Here are all the "Fool" songs to chart in Chicago from 1956 to 1990..
The Fools Hall Of Fame-Paul Anka
I’m A Fool To Care-Joe Barry
Fools Rush In (Where Angels Fear To Tread)-Brook Benton
Fooled Around And Fell In Love-Elvin Bishop
A Fool Am I-Cilla Black
I Pity The Fool-Bobby Bland
Fools Hall Of fame-Pat Boone
Foolish Heart-Sharon Bryant
Nobody’s Fool-Cinderella
The Fool-Sanford Clark
Love’s Made A Fool Of You-Cochise
Take A Fool’s Advice-Nat “King” Cole
Don't Ever Be Lonely (A Poor Little Fool Like Me)-Cornelius Bros. & Sister Rose
You Were Only Fooling (While I Was Falling In Love)-Vic Damone
What Kind Of Fool Am I-Sammy Davis, Jr.
What Kind Of Fool Do You Think I Am-Bill Deal & the Rhondels
Foolin’-Def Leppard
I’m A Fool-Dino, Desi & Billy
What A Fool Believes-Doobie Brothers
Hello Fool-Ralph Emery
I Was Such A Fool (To Fall In Love With You)-Flamingos
I’m No Fool Anymore-Flamingos
Everybody’s Somebody’s Fool-Connie Francis
I Was Such A Fool (To Fall In Love With You)-Connie Francis
Chain Of Fools-Aretha Franklin
Love’s Made A Fool Of You-Bobby Fuller Four
Foolish Beat-Debbie Gibson
She’s A Fool-Lesley Gore
Dancin’ Fool-Guess Who
Foolish Pride-Daryl Hall
Fool For You-Impressions
Seven Day Fool-Etta James
Fool #1-Brenda Lee
Nobody’s Fool-Kenny Loggins
Oh Me Oh My I'm A Fool For You Baby-Lulu
Everybody Plays The Fool-Main Ingredient
The Fool On The Hill-Sergio Mendes & Brasil '66
Another Fool Like Me-Ned Miller
Fools Rush In-Rick Nelson
Poor Little Fool-Rick Nelson
They Call Me The Fool-Nick Noble
Foolish Heart-Steve Perry
Don't Let The Green Grass Fool You-Wilson Pickett
(Now And Then There's) A Fool Such As I-Elvis Presley
Fool-Elvis Presley
Find Another Fool-Quarterflash
If You Gotta Make A Fool Of Somebody-James Ray
Fool (If You Think It’s Over)-Chris Rea
Who Will The Next Fool Be-Charlie Rich
Don’t Fool With Fu Manchu-Rockin' Ramrods
Fool To Cry-Rolling Stones
Why Do Fools Fall In Love-Diana Ross
Foolish Little Girl-Shirelles
Fool Me-Joe South
What Kind Of Fool Am I-Rick Springfield
Foolin’ Around-Kay Starr
One More Fool And One More Broken Heart-Gene Stridel
What Kind Of Fool (Do You Think I Am)-Tams
A Fool For A Fool-Ike & Tina Turner
A Fool In Love-Ike & Tina Turner
Poor Fool-Ike & Tina Turner
Portrait Of A Fool-Conway Twitty
I Make A Fool Of Myself-Frankie Valli
The April Fools-Dionne Warwick
Won’t Get Fooled Again-Who
A Fool Never Learns-Andy Williams
My Foolish Heart-Nancy Wilson
Fools Paradise-Bobby Wood
If I’m A Fool For Loving You-Bobby Wood
Ship Of Fools (Save Me From Tomorrow)-World Party
Who’s Fooling Who-Gordon Young
My two favorites never charted...