bands/musicians The Best Chicago Rappers

31k votes 40k views 57 items Embed

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!

1
+ - 1,098 368
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 Satire Movies Streaming on Hulu

2
+ - 772 310
Lupe Fiasco is listed (or ranked) 2 on the list The Best Chicago Rappers
Lupe Fiasco Food & Liquor, Food & Liquor II: The Great American Rap Album Part 1

3
+ - 745 299
Common is listed (or ranked) 3 on the list The Best Chicago Rappers
Common Resurrection, Be Like Water for Chocolate

4
+ - 636 252
Twista is listed (or ranked) 4 on the list The Best Chicago Rappers
Twista Adrenaline Rush, Kamikaze The Day After

5
+ - 954 477
Kanye West is listed (or ranked) 5 on the list The Best Chicago Rappers
Kanye West My Beautiful Dark Twisted Fantasy, Late Registration The College Dropout

6
+ - 427 119
Earl Sweatshirt is listed (or ranked) 6 on the list The Best Chicago Rappers
Earl Sweatshirt Earl, Doris Chum

7
+ - 845 427
Chief Keef is listed (or ranked) 7 on the list The Best Chicago Rappers
Chief Keef Finally Rich, Back From the Dead I Don't Like

8
+ - 537 201
Mick Jenkins is listed (or ranked) 8 on the list The Best Chicago Rappers
Mick Jenkins

9
+ - 527 204
Vic Mensa is listed (or ranked) 9 on the list The Best Chicago Rappers
Vic Mensa Innanetape, Straight Up Down on My Luck

10
+ - 290 87
Crucial Conflict is listed (or ranked) 10 on the list The Best Chicago Rappers
Crucial Conflict The Final Tic, Good Side Bad Side Planet Crucon

11
+ - 364 139
Rhymefest is listed (or ranked) 11 on the list The Best Chicago Rappers
Rhymefest Blue Collar, Mark Ronson Presents Rhymefest: Man in the Mirror Raw Dawg

12
+ - 408 154
Da Brat is listed (or ranked) 12 on the list The Best Chicago Rappers
Da Brat Funkdafied, Unrestricted Miss P.

13
+ - 714 387
G Herbo is listed (or ranked) 13 on the list The Best Chicago Rappers
G Herbo

14
+ - 245 66
No I.d. is listed (or ranked) 14 on the list The Best Chicago Rappers
No I.d.

15
+ - 207 48
Do or Die is listed (or ranked) 15 on the list The Best Chicago Rappers
Do or Die Pimpin Ain't Dead, D.O.D. Back 2 the Game

The Best Songs About Chicago The Greatest Songs by '90s One-Hit Wonders

16
+ - 322 113
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

17
+ - 373 142
SZA is listed (or ranked) 17 on the list The Best Chicago Rappers
SZA Z, See.SZA.Run EP S EP

18
+ - 340 109
Kids These Days is listed (or ranked) 18 on the list The Best Chicago Rappers
Kids These Days Traphouse Rock, All These Interruptions Manifest Destiny

19
+ - 338 132
Chuck Inglish is listed (or ranked) 19 on the list The Best Chicago Rappers
Chuck Inglish Convertibles, Legs Easily

20
+ - 343 137
Ca$his is listed (or ranked) 20 on the list The Best Chicago Rappers
Ca$his The County Hound EP, Six-Point Stars & Cocked Hats The Art of Dying

21
+ - 321 125
Gil Scott-Heron is listed (or ranked) 21 on the list The Best Chicago Rappers
Gil Scott-Heron Bridges, Winter in America The First Minute of a New Day

22
+ - 606 338
Lil Bibby is listed (or ranked) 22 on the list The Best Chicago Rappers
Lil Bibby

23
+ - 282 107
Chris Ruben is listed (or ranked) 23 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

24
+ - 672 421
Lil Durk is listed (or ranked) 24 on the list The Best Chicago Rappers

