The Best Chicago Rappers

28k votes 2.7k voters 49k views 56 items tags f p @

List Criteria: 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!

Collection Photo: user uploaded image
  • 7 ReRanks
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  1. 1
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    Acid Rap, Confident, Songs from Scratch: Paranoia

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  2. 2
    + 669
    - 258


    Resurrection, Be, Like Water for Chocolate

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  3. 3
    + 688
    - 270


    Food & Liquor, Food & Liquor II: The Great American Rap Album, ...

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  4. 4
    + 566
    - 216

    added by NicholasDecowski
    Adrenaline Rush, Kamikaze, The Day After

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  5. 5
    + 355
    - 89

    added by Jay Clayton
    Earl, Doris, Chum

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  6. 6
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    - 453

    most listed & ranked high on reranks
    My Beautiful Dark Twisted Fantasy, Late Registration, The College Dropout ...

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  7. 7
    + 740
    - 386

    added by JohnBerthiaume
    Finally Rich, Back From the Dead, I Don't Like

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  8. 8
    + 477
    - 182
    Mick Jenkins is listed (or ranked) 8 on the list The Best Chicago Rappers


    Mick Jenkins

  9. 9
    + 463
    - 174

    added by Jasen Waslien
    Innanetape, Straight Up, Down on My Luck

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  10. 10
    + 359
    - 138


    Funkdafied, Unrestricted, Miss P.

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  11. 11
    + 202
    - 49
    No I.d. is listed (or ranked) 11 on the list The Best Chicago Rappers

    added by Jay Clayton
    No I.d.

  12. 12
    + 625
    - 356
    G Herbo is listed (or ranked) 12 on the list The Best Chicago Rappers

    added by -1452106876343
    G Herbo

  13. 13
    + 237
    - 72

    added by Jay Clayton
    The Final Tic, Good Side Bad Side, Planet Crucon

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  14. 14
    + 323
    - 122


    Blue Collar, Mark Ronson Presents Rhymefest: Man in the Mirror, Raw Dawg ...

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  15. 15
    + 276
    - 100


    All Day DeShay: AM, Volume: Three! To Get Ready

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  16. 16
    + 323
    - 132

    added by charlie54
    Z, See.SZA.Run EP, S EP

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  17. 17
    + 294
    - 98


    Traphouse Rock, All These Interruptions, Manifest Destiny

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  18. 18
    + 157
    - 35

    added by Jay Clayton
    Pimpin Ain't Dead, D.O.D., Back 2 the Game

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  19. 19
    + 541
    - 313
    Lil Bibby is listed (or ranked) 19 on the list The Best Chicago Rappers

    added by -1452106876343
    Lil Bibby

  20. 20
    + 612
    - 389


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  21. 21
    + 300
    - 129


    The County Hound EP, Six-Point Stars & Cocked Hats, The Art of Dying ...

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  22. 22
    + 446
    - 223


    It's A Scary Site

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  23. 23
    + 279
    - 119


    Bridges, Winter in America, The First Minute of a New Day

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  24. 24
    + 291
    - 126


    Convertibles, Legs, Easily

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  25. 25
    + 281
    - 120


    Something to Feel, Can We Get Personal?, Juice

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  26. 26
    + 260
    - 113
    Co-Still is listed (or ranked) 26 on the list The Best Chicago Rappers

    added by 1464133153755
    Co-Still

  27. 27
    + 285
    - 131


    The Otherside Redux, Driving 88, The Otherside

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  28. 28
    + 265
    - 120


    PolyMath, Insomnia, Return of the Renegade

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  29. 29
    + 264
    - 119
    Ty Money is listed (or ranked) 29 on the list The Best Chicago Rappers

    added by ReginaldDavis
    Ty Money

  30. 30
    + 271
    - 106


    Pro Nails Super High Shine EP, Ultraviolet, Control

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  31. 31
    + 352
    - 182
    Tink is listed (or ranked) 31 on the list The Best Chicago Rappers


    Tink

  32. 32
    + 239
    - 106
    Chris Ruben is listed (or ranked) 32 on the list The Best Chicago Rappers

    added by Cease Days Ortiz
    Chris Ruben Coffee & Vinyls CHICAGO | Beat Maker | MC | Amateur Photographer | Instagram: CHRISRUBEN_ | 3AM | Booking: djceasedays@gmail.comsoundcloud.com/chris_ruben

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  33. 33
    + 257
    - 121


    One A.M., Wylin Out, Big Game

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  34. 34
    + 256
    - 121


    Walk Thru Walls

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  35. 35
    + 270
    - 114
    Rastabwoykell is listed (or ranked) 35 on the list The Best Chicago Rappers

    added by RastaBwoyKell
    Rastabwoykell

  36. 36
    + 252
    - 121


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  37. 37
    + 250
    - 124
    Sir Michael Rocks is listed (or ranked) 37 on the list The Best Chicago Rappers


    Sir Michael Rocks

  38. 38
    + 258
    - 115
    Legendary Traxter is listed (or ranked) 38 on the list The Best Chicago Rappers


    Legendary Traxter

  39. 39
    + 340
    - 226
    L'a Capone is listed (or ranked) 39 on the list The Best Chicago Rappers

    added by Zachary Butt
    L'a Capone

  40. 40
    + 235
    - 124
    Project Mayhem is listed (or ranked) 40 on the list The Best Chicago Rappers


    Project Mayhem

  41. 41
    + 241
    - 112


    Bio:Chemistry II: Esters and Essays, The Death of the Frequent Flyer

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  42. 42
    + 249
    - 118
    Jeremiah Jae is listed (or ranked) 42 on the list The Best Chicago Rappers


    Jeremiah Jae Raw Money Raps, Bad Jokes, New Day^! Rawmoney Shit / Legacy

  43. 43
    + 237
    - 113
    Naledge is listed (or ranked) 43 on the list The Best Chicago Rappers


    Naledge Chicago Picasso, The Kidz in the Hall Present: Naledge

  44. 44
    + 240
    - 116
    Demarco Castle is listed (or ranked) 44 on the list The Best Chicago Rappers


    Demarco Castle On the Road to Glory My Story

  45. 45
    + 246
    - 121
    Open Mike Eagle is listed (or ranked) 45 on the list The Best Chicago Rappers


    Open Mike Eagle Unapologetic Art Rap, Rappers Will Die of Natural Causes, Sir Rockabye

  46. 46
    + 236
    - 117
    Treated Crew is listed (or ranked) 46 on the list The Best Chicago Rappers


    Treated Crew

  47. 47
    + 345
    - 236


    Showtime, My Hoes They Do Drugs, Your Pussy Is My Pillow

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  48. 48
    + 229
    - 116
    JaMiss is listed (or ranked) 48 on the list The Best Chicago Rappers


    JaMiss

  49. 49
    + 109
    - 42

    added by JoshuaThomas1
    Hood Celebrity, Love^! Life & Loyalty, Welcome to Haterville

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  50. 50
    + 140
    - 72
    Montana of 300 is listed (or ranked) 50 on the list The Best Chicago Rappers

    added by PorzinGOD
    Montana of 300 Cursed With a Blessing, Gunz n Roses, Fire in the Church

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