Bands/Musicians The Best Chicago Rappers  

Ranker Hip Hop
Originally by
102.4k votes 12.3k voters 190k views 82 items

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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list ordered by

1
3,754 1,975
Chief Keef is listed (or ranked) 1 on the list The Best Chicago Rappers
JohnBerthiaume added Finally Rich, Back From the Dead, I Don't Like

2
3,892 2,285
Chance The Rapper is listed (or ranked) 2 on the list The Best Chicago Rappers
Acid Rap, Confident, Songs from Scratch: Paranoia

3
3,634 2,449
Kanye West is listed (or ranked) 3 on the list The Best Chicago Rappers
My Beautiful Dark Twisted Fantasy, Late Registration, The College Dropout

4
3,456 1,686
G Herbo is listed (or ranked) 4 on the list The Best Chicago Rappers
-1452106876343 added

5
2,566 1,211
Lil Durk is listed (or ranked) 5 on the list The Best Chicago Rappers

6
2,199 1,400
Lupe Fiasco is listed (or ranked) 6 on the list The Best Chicago Rappers
Food & Liquor, Food & Liquor II: The Great American Rap Album, Part 1

7
2,156 1,364
Common is listed (or ranked) 7 on the list The Best Chicago Rappers
Resurrection, Be, Like Water for Chocolate

8
1,824 1,157
Twista is listed (or ranked) 8 on the list The Best Chicago Rappers
NicholasDecowski added Adrenaline Rush, Kamikaze, The Day After

9
2,007 789
Montana of 300 is listed (or ranked) 9 on the list The Best Chicago Rappers
PorzinGOD added Montana of 300 Cursed With a Blessing, Gunz n Roses, Fire in the Church

10
2,116 1,015
Lil Bibby is listed (or ranked) 10 on the list The Best Chicago Rappers
-1452106876343 added

11
1,889 961
Vic Mensa is listed (or ranked) 11 on the list The Best Chicago Rappers
Jasen Waslien added Innanetape, Straight Up, Down on My Luck

12
1,456 677
Earl Sweatshirt is listed (or ranked) 12 on the list The Best Chicago Rappers
Earl, Doris, Chum

13
1,389 591
SZA is listed (or ranked) 13 on the list The Best Chicago Rappers
charlie54 added Z, See.SZA.Run EP, S EP

14
1,467 725
Fredo Santana is listed (or ranked) 14 on the list The Best Chicago Rappers
It's A Scary Site

15
1,226 766
L'a Capone is listed (or ranked) 15 on the list The Best Chicago Rappers
Zachary Butt added L'a Capone

16
836 383
Young Pappy is listed (or ranked) 16 on the list The Best Chicago Rappers
shnigaa added Young Pappy

17
590 234
Saba is listed (or ranked) 17 on the list The Best Chicago Rappers
skalemba added Saba

18
1,166 708
Mick Jenkins is listed (or ranked) 18 on the list The Best Chicago Rappers
Mick Jenkins

19
1,252 708
Lil Reese is listed (or ranked) 19 on the list The Best Chicago Rappers
Supa Savage

20
276 39
Ranker Video
johnstonismyname added Lud Foe Get Well Foe, No Hooks, No Hooks pt. 2

21
543 243
Noname is listed (or ranked) 21 on the list The Best Chicago Rappers
jasem8 added Noname

22
257 42
Juice WRLD is listed (or ranked) 22 on the list The Best Chicago Rappers
ReaperDominus added Juice WRLD

23
921 506
Tink is listed (or ranked) 23 on the list The Best Chicago Rappers
Tink

24
890 550
Da Brat is listed (or ranked) 24 on the list The Best Chicago Rappers
Funkdafied, Unrestricted, Miss P.

25
668 351
Do or Die is listed (or ranked) 25 on the list The Best Chicago Rappers
Pimpin Ain't Dead, D.O.D., Back 2 the Game