Fifth in the series, Chillout Sessions 5 is a two-disc compilation of songs by various artists that was released in 2004. Its front cover uses the same image that the UK release The Very Best of the Chillout Session does. The image is also similar to that used on the front cover of Chillout Classics. The Chillout Session is the first compilation in the series and was released on 5 February 2001 in the United Kingdom and Australia. Its cover image is used again for The Chillout Guide later in the year. Its cover image was actually first used in 1998 in the booklet of The Annual IV and later as the cover for the Ministry of Sound book The Manual.

In 2016, the Ministry of Sound UK record label was sold to Sony Music. The label is run as an independent and split between A&R and Compilations. The Compilations team were retained when moving to Sony.Chillout Sessions XV is the fifteenth installment of the Chillout Sessions series of compilations, released by Ministry of Sound. Ministry of Sound, as a label, began in 1993 and its first album was the first volume of a series called Sessions. The series was successful enough for it to generate a spin-off series of The Chillout Session, which began in 2001 with a UK Compilation Chart #1 album. Volume 2 was also very successful. The first and second volumes were released in both the UK and Australia, but the series divided in August 2001, with one series for the UK and the other for Australia. Chillout Sessions XVII is the seventeenth installment of the Chillout Sessions series of compilations, released by Ministry of Sound. Although well received, some criticism has been made for CD 3 of the album, with many describing it as dance music rather than chill out.

The fourth installment album in the series was released in May 2011, Chilled Afterhours. It is an album designed for "after hours" playing. In Australia, the series has been a continued success from Volume 3 in 2002. In a different approach from the UK, the Australian series maintained the numbering system as a suffix in its titles, with only the "Best of..." style album Chillout Classics omitting a number from the title. The Chillout genre of compilations started in the UK and since 2003 Ministry of Sound has released them under different tropes such as "Chilled", "After Hours", "The Morning After..." which has shown MOS to have seemingly ended its branding of the genre as Chillout Sessions. Chillout Sessions 7 is the seventh installment of the Chillout Sessions series of compilations, released by Ministry of Sound. Chillout Sessions 10 is the tenth installment of the Chillout Sessions series of compilations, released by Ministry of Sound.Chillout Sessions XIV is the fourteenth instalment of the Chillout Sessions series of compilations, released by Ministry of Sound. A similar series started in Australia, where the series changed its name from The Chillout Session to The Chillout Sessions and then simply to Chillout Sessions and continued until 2016 with XIX until the record label rebranded to TMRW following the acquisition of MoS by Sony in the UK. The Chillout Session 2 is the second installment in the series and was released on 3 July 2001 in the United Kingdom and Australia. It reached #2 in the UK compilation album chart. Amongst the releases from 2002 to 2004, Ministry of Sound UK also launched spin-off compilations such as Late Night Sessions and Late Night Sessions: Autumn/Winter Collection.