Top Songs of the 1940s Greatest Hits and Chart Singles

1930s <-1940-> 1950s
Top songs: #1: White Christmas by Bing Crosby - #2: Pistol Packin' Mama by Al Dexter - #3: There Are Such Things by Tommy Dorsey and His Orchestra - #4: The Gypsy by The Ink Spots - #5: I Had the Craziest Dream by Harry James and His Orchestra
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White Christmas
#1
10/1942

White Christmas
Bing Crosby

421 pts
1
US


1
R&B
Academy Award for Best Original Song 1942
[Decca 23778]
written by Irving Berlin
Pistol Packin' Mama
#2
08/1943

Pistol Packin' Mama
Al Dexter

415 pts
1
US
1
ctry
5
R&B
as Al Dexter and His Troopers
[Okeh 6708]
written by Al Dexter
#3
11/1942

There Are Such Things
Tommy Dorsey and His Orchestra

415 pts
1
US


2
R&B
vocals by Frank Sinatra & The Pied Pipers
[Victor 27974]
written by Stanley Adams, Abel Baer & George W. Meyer
#4
05/1946

The Gypsy
The Ink Spots

407 pts
1
US


1
R&B
written by Billy Reid
#5
12/1942

I Had the Craziest Dream
Harry James and His Orchestra

405 pts
1
US


4
R&B
vocals by Helen Forrest
[Columbia 36659]
written by Harry Warren & Mack Gordon
Nature Boy
#6
04/1948

Nature Boy
Nat King Cole

405 pts
1
US


2
R&B
as King Cole
[Capitol 15054]
written by Eden Ahbez
#7
09/1949

Slipping Around
Margaret Whiting and Jimmy Wakely

401 pts
1
US
1
ctry


written by Floyd Tillman
Rudolph, the Red-Nosed Reindeer
#8
12/1949

Rudolph, the Red-Nosed Reindeer
Gene Autry

399 pts
1
US
1
ctry


as Gene Autry & The Pinafores
Christmas
[Columbia 38610]
written by Johnny Marks
#9
11/1944

