bands/musicians The Best Chicago Rappers

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List Rules Only famous hip hop artists from Chicago.

When you think of Chicago rappers these days, the first person that usually comes to mind is Kanye West. While he is from the Windy City, immensely famous and critically lauded, there is so much more to the Chicago hip hop scene. So much so that it couldn’t possibly all be included here. This is a list of the best Chicago rappers, ranked by hip hop fans.

Chicago rappers take their inspiration from every part of the country – some embraced the East coast, others, the West coast, and still others, the South. While there is no actual “Chicago sound” there is still a unique voice and seemingly limitless talent. Check out these rappers from Chicago and vote for your favorite, and while you’re at it, add your own voice to the mix! If anybody is missing, add them!

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Chance The Rapper is listed (or ranked) 1 on the list The Best Chicago Rappers
Chance The Rapper Acid Rap, Confident, Songs from Scratch: Paranoia

The Greatest White Rappers of All Time The Best Interior Design Blogs

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Kanye West is listed (or ranked) 2 on the list The Best Chicago Rappers
Kanye West My Beautiful Dark Twisted Fantasy, Late Registration, The College Dropout

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Common is listed (or ranked) 3 on the list The Best Chicago Rappers
Common Resurrection, Be, Like Water for Chocolate

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Lupe Fiasco is listed (or ranked) 4 on the list The Best Chicago Rappers
Lupe Fiasco Food & Liquor, Food & Liquor II: The Great American Rap Album, Part 1

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Twista is listed (or ranked) 5 on the list The Best Chicago Rappers
Twista Adrenaline Rush, Kamikaze, The Day After

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Chief Keef is listed (or ranked) 6 on the list The Best Chicago Rappers
Chief Keef Finally Rich, Back From the Dead, I Don't Like

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Earl Sweatshirt is listed (or ranked) 7 on the list The Best Chicago Rappers
Earl Sweatshirt Earl, Doris, Chum

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Mick Jenkins is listed (or ranked) 8 on the list The Best Chicago Rappers
Mick Jenkins

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Vic Mensa is listed (or ranked) 9 on the list The Best Chicago Rappers
Vic Mensa Innanetape, Straight Up, Down on My Luck

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G Herbo is listed (or ranked) 10 on the list The Best Chicago Rappers
G Herbo

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Da Brat is listed (or ranked) 11 on the list The Best Chicago Rappers
Da Brat Funkdafied, Unrestricted, Miss P.

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Rhymefest is listed (or ranked) 12 on the list The Best Chicago Rappers
Rhymefest Blue Collar, Mark Ronson Presents Rhymefest: Man in the Mirror, Raw Dawg

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Crucial Conflict is listed (or ranked) 13 on the list The Best Chicago Rappers
Crucial Conflict The Final Tic, Good Side Bad Side, Planet Crucon

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Montana of 300 is listed (or ranked) 14 on the list The Best Chicago Rappers
Montana of 300 Cursed With a Blessing, Gunz n Roses, Fire in the Church

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SZA is listed (or ranked) 15 on the list The Best Chicago Rappers
SZA Z, See.SZA.Run EP, S EP

The Best Songs About Chicago The Greatest Rap Songs by One-Hit Wonders

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Brandun DeShay is listed (or ranked) 16 on the list The Best Chicago Rappers
Brandun DeShay All Day DeShay: AM, Volume: Three! To Get Ready

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Chuck Inglish is listed (or ranked) 17 on the list The Best Chicago Rappers
Chuck Inglish Convertibles, Legs, Easily

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Do or Die is listed (or ranked) 18 on the list The Best Chicago Rappers
Do or Die Pimpin Ain't Dead, D.O.D., Back 2 the Game

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Ca$his is listed (or ranked) 19 on the list The Best Chicago Rappers
Ca$his The County Hound EP, Six-Point Stars & Cocked Hats, The Art of Dying

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No I.d. is listed (or ranked) 20 on the list The Best Chicago Rappers
No I.d.

