatest Crooners of All Time
Venus & Other Hits, The Teen Idols: The Very Best Of, Best of Frankie Avalon [MCA]

31
84 104
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
101 167
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
83 108
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
17 12
Johnny Mercer is listed (or ranked) 34 on the list The Greatest Crooners of All Time
Lauren Spainhoward added

Personality, My Huckleberry Friend

35
13 8
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
12 8
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
63 90
Billy Eckstine is listed (or ranked) 37 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

38
63 128
Scott Walker is listed (or ranked) 38 on the list The Greatest Crooners of All Time
lili added Tilt, The Drift, Scott 3

39
10 10
Louis Prima is listed (or ranked) 39 on the list The Greatest Crooners of All Time
SteveLevine added Louis Prima: Capitol Collector's Series, The Wildest!, Buona Sera

40
62 98
Chris Isaak is listed (or ranked) 40 on the list The Greatest Crooners of All Time
Heart Shaped World, Christmas, Wicked Game

41
34 88
Al Bowlly is listed (or ranked) 41 on the list The Greatest Crooners of All Time
Say, Don't You Remember...?, Essential Collection

42
5 11
John Gary is listed (or ranked) 42 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

43
12 18
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
74 126
John Legend is listed (or ranked) 44 on the list The Greatest Crooners of All Time
Get Lifted, Once Again, Evolver

45
4 7
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
31 88
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
14 24
José Feliciano is listed (or ranked) 47 on the list The Greatest Crooners of All Time
ThePapasmurf1946 added Feliz Navidad, And the Sun Will Shine.... Hits, Rarities

48
50 92
Rudy Vallée is listed (or ranked) 48 on the list The Greatest Crooners of All Time
As Time Goes By, The Voice That Had Them Fainting, Collection

49
10 22
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
53 101
Jimmy Durante is listed (or ranked) 50 on the list The Greatest Crooners of All Time
Jimmy Durante's Way of Life, Hello, Young Lovers / One of Those Songs