John Coltrane‘s ‘Live At The Village Vanguard Again!’ is a (free jazz) album recorded on May 28, 1966 and released in December 1966 by Impulse!
‘The Freewheelin’ Bob Dylan‘ is his second studio album featuring contemporary words to traditional melodies and released on May 27, 1963 by Columbia.
‘The Astrud Gilberto Album’ is her first solo album produced by Creed Taylor and released in May 1965 by Verve.
‘Absolutely Free’ by The Mothers of Invention is their second album produed by Frank Zappa and released on May 26, 1967 by Verve.
Ella Fitzgerald‘s ‘Ella / Things Ain’t What They Used to Be ‘ is the combination of two separate studio albums recorded on May 26-30, 1969 and released .in 1970 by Reprise
Duke Ellington‘s ‘The Nutcracker Suite’ is an album featuring jazz interpretations of ‘The Nutcracker’ by Tchaikovsky, arranged by Ellington and Billy Strayhorn, recorded on May 26 & 31, June 3, 21 & 22, 1960 and released in 1960 By Columbia.
John Coltrane‘s ‘Transition’ is an album recorded on May 26 & June 10, 1965 and released posthumously only in 1970 by Impulse!..
Jeff Beck‘s ‘Truth’ is his debut album recorded with a band featuring Rod Stewart and Ronnie Wood on May 14, 15, 25 & 26 1968 and released in August 1968 by Columbia Records.
John Coltrane‘s ‘Olé’ is his ninth album recorded on May 25, 1961 and released in February 1962 by Atlantic.
Small Faces‘ ‘Ogdens’ Nut Gone Flake’ is their third studio album produced by members Ronnie Lane and Steve Marriott and released on May 24, 1968 by Immediate
Sonny Rollins‘ ‘Tenor Madness‘ is an album recorded on May 24, 1956 with John Coltrane and released the same year by Prestige.
The Who‘s ‘Tommy’ is their fourth studio (and rock-opera) album released as a double album on May 23, 1969 by Decca / MCA.
Dexter Gordon‘s ‘Our Man in Paris’ is an album recorded on May 23, 1963 in Paris, with Bud Powell, Kenny Clarke and Pierre Michelot and released the same year by Blue Note.
Joe Henderson‘s ‘Power to the People’ is an album recorded on May 23 & 29, 1969 with among others Herbie Hancock, Jack DeJohnette and released in 1969 by Milestone.
John Coltrane‘s ‘Africa/Brass’ is his eighth studio album recorded on May 23 & June 7, 1961 with French horns and euphonium and released the same year by Impulse! Records.
The Monkees‘ ‘Headquarters’ is their third album produced by Chip Douglas and released on May 22, 1967 by Colgems / RCA Victor
‘Cuban Fire!’ by Stan Kenton & his orchestra is an album (one of the most influential Latin jazz large-ensemble recordings of all time), recorded on May 22–24, 1956 and releaseed the same year by Capitol.
Ornette Coleman‘s ‘The Shape of Jazz to Come’ is his third album recorded on May 22, 1959 and released in October 1959 By Atlantic.
Chuck Berry‘s ‘After School Session’ is his debut album recorded in Chicago between May 21, 1955 and January 21, 1957, produced by Leonard & Phil Chess and released in May 1957 on Chess Records.