Bands/Musicians The Best Chicago Rappers  

Ranker Hip Hop
Originally by
113.1k votes 13.9k voters 214.7k views 83 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
4,297 2,262
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
4,140 2,798
Kanye West is listed (or ranked) 2 on the list The Best Chicago Rappers
My Beautiful Dark Twisted Fantasy, Late Registration, The College Dropout
3
4,396 2,576
Chance The Rapper is listed (or ranked) 3 on the list The Best Chicago Rappers
Acid Rap, Confident, Songs from Scratch: Paranoia
4
3,898 1,920
G Herbo is listed (or ranked) 4 on the list The Best Chicago Rappers
-1452106876343 added
5
2,953 1,363
Lil Durk is listed (or ranked) 5 on the list The Best Chicago Rappers
6
2,403 1,577
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
2,354 1,536
Common is listed (or ranked) 7 on the list The Best Chicago Rappers
Resurrection, Be, Like Water for Chocolate
8
674 120
Juice WRLD is listed (or ranked) 8 on the list The Best Chicago Rappers
ReaperDominus added
9
1,987 1,296
Twista is listed (or ranked) 9 on the list The Best Chicago Rappers
NicholasDecowski added Adrenaline Rush, Kamikaze, The Day After
10
2,240 904
Montana of 300 is listed (or ranked) 10 on the list The Best Chicago Rappers
PorzinGOD added Cursed With a Blessing, Gunz n Roses, Fire in the Church
11
2,326 1,131
Lil Bibby is listed (or ranked) 11 on the list The Best Chicago Rappers
-1452106876343 added
12
2,032 1,125
Vic Mensa is listed (or ranked) 12 on the list The Best Chicago Rappers
Jasen Waslien added Innanetape, Straight Up, Down on My Luck
13
1,607 808
Earl Sweatshirt is listed (or ranked) 13 on the list The Best Chicago Rappers
Earl, Doris, Chum
14
1,549 703
SZA is listed (or ranked) 14 on the list The Best Chicago Rappers
charlie54 added Z, See.SZA.Run EP, S EP
15
1,660 784
Fredo Santana is listed (or ranked) 15 on the list The Best Chicago Rappers
It's A Scary Site
16
218 13
Polo G is listed (or ranked) 16 on the list The Best Chicago Rappers
danni added
17
771 353
Famous Dex is listed (or ranked) 17 on the list The Best Chicago Rappers
Anthony Ponzi added
18
1,354 829
L'a Capone is listed (or ranked) 18 on the list The Best Chicago Rappers
Zachary Butt added
19
1,383 770
Lil Reese is listed (or ranked) 19 on the list The Best Chicago Rappers
Supa Savage
20
993 449
Young Pappy is listed (or ranked) 20 on the list The Best Chicago Rappers
shnigaa added
21
731 311
Saba is listed (or ranked) 21 on the list The Best Chicago Rappers
skalemba added
22
418 83
Ranker Video
johnstonismyname added Get Well Foe, No Hooks, No Hooks pt. 2
23
1,229 784
Mick Jenkins is listed (or ranked) 23 on the list The Best Chicago Rappers
24
611 307
Noname is listed (or ranked) 24 on the list The Best Chicago Rappers
jasem8 added
25
960 559
Tink is listed (or ranked) 25 on the list The Best Chicago Rappers