25
+ - 220 74
Montana of 300 is listed (or ranked) 25 on the list The Best Chicago Rappers
Montana of 300 Cursed With a Blessing, Gunz n Roses Fire in the Church

26
+ - 492 246
Fredo Santana is listed (or ranked) 26 on the list The Best Chicago Rappers
Fredo Santana It's A Scary Site

27
+ - 399 185
Tink is listed (or ranked) 27 on the list The Best Chicago Rappers
Tink

28
+ - 310 112
Kid Sister is listed (or ranked) 28 on the list The Best Chicago Rappers
Kid Sister Pro Nails Super High Shine EP, Ultraviolet Control

29
+ - 310 137
Juice is listed (or ranked) 29 on the list The Best Chicago Rappers
Juice Something to Feel, Can We Get Personal? Juice

The Greatest Rappers of All Time People Who Most Deserve Tips, But Don't Get Them

30
+ - 313 144
Rockie Fresh is listed (or ranked) 30 on the list The Best Chicago Rappers
Rockie Fresh The Otherside Redux, Driving 88 The Otherside

31
+ - 285 127
Co-Still is listed (or ranked) 31 on the list The Best Chicago Rappers
Co-Still

32
+ - 284 131
Qwazaar is listed (or ranked) 32 on the list The Best Chicago Rappers
Qwazaar Walk Thru Walls

33
+ - 289 135
Capital D is listed (or ranked) 33 on the list The Best Chicago Rappers
Capital D PolyMath, Insomnia Return of the Renegade

34
+ - 399 237
King Louie is listed (or ranked) 34 on the list The Best Chicago Rappers
King Louie Showtime, My Hoes They Do Drugs Your Pussy Is My Pillow

35
+ - 281 143
Ty Money is listed (or ranked) 35 on the list The Best Chicago Rappers
Ty Money

36
+ - 270 148
Diverse is listed (or ranked) 36 on the list The Best Chicago Rappers
Tree One A.M., Wylin Out Big Game

37
+ - 265 125
Naledge is listed (or ranked) 37 on the list The Best Chicago Rappers
Naledge Chicago Picasso, The Kidz in the Hall Present: Naledge

38
+ - 434 270
Lil Reese is listed (or ranked) 38 on the list The Best Chicago Rappers
Lil Reese Supa Savage

39
+ - 255 145
YP is listed (or ranked) 39 on the list The Best Chicago Rappers
YP

40
+ - 360 255
L'a Capone is listed (or ranked) 40 on the list The Best Chicago Rappers
L'a Capone

41
+ - 270 140
Rastabwoykell is listed (or ranked) 41 on the list The Best Chicago Rappers
Rastabwoykell

42
+ - 250 148
Sir Michael Rocks is listed (or ranked) 42 on the list The Best Chicago Rappers
Sir Michael Rocks

43
+ - 258 136
Legendary Traxter is listed (or ranked) 43 on the list The Best Chicago Rappers

The Best Chicago Blues Songs Musicians Who Belong in the Rock and Roll Hall of Fame

44
+ - 235 145
Project Mayhem is listed (or ranked) 44 on the list The Best Chicago Rappers
Project Mayhem

45
+ - 252 140
Jeremiah Jae is listed (or ranked) 45 on the list The Best Chicago Rappers
Jeremiah Jae Raw Money Raps, Bad Jokes New Day^! Rawmoney Shit / Legacy

46
+ - 241 133
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

47
+ - 241 137
Demarco Castle is listed (or ranked) 47 on the list The Best Chicago Rappers
Demarco Castle On the Road to Glory My Story

48
+ - 248 143
Open Mike Eagle is listed (or ranked) 48 on the list The Best Chicago Rappers
Open Mike Eagle Unapologetic Art Rap, Rappers Will Die of Natural Causes Sir Rockabye

49
+ - 238 138
Treated Crew is listed (or ranked) 49 on the list The Best Chicago Rappers
Treated Crew

50
+ - 231 135
JaMiss is listed (or ranked) 50 on the list The Best Chicago Rappers