Into Each Life Some Rain Must Fall
The Ink Spots and Ella Fitzgerald

398 pts
1
US


1
R&B
written by Doris Fisher & Allan Roberts
#10
05/1944

G.I. Jive
Louis Jordan

398 pts
1
US


1
R&B
as Louis Jordan & His Tympany Five
[Decca 8659]
written by Johnny Mercer
#11
01/1945

Rum and Coca-Cola
The Andrews Sisters

397 pts
1
US


3
R&B
[Decca 18636]
written by Lord Invader & Lionel Belasco
#12
01/1943

I've Heard That Song Before
Harry James and His Orchestra

397 pts
1
US


1
R&B
[Columbia 36668]
written by Jule Styne & Sammy Cahn
#13
07/1943

You'll Never Know
Dick Haymes

397 pts
1
US


1
R&B
[Decca 18556]
written by Harry Warren, Mack Gordon & Dorothy Fern Norris
#14
04/1949

Riders in the Sky (A Cowboy Legend)
Vaughn Monroe

396 pts
1
US
2
ctry


written by Stan Jones
Open the Door, Richard!
#15
02/1947

Open the Door, Richard!
Count Basie

396 pts
1
US


2
R&B
[novelty]
[RCA Victor 2127]
written by Bob Russell
#16
01/1945

Ac-Cent-Tchu-Ate the Positive
Johnny Mercer

395 pts
1
US


4
R&B
[Capitol 180]
written by Harold Arlen & Johnny Mercer
Smoke! Smoke! Smoke! (That Cigarette)
#17
07/1947

Smoke! Smoke! Smoke! (That Cigarette)
Tex Williams

395 pts
1
US
1
ctry


[Capitol Americana 40001]
written by Merle Travis & Tex Williams
#18
11/1946

(I Love You) For Sentimental Reasons
The King Cole Trio

394 pts
1
US


3
R&B
[Capitol 304]
written by William Best & Deek Watson
#19
08/1946

To Each His Own
The Ink Spots

393 pts
1
US


3
R&B
written by Jay Livingston & Ray Evans
#20
11/1944

I'm Making Believe
The Ink Spots and Ella Fitzgerald

392 pts
1
US


2
R&B
B side to Into Each Life Some Rain Must Fall
written by James V. Monaco & Mack Gordon
#21
08/1943

Paper Doll
The Mills Brothers

392 pts
1
US


2
R&B
written by Johnny S. Black
Open the Door, Richard
#22
02/1947

Open the Door, Richard
The Three Flames

391 pts
1
US


3
R&B
[novelty]
[Columbia 37268]
written by Bob Russell
#23
06/1947

Temptation (Tim-Tayshun)
Red Ingle and the Natural Seven

389 pts
1
US
2
ctry


featuring Jo Stafford on vocals
written by Arthur Freed & Nacio Herb Brown
Chattanooga Choo Choo
#24
1941

Chattanooga Choo Choo
The Glenn Miller Orchestra

385 pts
1
US




[Bluebird 11230]
written by Harry Warren & Mack Gordon
#25
08/1943

Sunday, Monday or Always
Bing Crosby

384 pts
1
US


3
R&B
[Decca 18561]
written by Jimmy Van Heusen & Johnny Burke
#26
06/1944

You Always Hurt the One You Love
The Mills Brothers

382 pts
1
US


5
R&B
B side to Till Then
written by Allan Roberts & Doris Fisher
Piano Concerto in B Flat
#27
08/1941

Piano Concerto in B Flat
Freddy Martin and His Orchestra

381 pts
1
US




written by Pyotr Ilyich Tchaikovsky
#28
1941

You and I
The Glenn Miller Orchestra

381 pts
1
US




[Bluebird 11215]
written by Meredith Willson
#29
05/1941

Green Eyes (Aquellos Ojos Verdes)
Jimmy Dorsey and His Orchestra

381 pts
1
US




vocals by Bob Eberly & Helen O'Connell
written by Adolfo Utrera, Nilo Menéndez, Eddie Rivera & Eddie Woods
#30
05/1941

Maria Elena
Jimmy Dorsey and His Orchestra

381 pts
1
US




vocals by Bob Eberly
written by Lorenzo Barcelata & Bob Russell
#31
06/1941

Daddy
Swing and Sway with Sammy Kaye

381 pts
1
US




written by Bobby Troup
#32
08/1941

Blue Champagne
Jimmy Dorsey and His Orchestra

380 pts
1
US




vocals by Bob Eberly
written by Grady Watts & Frank Ryerson
#33
03/1941

Amapola (Pretty Little Poppy)
Jimmy Dorsey and His Orchestra

380 pts
1
US




vocals by Bob Eberly
written by Joseph LaCalle & Albert Gamse
#34
05/1941

My Sister and I
Jimmy Dorsey and His Orchestra

380 pts
1
US




vocals by Bob Eberly
written by Hy Zaret, Joan Whitney & Alex Kramer
Elmer's Tune
#35
1941

Elmer's Tune
The Glenn Miller Orchestra

380 pts
1
US




[Bluebird 11274]
written by Elmer Albrecht, Sammy Gallop & Dick Jurgens
Song of the Volga Boatmen
#36
1941

Song of the Volga Boatmen
The Glenn Miller Orchestra

379 pts
1
US




[Bluebird 11029]
written by traditional & Mily Balakirev
Moonlight Cocktail
#37
1942

Moonlight Cocktail
The Glenn Miller Orchestra

376 pts
1
US




[Bluebird 11401]
written by Kim Gannon & Lucky Roberts
(I've Got a Gal In) Kalamazoo
#38
1942

