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Rock The Best Chicago Songs of All Time  

Voteable
2.6k votes 356 voters 6k 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
90 35
Ranker Video

2
76 34
Ranker Video

3
93 51
Ranker Video
Chicago II

4
83 45
Ranker Video

5
45 17
Ranker Video
Chicago VII, The Ultimate Chicago: Australian Tour Edition

6
69 36
Ranker Video
Chicago Transit Authority

7
57 27
Ranker Video
Chicago VI

8
53 25
Ranker Video
Chicago Transit Authority

9
62 32
Ranker Video
Chicago V, The Ultimate Chicago: Australian Tour Edition

10
59 30
Ranker Video
Chicago II

11
43 18
Ranker Video
Chicago Transit Authority

12
69 39
Ranker Video
Chicago 17, The Ultimate Chicago: Australian Tour Edition

13
60 32
Ranker Video

14
46 21
Ranker Video
Chicago II

15
51 25
Ranker Video

16
49 25
Ranker Video
Chicago VIII

17
61 35
Ranker Video

18
33 13
Ranker Video
Chicago VII

19
51 28
Ranker Video
Chicago 17

20
24 7
Ranker Video
Chicago VII

21
32 14
Ranker Video
Chicago Transit Authority

22
16 2
Ranker Video
1yoohoo added Chicago V

23
40 22
Ranker Video

24
28 12
Ranker Video
Chicago Transit Authority

25
49 30
Ranker Video
Chicago 16

26
43 25
Ranker Video
Chicago 17

27
38 21
Ranker Video
Chicago 19

28
18 7
Ranker Video
Chicago Transit Authority

29
16 6
Ranker Video
Chicago III

30
23 13
Ranker Video

31
14 5
Ranker Video
Chicago II

32
15 6
Ranker Video
Chicago II

33
22 13
Ranker Video

34
11 3
Ranker Video
Chicago II

35
17 9
Ranker Video
Hot Streets

36
12 5
Ranker Video
Chicago Transit Authority

37
7 1
Ranker Video
1yoohoo added Chicago VIII

38
11 5
Ranker Video
Chicago II

39
14 8
Ranker Video

40
6 1
Ranker Video
1yoohoo added

41
6 1
Jenny is listed (or ranked) 41 on the list The Best Chicago Songs of All Time
Karin Cross Smith added

42
12 7
Ranker Video
Chicago Transit Authority

43
9 4
Ranker Video
Chicago II

44
9 4
Ranker Video
Chicago III

45
12 8
Ranker Video

46
10 6
Ranker Video
Chicago Transit Authority

47
10 6
Ranker Video
Hot Streets, The Ultimate Chicago: Australian Tour Edition

48
5 1
Ranker Video
1yoohoo added Chicago II

49
12 9
Ranker Video
Chicago 13

50
9 6
Ranker Video
Chicago II