Best Chicago Songs

Which song by this amazing band do you think deserves the top spot?
The Top Ten
1 25 or 6 to 4

This is a great rock and roll song with the added benefit of a great guitar solo. Clearly their best song.

Been to over 300 concerts over 40 years, always fans go crazy waiting for the encore...25 or 6 to 4!

Number 1, this is the best Chicago song, one of my all time favorite songs.

2 Beginnings

You young guys don't get what that sound was all about...

Absolutely a classic. Should have been #1.

Gotta be number 1. An oldie but a goodie.

3 If You Leave Me Now

This along with Stairway to Heaven by Led Zeppelin are the only to legendary songs.

Love this song

4 You're the Inspiration

Any song is the best, as long as Peter Cetera sang it! He has a silky smooth, dreamy kind of voice! But, I'd say this one is my favorite, second being "Feeling Stronger Every Day"

True song of the 80s best car ride song, best shower song, and in all best song to listen to no matter what. It's a true classic

I loved this song! It was perfect!

5 Look Away

Even though I mostly don't like the 80s era of the band for the most part, Chicago 19 was a virtual improvement over its predecessor and it was one of my introductions to the band as a young kid in the late 90s. And yes, I think my favorite songs off of that album would have to be "You're Not Alone", "Heart in Pieces" and "What Kind of Man Would I Be?" Don't forget this song, as well. And I also kind of liked Chicago XXX, Stone of Sisyphus, Now and Born For This Moment, as well.

I love this song it always brings me back to my high school love. We tried to stay friends but as it goes after high school we lose touch and then he found someone. It hurt for a while but 33 years later we have reconnected and I am happy to say he will always be my first love and my best friend...

6 Hard to Say I'm Sorry

This song should definitely be in their top 5 - maybe top 3 behind If You Leave Me Now and 25 or 6 to 4.

I cannot believe this song isn't on the list this is their best song by a longshot!

This Song is the number one of band, Why so below position?

7 (I've Been) Searchin' So Long

Although I do have some mixed views on Chicago VII (I'm not really a huge fan of the opening section of the album, which is comprised of jazz instrumentals), this song is... surprisingly touching and mature and it's what you would expect from an early-to-mid 70s Chicago ballad. And the ending of the song is just awesome. "Searchin'... (Don't you know I'm, hell yeah!) For an answeeeer!" Say what you will about the 2002 Rhino remasters, I think the loudness effect on the remasters can be used to some great effect. Especially with the harmonies at the end of this song.

This song deserves to be WAY at the top of this list. This song and melody are one of rock's all-time greats--way better than their later stuff that was too sweet or just boring or dumb lyrics.

Extremely catchy. The bass line is so pretty, and the song rocks up at the end.

8 Feelin' Stronger Every Day

There is something unique about this song. It makes you feel so good. It's just brilliant.

No one can match the voice of Peter Cetera!

Major pick me up song. A real feel good

9 Saturday in the Park

How is this song not in at least the top 5?! It's an amazing song ahead of its time very modern sounding but at the same time a classic!

How can anything from the good old jazz-fusion era not be #1, especially this ode to good times in the summertime?

This is one the best songs I've ever heard, amazing tune!

10 Does Anybody Really Know What Time It Is?

Magnificent metals, should be higher on the list!

The Contenders
11 Make Me Smile

This was the peak of the band, right there. In fact, their entire second album is magnificent, in my opinion. Way better than the stuff they made in the 80s. It had this sort of progressive rock feel to it, and this song is a perfect example. The album version of the song is divided into two parts, and that's what makes it special. Don't forget Terry Kath's soulful vocals. This pretty much showed their potential as a great 70s rock group.

If someone came to me and asked, "what was the big deal about Chicago? ," I'd refer them to this song. I almost can't believe a human composed this. It's truly remarkable.

Love the ending climax and has to be at least #2 no question. What a combination of harmonic vocals, and crashing horns and percussion...Damn this is so good.

12 Just You N' Me

Perhaps my favorite Chicago song (along with Saturday in the Park).

Their best song ever,

13 Hard Habit to Break

Just incredible! So amazing! The songwriting, the arrangement, the vocals... perfect!

One of the greatest power ballads ever!

Best in my opinion

14 Wishing You Were Here

Great song, should be much higher.

15 Ballet for a Girl in Buchannon
16 Stay the Night

So Slow, yet so powerful!

17 Old Days

OK, "CBT" memes aside, this is still a vastly underappreciated tune coming from the band. I feel like "Chicago VIII" is pretty much the black sheep among their other classic releases, but you have to admit, it does have some great hidden gems to come from the band, such as "Brand New Love Affair", "Oh Thank You Great Spirit" (a tribute to Jimi Hendrix), "Hideaway", "Ain't It Blue?" and many others.

My favorite song as a senior in high school in 1975. The 70's were amazing years and for music too. I always remember good times when I hear this song. Thank you Chicago for never retiring.

18 Colour My World

The song "Colour My World" was my young late husband's & my favort song. We were 19 & 20 @ that time. He was shot & killed by a stranger 9 months later. With that being said, "Colour My World" by Chicago still remains my favorite song.

Best slow dance song ever.

Great, classic slow song.

19 Will You Still Love Me?

My favorite Chicago song, followed by Hard Habit to Break. Great band.

Greatest Chicago's song. Most underrated song ever.

You know who its for

20 Dialogue Parts 1 & 2

Not gonna lie, this is an underrated tune from the band. Just the chemistry between Cetera and Kath are enough to sell it. And it never fails to keep me happy. Don't forget the vocal harmonies on the final part of the song (We can make it happen, yeah!). Goes to show that early 70s Chicago really were ambitious with their eargasmy tunes.

This is a very important song, musically and socially. Nothing demonstrates more vividly the danger of being uninformed.

Even though 25 or 6 to 4 is my favorite song of all time, I'm adding this because it's too awesome to not be included.

21 Street Player
22 What Kind of Man Would I Be?

This is a beautiful and upbeat song. I get shivers whenever I listen to it

23 Call on Me
24 We Can Last Forever
25 Questions 67 and 68

Such great voice range

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