(I've Got a Gal In) Kalamazoo
The Glenn Miller Orchestra

375 pts
1
US




[Victor 27934]
written by Mack Gordon & Harry Warren
#39
11/1943

My Heart Tells Me (Should I Believe My Heart?)
Glen Gray and the Casa Loma Orchestra

374 pts
1
US


7
R&B
vocals by Eugenie Baird
[Decca 18567]
written by Harry Warren & Mack Gordon
Is You Is or Is You Ain't (Ma' Baby)
#40
07/1944

Is You Is or Is You Ain't (Ma' Baby)
Louis Jordan

374 pts
2
US
1
ctry
3
R&B
as Louis Jordan & His Tympany Five
[Decca 8659]
written by Louis Jordan & Billy Austin
Tuxedo Junction
#41
1940

Tuxedo Junction
The Glenn Miller Orchestra

374 pts
1
US




[Bluebird 10612]
written by Erskine Hawkins, Bill Johnson & Julian Dash
The Woodpecker Song
#42
1940

The Woodpecker Song
The Glenn Miller Orchestra

372 pts
1
US




[Bluebird 10598]
written by Eldo Di Lazzaro & Harold Adamson
#43
11/1944

Don't Fence Me In
Bing Crosby and The Andrews Sisters

372 pts
1
US


9
R&B
[Decca 23364]
written by Cole Porter & Robert Fletcher
Pistol Packin' Mama
#44
11/1943

Pistol Packin' Mama
Bing Crosby and The Andrews Sisters

372 pts
2
US
1
ctry
3
R&B
[Decca 23277]
written by Al Dexter
Sleepy Lagoon
#45
04/1942

Sleepy Lagoon
Harry James and His Orchestra

372 pts
1
US




written by Eric Coates & Jack Lawrence
#46
04/1942

Tangerine
Jimmy Dorsey and His Orchestra

371 pts
1
US




vocals by Bob Eberly & Helen O'Connell
written by Victor Schertzinger & Johnny Mercer
A String of Pearls
#47
1942

A String of Pearls
The Glenn Miller Orchestra

371 pts
1
US




[Bluebird 11382]
written by Jerry Gray
#48
07/1942

Jingle Jangle Jingle
Kay Kyser and His Orchestra

371 pts
1
US




vocals by Harry Babbitt
written by Frank Loesser & Joseph J. Lilley
#49
1940

When You Wish upon a Star
The Glenn Miller Orchestra

371 pts
1
US




[Bluebird 10570]
written by Ned Washington & Leigh Harline
#50
01/1942

Blues in the Night (My Mama Done Tol' Me)
Woody Herman and His Orchestra

371 pts
1
US




written by Harold Arlen & Johnny Mercer
Don't Sit Under the Apple Tree (With Anyone else but Me)
#51
1942

Don't Sit Under the Apple Tree (With Anyone else but Me)
The Glenn Miller Orchestra

371 pts
1
US




[Bluebird 11474]
written by Charlie Tobias, Lew Brown & Sam Stept
#52
1940

Careless
The Glenn Miller Orchestra

371 pts
1
US




[Bluebird 10520]
written by Lew Quadling, Eddy Howard & Dick Jurgens
Frenesi
#53
08/1940