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Kids These Days is listed (or ranked) 21 on the list The Best Chicago Rappers
Kids These Days Traphouse Rock, All These Interruptions, Manifest Destiny

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Lil Bibby is listed (or ranked) 22 on the list The Best Chicago Rappers
Lil Bibby

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Tink is listed (or ranked) 23 on the list The Best Chicago Rappers
Tink

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Gil Scott-Heron is listed (or ranked) 24 on the list The Best Chicago Rappers
Gil Scott-Heron Bridges, Winter in America, The First Minute of a New Day

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Chris Ruben is listed (or ranked) 25 on the list The Best Chicago Rappers
Chris Ruben Coffee & Vinyls - CHICAGO | Beat Maker | MC | Amateur Photographer | Instagram: CHRISRUBEN_ | 3AM | Booking: djceasedays@gmail.comsoundcloud.com/chris_ruben

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Lil Durk is listed (or ranked) 26 on the list The Best Chicago Rappers

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Juice is listed (or ranked) 27 on the list The Best Chicago Rappers
Juice Something to Feel, Can We Get Personal?, Juice

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Kid Sister is listed (or ranked) 28 on the list The Best Chicago Rappers
Kid Sister Pro Nails Super High Shine EP, Ultraviolet, Control

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Rockie Fresh is listed (or ranked) 29 on the list The Best Chicago Rappers
Rockie Fresh The Otherside Redux, Driving 88, The Otherside

The Greatest Rappers of All Time Dull Topics That Boring People Talk About Constantly

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Co-Still is listed (or ranked) 30 on the list The Best Chicago Rappers
Co-Still

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Fredo Santana is listed (or ranked) 31 on the list The Best Chicago Rappers
Fredo Santana It's A Scary Site

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King Louie is listed (or ranked) 32 on the list The Best Chicago Rappers
King Louie Showtime, My Hoes They Do Drugs, Your Pussy Is My Pillow

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Capital D is listed (or ranked) 33 on the list The Best Chicago Rappers
Capital D PolyMath, Insomnia, Return of the Renegade

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Lil Reese is listed (or ranked) 34 on the list The Best Chicago Rappers
Lil Reese Supa Savage

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Naledge is listed (or ranked) 35 on the list The Best Chicago Rappers
Naledge Chicago Picasso, The Kidz in the Hall Present: Naledge

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L'a Capone is listed (or ranked) 36 on the list The Best Chicago Rappers
L'a Capone

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Qwazaar is listed (or ranked) 37 on the list The Best Chicago Rappers
Qwazaar Walk Thru Walls

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Ty Money is listed (or ranked) 38 on the list The Best Chicago Rappers
Ty Money

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Diverse is listed (or ranked) 39 on the list The Best Chicago Rappers
Tree One A.M., Wylin Out, Big Game

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YP is listed (or ranked) 40 on the list The Best Chicago Rappers
YP

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Sir Michael Rocks is listed (or ranked) 41 on the list The Best Chicago Rappers
Sir Michael Rocks

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Rastabwoykell is listed (or ranked) 42 on the list The Best Chicago Rappers
Rastabwoykell

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Legendary Traxter is listed (or ranked) 43 on the list The Best Chicago Rappers

The Best Chicago Blues Songs The Best Bottled Water Brands

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Project Mayhem is listed (or ranked) 44 on the list The Best Chicago Rappers
Project Mayhem

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+ - 255 150
Jeremiah Jae is listed (or ranked) 45 on the list The Best Chicago Rappers
Jeremiah Jae Raw Money Raps, Bad Jokes, New Day

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Psalm One is listed (or ranked) 46 on the list The Best Chicago Rappers
Psalm One Bio:Chemistry II: Esters and Essays, The Death of the Frequent Flyer

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Open Mike Eagle is listed (or ranked) 47 on the list The Best Chicago Rappers
Open Mike Eagle Unapologetic Art Rap, Rappers Will Die of Natural Causes, Sir Rockabye

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Demarco Castle is listed (or ranked) 48 on the list The Best Chicago Rappers
Demarco Castle On the Road to Glory My Story

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Treated Crew is listed (or ranked) 49 on the list The Best Chicago Rappers
Treated Crew

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+ - 232 143
JaMiss is listed (or ranked) 50 on the list The Best Chicago Rappers