Music

The Best Chicago Rappers 

Ranker Hip Hop
Originally by
Updated May 1, 2020 135.1k votes 17.5k voters 258.2k views 74 items

List Rules Only famous hip hop artists from Chicago.

Update: Dive into the best new hip hop with our list of 2020's top rap songs.

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!

list ordered by
1
Lil Durk is listed (or ranked) 1 on the list The Best Chicago Rappers
2
G Herbo is listed (or ranked) 2 on the list The Best Chicago Rappers
3
Chief Keef is listed (or ranked) 3 on the list The Best Chicago Rappers
4
Lil Bibby is listed (or ranked) 4 on the list The Best Chicago Rappers
-1452106876343 added
5
Montana of 300 is listed (or ranked) 5 on the list The Best Chicago Rappers
PorzinGOD added
6
Chance The Rapper is listed (or ranked) 6 on the list The Best Chicago Rappers
7
Fredo Santana is listed (or ranked) 7 on the list The Best Chicago Rappers
8
Kanye West is listed (or ranked) 8 on the list The Best Chicago Rappers
9
Young Pappy is listed (or ranked) 9 on the list The Best Chicago Rappers
shnigaa added
10
SZA is listed (or ranked) 10 on the list The Best Chicago Rappers
11
Earl Sweatshirt is listed (or ranked) 11 on the list The Best Chicago Rappers
12
Lil Reese is listed (or ranked) 12 on the list The Best Chicago Rappers
13
Juice WRLD is listed (or ranked) 13 on the list The Best Chicago Rappers
IsmailMohammad added
14
Polo G is listed (or ranked) 14 on the list The Best Chicago Rappers
15
L'a Capone is listed (or ranked) 15 on the list The Best Chicago Rappers
Zachary Butt added
16
Twista is listed (or ranked) 16 on the list The Best Chicago Rappers
17
Famous Dex is listed (or ranked) 17 on the list The Best Chicago Rappers
Anthony Ponzi added
18
Lupe Fiasco is listed (or ranked) 18 on the list The Best Chicago Rappers
19
Common is listed (or ranked) 19 on the list The Best Chicago Rappers
20
Vic Mensa is listed (or ranked) 20 on the list The Best Chicago Rappers
21
Mick Jenkins is listed (or ranked) 21 on the list The Best Chicago Rappers
22
Tink is listed (or ranked) 22 on the list The Best Chicago Rappers
23
King Louie is listed (or ranked) 23 on the list The Best Chicago Rappers
24
Da Brat is listed (or ranked) 24 on the list The Best Chicago Rappers
25
Saba is listed (or ranked) 25 on the list The Best Chicago Rappers
skalemba added