Frenesi
Artie Shaw and His Orchestra

371 pts
1
US




written by Alberto Dominguez
I'll Walk Alone
#54
08/1944

I'll Walk Alone
Dinah Shore

370 pts
1
US


10
R&B
[Victor 1586]
written by Jule Styne & Sammy Cahn
I'll Never Smile Again
#55
07/1940

I'll Never Smile Again
Tommy Dorsey and His Orchestra

370 pts
1
US




vocals by Frank Sinatra
written by Ruth Lowe
#56
09/1940

Only Forever
Bing Crosby

370 pts
1
US




[Decca 3300]
written by James V. Monaco & Johnny Burke
#57
07/1940

Sierra Sue
Bing Crosby

369 pts
1
US




[Decca 3133]
written by Joseph Buell Carey
#58
06/1940

Make-Believe Island
Mitchell Ayres and His Fashions in Music

369 pts
1
US




written by Will Grosz, Nick Kenny & Charles Kenny
#59
07/1940

The Breeze and I
Jimmy Dorsey and His Orchestra

369 pts
1
US




vocals by Bob Eberly
written by Ernesto Lecuona & Al Stillman
#60
1940

Imagination
The Glenn Miller Orchestra

369 pts
1
US




[Bluebird 10622]
written by Jimmy Van Heusen & Johnny Burke
#61
07/1940

Where Was I?
Charlie Barnet and His Orchestra

369 pts
1
US




written by Al Dubin & W. Franke Harling
Blueberry Hill
#62
1940

Blueberry Hill
The Glenn Miller Orchestra

369 pts
1
US




[Bluebird 10768]
written by Vincent Rose, Al Lewis & Larry Stock
#63
07/1943

In the Blue of Evening
Tommy Dorsey and His Orchestra

368 pts
1
US


10
R&B
vocals by Frank Sinatra
[Victor 201530]
written by Thomas Montgomery Adair & Alfonso D'Artega
#64
1940

Fools Rush In (Where Angels Fear to Tread)
The Glenn Miller Orchestra

368 pts
1
US




[Bluebird 10728]
written by Rube Bloom & Johnny Mercer
#65
05/1943

Taking a Chance on Love
Benny Goodman and His Orchestra

368 pts
1
US


10
R&B
vocals by Helen Forrest
written by Vernon Duke, John Latouche & Ted Fetter
Twelfth Street Rag
#66
06/1948

Twelfth Street Rag
Pee Wee Hunt and His Orchestra

368 pts
1
US




hit for Earl Fuller in 1917
[Capitol 15105]
written by Euday L. Bowman
#67
09/1948

Buttons and Bows
Dinah Shore

364 pts
1
US




dinah shore & her happy valley boys
[Columbia 38284]
written by Jay Livingston & Ray Evans
#68
06/1948

You Call Everybody Darlin'
Al Trace and His Orchestra

364 pts
1
US




as Al Trace & his new orchestra
written by Sam Martin [country songwriter], Ben Trace & Clem Watts
#69
05/1948

Love Somebody
Doris Day and Buddy Clark

364 pts
1
US




written by Joan Whitney & Alex Kramer
#70
04/1948

You Can't Be True, Dear
Ken Griffin

364 pts
1
US




as Ken Griffin at the Organ
vocals by Jerry Wayne (added later)
written by Hans Otten, Gerhard Ebeler & Hal Cotten
#71
01/1948

Now Is the Hour (Maori Farewell Song)
Bing Crosby

364 pts
1
US




written by Clement Scott, Maewa Kaihau & Dorothy Stewart
#72
07/1948

A Tree in the Meadow
Margaret Whiting

364 pts
1
US




[Capitol 15122]
written by Billy Reid
#73
01/1948

Mañana (Is Soon Enough for Me)
Peggy Lee

364 pts
1
US




written by Peggy Lee & Dave Barbour
#74
11/1948

A Little Bird Told Me
Evelyn Knight

364 pts
1
US




written by Harvey O. Brooks
#75
12/1948

Powder Your Face with Sunshine (Smile! Smile! Smile!)
Evelyn Knight

364 pts
1
US




written by Carmen Lombardo & Stanley Rochinski
#76
06/1949

You're Breaking My Heart
Vic Damone

363 pts
1
US




[Mercury 5271]
written by Pat Genaro, Sunny Skylar & Ruggero Leoncavallo
#77
04/1949

Some Enchanted Evening
Perry Como

363 pts
1
US




[RCA 47-2896]
written by Richard Rodgers & Oscar Hammerstein II
#78
03/1949

Forever and Ever
Russ Morgan

363 pts
1
US




[Decca 24569]
written by Franz Winkler & Malia Rosa
I'm Looking Over a Four Leaf Clover
#79
01/1948

