Photo: via Twitter

Rock The Best Chicago Songs of All Time  

Voteable
1.9k votes 264 voters 4k 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.

1
68 21
Ranker Video

2
60 18
Ranker Video

3
61 30
Ranker Video

4
46 20
Ranker Video
Colour My World Chicago II

5
49 24
Ranker Video

6
56 30
Ranker Video
Hard Habit to Break Chicago 17, The Ultimate Chicago: Australian Tour Edition

7
70 43
Ranker Video
25 or 6 to 4 Chicago II

8
55 31
Ranker Video
Does Anybody Really Know What Time It Is? Chicago Transit Authority

9
49 27
Ranker Video
Saturday In The Park Chicago V, The Ultimate Chicago: Australian Tour Edition

10
40 20
Ranker Video
Just You 'N' Me Chicago VI

11
23 6
Ranker Video
Happy Man Chicago VII

12
41 21
Ranker Video
Love Me Tomorrow Chicago 16

13
42 23
Ranker Video

14
39 21
Ranker Video
Along Comes a Woman Chicago 17

The Sexiest Women in Rock History, Ranked

15
40 22
Ranker Video
Beginnings Chicago Transit Authority

16
48 29
Ranker Video

17
31 15
Ranker Video
(I've Been) Searchin' So Long Chicago VII, The Ultimate Chicago: Australian Tour Edition

18
39 22
Ranker Video
Old Days Chicago VIII

19
32 17
Ranker Video
Questions 67 and 68 Chicago Transit Authority

20
35 20
Ranker Video
Make Me Smile Chicago II

21
22 10
Ranker Video
Poem 58 Chicago Transit Authority

The Best Rock Vocalists

22
32 19
Ranker Video

23
34 21
Ranker Video
Stay the Night Chicago 17

24
25 13
Ranker Video
I'm a Man Chicago Transit Authority

25
29 17
Ranker Video
Look Away Chicago 19

26
15 5
Ranker Video
Listen Chicago Transit Authority

27
15 5
Ranker Video
No Tell Lover Hot Streets

28
15 5
Ranker Video
Call on Me Chicago VII

18 Pictures of Taylor Swift Not Wearing Makeup

29
18 9
Ranker Video

30
18 9
Ranker Video

31
7 1
Ranker Video
1yoohoo added Dialogue Part 1 & 2 Chicago V

32
9 3
Ranker Video
Fancy Colours Chicago II

33
10 4
Ranker Video
Free Chicago III

34
10 4
Ranker Video
Wake Up Sunshine Chicago II

35
8 3
Ranker Video
Liberation Chicago Transit Authority

The Greatest Songs by One-Hit Wonders

36
10 5
Ranker Video
Free Form Guitar Chicago Transit Authority

37
6 1
Ranker Video
Movin In' Chicago II

38
9 5
Ranker Video
Street Player Chicago 13

39
9 5
Ranker Video

40
8 4
Ranker Video
Alive Again Hot Streets, The Ultimate Chicago: Australian Tour Edition

41
7 4
Ranker Video
Southern California Purples Chicago Transit Authority

42
9 7
Ranker Video

List of Famous Astronauts

43
9 7
Ranker Video

44
8 6
Ranker Video
We Can Last Forever Chicago 19

45
6 4
Ranker Video
In the Country Chicago II

46
5 3
Ranker Video
Lowdown Chicago III

47
2 0
Ranker Video
1yoohoo added Where Do We Go From Here Chicago II

48
5 4
Ranker Video
The Road Chicago II

49
4 3
Ranker Video
Poem for the People Chicago II

50
1 0
Ranker Video