Chicago
Al Jolson Lyrics


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I got the surprise, the surprise of my life
I had to stop and stare
I saw a man dancing with his own wife
And you'll never guess where

Chicago, Chicago, that toddlin' town, that toddlin' town
Chicago, Chicago, I'll show you around, I love it
Betcha bottom dollar you'll lose your blues
In Chicago, Chicago
The town that Billy Sunday could not shut down

On State Street, that great street
I just want to stay, I just want to stay
They do things they don't do on Broadway, say
They have the time, the time of their life
I saw a man who danced with his wife
In Chicago, Chicago, Chicago, Chicago
Free and easy town, brassy, breezy town
Chicago, Chicago
Let me cool my heels right down at Marshall Field
Come and walk with
Along the lake, to the drake
Hollar and hoot, all through the loop
Shout out now to Mrs. O'Leary's cow
No she-she, life is peachy
Chicago, we'll meet at the Pump Room Ambassador East
To say the least
On shishkabob and breast of squab we will feed and get free
Don't tell me sin is rampid and right
Think of that man who danced with his wife




In Chicago, Chicago,
I feel sympathy for that wonderful, windy town!

Overall Meaning

In the song "Chicago" by Al Jolson, the singer describes his love for the vibrant city of Chicago. In the first verse, the singer is surprised to see a man dancing with his wife in an unexpected location, which highlights the joy and spontaneity of the city. The chorus celebrates the energy and excitement of Chicago, describing it as a "toddlin' town" that Billy Sunday, a famous evangelist known for his efforts to shut down saloons and promote temperance, could not stop.


The second verse highlights the unique character of Chicago's State Street, where people do things they wouldn't do on Broadway. The singer witnesses a man dancing with his wife once again, emphasizing the happiness and connection that can be found in the city. The chorus repeats, affirming the singer's love for Chicago as a "free and easy town" that is full of life.


Line by Line Meaning

I got the surprise, the surprise of my life
I was shocked beyond my wildest imagination


I had to stop and stare
I was frozen by the sight before me and couldn't look away


I saw a man dancing with his own wife
A man was joyfully dancing with his wedded partner


And you'll never guess where
The location of this occurrence is beyond your imagination


Chicago, Chicago, that toddlin' town, that toddlin' town
Ah, the city of Chicago, bustling with activity


Chicago, Chicago, I'll show you around, I love it
Let me be your guide, I'm enamored with this place


Betcha bottom dollar you'll lose your blues
I bet you everything you have that you'll feel great here


In Chicago, Chicago, the town that Billy Sunday could not shut down
Not even famed religious preacher Billy Sunday could stop the liveliness of this city


On State Street, that great street
The magnificent State Street impresses me


I just want to stay, I just want to stay
I wish to remain here forever


They do things they don't do on Broadway, say
A variety of unique activities happen here that even Broadway doesn't host


They have the time, the time of their life
Everyone seems to be having the greatest time


I saw a man who danced with his wife
I witnessed a truly happy couple dancing together


In Chicago, Chicago, Chicago, Chicago
Ah, Chicago, Chicago, Chicago!


Free and easy town, brassy, breezy town
This free-spirited city is bold and refreshing


Chicago, Chicago
Oh, Chicago!


Let me cool my heels right down at Marshall Field
I'll take a break at Marshall Field and relax for a bit


Come and walk with
Won't you stroll with me?


Along the lake, to the drake
We'll walk by the lake to the Drake Hotel


Hollar and hoot, all through the loop
We can shout with glee all around the loop


Shout out now to Mrs. O'Leary's cow
Let's remember the historical event with Mrs. O'Leary's famous bovine!


No she-she, life is peachy
No need for pretentiousness, life here is amazing


Chicago, we'll meet at the Pump Room Ambassador East
We'll rendezvous at the Pump Room Ambassador East


To say the least
At the very least


On shishkabob and breast of squab we will feed and get free
We'll feast on shishkabob and breast of squab and it won't cost us anything


Don't tell me sin is rampid and right
I won't believe anyone who tries to claim that sin is rampant and accepted here


Think of that man who danced with his wife
Remember that happy man I saw dancing with his spouse


In Chicago, Chicago
Ah, Chicago, Chicago!


I feel sympathy for that wonderful, windy town!
I have a great deal of admiration and understanding for this amazing, blustery city!




Lyrics © Sony/ATV Music Publishing LLC
Written by: Fred Fisher

Lyrics Licensed & Provided by LyricFind
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Comments from YouTube:

Ed Campbell

My dad’s favorite song. He played this record almost every night when I was a kid. Thanks for posting this

Red Vynil

Does ANYBODY have a clue when this was recorded and what the label and record number is?????

Sam

I found the exact date!! It's from a February 26, 1948.
https://www.oldtimeradiodownloads.com/variety/kraft-music-hall/kraft-music-hall-48-02-26-first-song-chicago-guest-david-niven (The song starts at 1:35.)

james chatterton

From his radio broadcast of the 40's and then an LP with Oscar Levant.

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