I'm Looking Over a Four Leaf Clover
Art Mooney

363 pts
1
US




written by Harry M. Woods & Mort Dixon
I Can Dream, Can't I
#80
09/1949

I Can Dream, Can't I
The Andrews Sisters

363 pts
1
US




hit for Tommy Dorsey in 1938
[Decca 24705]
written by Sammy Fain & Irving Kahal
#81
11/1948

My Darling, My Darling
Jo Stafford and Gordon MacRae

363 pts
1
US




written by Frank Loesser
#82
12/1948

I've Got My Love to Keep Me Warm
Les Brown and His Orchestra

363 pts
1
US




hit for Ray Noble in 1937
written by Irving Berlin
#83
03/1945

There! I've Said It Again
Vaughn Monroe

363 pts
1
US




written by Redd Evans & David Mann
#84
06/1948

Woody Woodpecker
Kay Kyser and His Orchestra

363 pts
1
US




vocals by Gloria Wood
written by George Tibbles & Ramey Idriss
That Lucky Old Sun
#85
08/1949

That Lucky Old Sun
Frankie Laine

363 pts
1
US




[Mercury 5316]
written by Beasley Smith & Haven Gillespie
#86
02/1949

Cruising Down the River
Russ Morgan

363 pts
1
US




[Decca 24568]
written by Eily Beadell & Nell Tollerton
Sentimental Journey
#87
03/1945

Sentimental Journey
Les Brown and His Orchestra

363 pts
1
US




written by Les Brown, Ben Homer & Bud Green
#88
01/1949

Cruising Down the River
Blue Barron and His Orchestra

363 pts
1
US




written by Eily Beadell & Nell Tollerton
#89
08/1949

Someday
Vaughn Monroe

363 pts
1
US




written by Jimmie Hodges
All I Want for Christmas (Is My Two Front Teeth)
#90
11/1948

All I Want for Christmas (Is My Two Front Teeth)
Spike Jones and His City Slickers

362 pts
1
US




vocals by George Rock
written by Donald Yetter Gardner
#91
04/1949

A-You're Adorable
Perry Como

362 pts
1
US




written by Sid Lippman, Buddy Kaye & Fred Wise
#92
11/1945

I Can't Begin to Tell You
Bing Crosby and Carmen Cavallaro

362 pts
1
US




written by James V. Monaco & Mack Gordon
#93
12/1945

Doctor, Lawyer, Indian Chief
Betty Hutton

362 pts
1
US




written by Hoagy Carmichael & Paul Francis Webster
#94
11/1949

Mule Train
Frankie Laine

362 pts
1
US




as Frankie Laine & The Muleskinners
[Mercury 5345]
written by Johnny Lange, Hy Heath & Fred Glickman
#95
08/1945

Till the End of Time
Perry Como

362 pts
1
US




[Victor 1709]
written by Ted Mossman & Buddy Kaye
#96
07/1945

On the Atchison, Topeka and Sante Fe
Johnny Mercer

362 pts
1
US




written by Harry Warren & Johnny Mercer
#97
01/1945

I'm Beginning to See the Light
Harry James and His Orchestra

362 pts
1
US




vocals by Kitty Kallen
written by Duke Ellington, Don George, Johnny Hodges & Harry James
#98
02/1945

Candy
Johnny Mercer and Jo Stafford

362 pts
1
US




written by Alex Kramer, Mack David & Joan Whitney
#99
03/1945

Dream
The Pied Pipers

362 pts
1
US




[Capitol 15246]
written by Johnny Mercer
#100
10/1945

It's Been a Long, Long Time
Harry James and His Orchestra

362 pts
1
US




vocals by Kitty Kallen
written by Jule Styne & Sammy Cahn

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