A noted songwriter and arranger, he wrote the songs "
It Must Be Jelly ('Cause Jam Don't Shake Like That)" with
George Williams for the Glenn Miller Orchestra in 1942, which was covered by
Woody Herman in 1944 on Brunswick and as
V-Disc 320B, and was also recorded by
Harry James,
Frankie Ford, and Johnny Long; "Slumber Song" with Saul Tepper; "
Doin' the Jive" written with Glenn Miller in 1937; "Moon Dreams" with lyrics by
Johnny Mercer, which was arranged by
Gil Evans and recorded by
Miles Davis on his 1957
Birth of the Cool album which was produced by Mercer's cousin Walter Rivers; "
Sold American" with Glenn Miller;
"Sometime" with Glenn Miller in 1939; "Solid As a Stonewall Jackson" with
Jerry Gray; "Mister-Lucky-Me" in 1943; "Simply Grand"; "If Not For You"; "
The Technical Training Command" with Glenn Miller and Sol Meyer in 1943; and, "
I Sustain the Wings", composed with Glenn Miller,
Norman Leyden, and Sol Meyer for the
NBC radio series, which ran from 1943 to 1944. Chummy MacGregor also composed a series of songs with
Charles Ives: "The Cage", "Berceuse", "Evidence", "Disclosure", "Down East", "Allegro", "The Camp Meeting", and "The Circus Band". His composition "Moon Dreams" was recorded by
Martha Tilton on April 6, 1942, at the first session for
Capitol Records (then still being called Liberty Records) which was co-founded by Johnny Mercer, the co-writer of the song, and it was released as "Moondreams" on Capitol single 138 and Glenn Miller and the Army Air Force Band recorded the song in October 1944 and it was released as V-Disc, No. 201A.
Herbie Mann,
Hal McIntyre,
Meredith D'Ambrosio,
Gil Goldstein, Flavio Ambrosetti,
Franz Koglmann, and
Charlie Shoemake have also recorded the song. His composition "Moon Dreams" was also featured in the 1988 motion picture
36 Fillette. "Moon Dreams" was also featured on the soundtrack collection ''Ken Burns Jazz: The Story of America's Music'' (2000), in a performance by Miles Davis, arranged by
Gil Evans. Miles Davis first performed the song in 1948 in concert in New York, a performance which appears on The Complete Birth of the Cool sessions collection. In 2008, his composition "Moon Dreams" was featured in the Fox series
The Simpsons in the episode "Mypods and Boomsticks" in a performance by Miles Davis. He also co-wrote the song "Why Don't We Say We're Sorry?" which was released by the post-war Glenn Miller Orchestra led by
Tex Beneke in 1947 on RCA Victor also featuring Garry Stevens and the Mello Larks along with Beneke on vocals. ==Honors==