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The Best of Chicago: 40th Anniversary is a double greatest hits album, and the thirty-first album overall, by Americanrock band Chicago, released by Rhino Records on October 2, 2007. It consists of two discs containing 30 of Chicago's top 40 singles. It is the fourth compilation of past hits released by their label since beginning of the decade. Most of the songs on this compilation are presented as their shorter length radio-single edits, as opposed to the album versions. It also features "Love Will Come Back" without Rascal Flatts' vocals.
Although no indication is given on the discs or the cover, the album could also be considered as Chicago XXXI (31) in their canon, as it is preceded by Chicago XXX (30) in 2006, and followed by Chicago XXXII: Stone of Sisyphus in 2008. This is further emphasized by the display of albums on the band's website.