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The Best Chicago Albums of All Time

Updated October 13, 2018 3.2k votes 838 voters 25.5k views

List RulesThis list includes studio albums only, so if you add an album make sure it's a proper studio release.

Veteran rock band Chicago is one of the best rock bands and best jazz rock bands of all time. List of the best Chicago albums, including pictures of the album covers when available. This Chicago discography is ranked from best to worst, so the top Chicago albums can be found at the top of the list. The band hails from the city of Chicago, and has been together in various formations since 1967. Over time, the group's sound has evolved from rock to soft rock to pop. 

To make it easy for you, we haven't included Chicago singles, EPs, or compilations, so everything you see here should only be studio albums. If you think the greatest Chicago album isn't high enough on the list, then be sure to vote for it so it receives the credit it deserves. Make sure you don't just vote for critically acclaimed albums; if you have a favorite Chicago album, then vote it up, even if it's not necessarily the most popular.

If you want to know the Best Chicago album of all time, this list will answer your questions. It has a variety of albums in it, from Chicago II to The Chicago Transit Authority. This list of popular Chicago CDs has been voted on by music fans around the world, so the order of this list isn't just one person's opinion. 

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  • 1
    316
    72

    ArtistChicago

    TracksNow More Than Ever, West Virginia Fantasies, 25 or 6 to 4

    LabelColumbia

    Genres (Music)Progressive rock, Rock music, Classical music, Jazz, Jazz fusion

  • 2

    ArtistChicago

    TracksSomeday (August 29, 1968), Introduction

    LabelColumbia

    Genres (Music)Progressive rock, Rock music, Hard rock, Jazz fusion

  • 3
    192
    41

    ArtistChicago

    ProducerJames William Guercio

    TracksAll Is Well, A Hit by Varèse, Now That You've Gone

    Length (mins)00:44:41

    LabelColumbia

    Genres (Music)Rock music

  • 4
    169
    41

    ArtistChicago

    ProducerJames William Guercio

    TracksMongonucleosis, Devil's Sweet, Skinny Boy

    Length (mins)01:12:34

    LabelColumbia

    Genres (Music)Rock music, Jazz fusion

  • 5
    131
    40

    ArtistChicago

    ProducerJames William Guercio

    TracksIn Terms of Two, Something in This City Changes People, Jenny

    Length (mins)00:38:23

    LabelColumbia

    Genres (Music)Rock music

  • 6
    125
    51

    ArtistChicago

    ProducerDavid Foster

    TracksOnce in a Lifetime, Remember the Feeling, Prima Donna

    Length (mins)00:41:51

    Genres (Music)Rock music, Adult contemporary music, Soft rock

  • 7
    126
    52

    ArtistChicago

    TracksOnce Upon a Time, Man Vs. Man: The End, Sing a Mean Tune Kid

    LabelColumbia

    Genres (Music)Rock music, Rock and roll, Jazz fusion

  • 8
    102
    37

    ArtistChicago

    ProducerJames William Guercio

    TracksYou Are on My Mind, Hope for Love, Together Again

    LabelColumbia

    Genres (Music)Rock music, Rock and roll

  • 9
    89
    32

    ArtistChicago

    ProducerJames William Guercio

    TracksThe Inner Struggles of a Man, Prelude (Little One), Baby

    Length (mins)00:44:39

    LabelColumbia

    Genres (Music)Rock music

  • 10
    89
    35

    ArtistChicago

    TracksOh, Thank You Great Spirit, Never Been in Love Before

    Length (mins)00:39:35

    LabelColumbia

    Genres (Music)Rock music, Rock and roll

  • 11
    81
    38

    ArtistChicago

    ProducerDavid Foster

    TracksRescue You, Waiting for You to Decide, Follow Me

    Length (mins)00:41:53

    Genres (Music)Rock music, Adult contemporary music

  • 12

    ArtistChicago

    TracksStone of Sisyphus (No Rhythm Loop), All the Years, Sleeping in the Middle of the Bed

    Genres (Music)Rock music, Adult contemporary music

  • 13
    53
    38

    ArtistChicago

    ProducerPhil Ramone

    TracksRun Away, Window Dreamin', Mama Take

    Length (mins)00:47:10

    LabelColumbia

    Genres (Music)Rock music, Rock and roll, Disco

  • 14
    60
    47

    ArtistChicago

    ProducerPhil Ramone

    TracksAin't It Time, The Greatest Love on Earth, Love Was New

    Length (mins)00:41:48

    Genres (Music)Rock music, Rock and roll, Jazz fusion

  • 15
    61
    48

    ArtistChicago

    TracksWhat Kind of Man Would I Be?, You're Not Alone, Look Away

    Length (mins)00:44:26

    Genres (Music)Rock music, Adult contemporary music

  • 16
    51
    38

    ArtistChicago

    ProducerDavid Foster

    TracksWill You Still Love Me?, One More Day, 25 or 6 to 4

    Genres (Music)Rock music, Adult contemporary music

  • 17
    47
    37

    ArtistChicago

    ProducerThomas J. Dowd

    TracksBirthday Boy, Hold On, Overnight Cafe

    Length (mins)00:38:35

    Genres (Music)Rock music, Rock and roll

  • 18

    ArtistChicago

    ProducerBruce Fairbairn

    TracksTake the "A" Train, Sophisticated Lady, Goody Goody

    Length (mins)00:51:29

    Genres (Music)Big Band

  • 19
  • 20
    31
    29

    ArtistChicago

    TracksAlready Gone, Where Were You, 90 Degrees and Freezing

    Genres (Music)Rock music, Adult contemporary music, Rock and roll

  • 21
    37
    39

    ArtistChicago

    ProducerHumberto Gatica

    TracksYou Come to my Senses, What Does It Take, Only Time Can Heal the Wounded

    Length (mins)00:52:03

    Genres (Music)Rock music, Adult contemporary music

  • 22
  • 23

    ArtistLeftover Salmon

    TracksMidnight Blues, Nobody's Fault But Mine, On the Other Side

    Length (mins)00:58:45

  • 24
    14
    23
  • 25

    ArtistChicago

    TracksWhat Are You Doing New Years Eve?, O Christmas Tree, I Saw Three Ships

    Genres (Music)Rock music, Adult contemporary music, Christmas music