Music

The Best Chicago Songs of All Time 

Voteable
Updated April 26, 2020 4.9k votes 669 voters 13.9k views

List Rules Vote for your favorite Chicago songs, not just singles and hits.

List of the best Chicago songs, ranked by fans like you. After first finding success in the late-'60s, this best-selling soft rock outfit went on to have decades of staying-power. They differentiated themselves from their peers by relying heavily on horn arrangements. This list includes every major Chicago single, from "If You Leave Me Now" to "25 or 6 to 4," but true fans know there are other great songs to vote on besides the radio hits. Music videos and lyric videos are included next to each song name, so if you haven't heard a track you can listen to it right here on this page.

Is one of your favorite Chicago songs missing from this poll? Add it to the list so it has a chance to rise to the top. If the order of this list bothers you, then stand up and do something about it by creating your own version and re-ranking it. Simply click the "Rerank List" button and you can put the songs in whatever order you like.
list ordered by
1
Ranker Video
Chicago II
2
Ranker Video
Chicago V, The Ultimate Chicago: Australian Tour Edition
3
Ranker Video
Chicago Transit Authority
4
Ranker Video
5
Ranker Video
6
Ranker Video
Chicago Transit Authority
7
Ranker Video
8
Ranker Video
Chicago II
9
Ranker Video
10
Ranker Video
Chicago Transit Authority
11
Ranker Video
Chicago II
12
Ranker Video
13
Ranker Video
Chicago 17, The Ultimate Chicago: Australian Tour Edition
14
Ranker Video
Chicago VII, The Ultimate Chicago: Australian Tour Edition
15
Ranker Video
Chicago VI
16
Ranker Video
Chicago VIII
17
Ranker Video
18
Ranker Video
Chicago Transit Authority
19
Ranker Video
1yoohoo added Chicago V
20
Ranker Video
Chicago VII
21
Ranker Video
22
Ranker Video
Chicago 16
23
Ranker Video
Chicago 17
24
Ranker Video
Chicago VII
25
Ranker Video
Chicago 19