The Best Chicago Rappers

22k votes 2.3k voters 42k views 59 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
  • 6 ReRanks
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  1. 1
    + 800
    - 287


    Acid Rap, Confident, Songs from Scratch: Paranoia

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  2. 2
    + 566
    - 207


    Resurrection, Be, Like Water for Chocolate

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  3. 3
    + 573
    - 226


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

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  4. 4
    + 462
    - 176

    added by NicholasDecowski
    Adrenaline Rush, Kamikaze, The Day After

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  5. 5
    + 665
    - 403

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

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  6. 6
    + 372
    - 129

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

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  7. 7
    + 386
    - 152
    Mick Jenkins is listed (or ranked) 7 on the list The Best Chicago Rappers


    Mick Jenkins

  8. 8
    + 610
    - 335

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

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  9. 9
    + 250
    - 50

    ranked low on reranks & added by Jay Clayton
    Earl, Doris, Chum

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  10. 10
    + 257
    - 88


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

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  11. 11
    + 247
    - 88


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

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  12. 12
    + 274
    - 107


    Funkdafied, Unrestricted, Miss P.

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  13. 13
    + 205
    - 75


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

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  14. 14
    + 516
    - 348


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  15. 15
    + 504
    - 321
    G Herbo is listed (or ranked) 15 on the list The Best Chicago Rappers

    added by -1452106876343
    G Herbo

  16. 16
    + 216
    - 94


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

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  17. 17
    + 217
    - 93


    Something to Feel, Can We Get Personal?, Juice

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  18. 18
    + 224
    - 102


    Convertibles, Legs, Easily

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  19. 19
    + 170
    - 43

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

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  20. 20
    + 131
    - 22
    No I.d. is listed (or ranked) 20 on the list The Best Chicago Rappers

    added by Jay Clayton
    No I.d.

  21. 21
    + 356
    - 203


    It's A Scary Site

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  22. 22
    + 207
    - 95


    PolyMath, Insomnia, Return of the Renegade

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  23. 23
    + 249
    - 108

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

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  24. 24
    + 203
    - 93


    Walk Thru Walls

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  25. 25
    + 220
    - 79


    Traphouse Rock, All These Interruptions, Manifest Destiny

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  26. 26
    + 206
    - 95


    One A.M., Wylin Out, Big Game

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  27. 27
    + 221
    - 109


    The Otherside Redux, Driving 88, The Otherside

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  28. 28
    + 202
    - 96


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  29. 29
    + 209
    - 78
    Co-Still is listed (or ranked) 29 on the list The Best Chicago Rappers

    added by 1464133153755
    Co-Still

  30. 30
    + 157
    - 45
    Sharkula is listed (or ranked) 30 on the list The Best Chicago Rappers

    added by Jay Clayton
    Sharkula

  31. 31
    + 217
    - 85
    Ty Money is listed (or ranked) 31 on the list The Best Chicago Rappers

    added by ReginaldDavis
    Ty Money

  32. 32
    + 216
    - 88
    Rastabwoykell is listed (or ranked) 32 on the list The Best Chicago Rappers

    added by RastaBwoyKell
    Rastabwoykell

  33. 33
    + 423
    - 292
    Lil Bibby is listed (or ranked) 33 on the list The Best Chicago Rappers

    often listed & added by -1452106876343
    Lil Bibby

  34. 34
    + 211
    - 85


    Pro Nails Super High Shine EP, Ultraviolet, Control

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  35. 35
    + 87
    - 12

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

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  36. 36
    + 210
    - 89
    Legendary Traxter is listed (or ranked) 36 on the list The Best Chicago Rappers


    Legendary Traxter

  37. 37
    + 192
    - 107
    Sir Michael Rocks is listed (or ranked) 37 on the list The Best Chicago Rappers


    Sir Michael Rocks

  38. 38
    + 181
    - 107
    Project Mayhem is listed (or ranked) 38 on the list The Best Chicago Rappers


    Project Mayhem

  39. 39
    + 198
    - 93
    Jeremiah Jae is listed (or ranked) 39 on the list The Best Chicago Rappers


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

  40. 40
    + 268
    - 174
    Tink is listed (or ranked) 40 on the list The Best Chicago Rappers


    Tink

  41. 41
    + 188
    - 91
    Naledge is listed (or ranked) 41 on the list The Best Chicago Rappers


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

  42. 42
    + 182
    - 89
    Chris Ruben is listed (or ranked) 42 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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  43. 43
    + 188
    - 94


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

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  44. 44
    + 188
    - 96
    Treated Crew is listed (or ranked) 44 on the list The Best Chicago Rappers


    Treated Crew

  45. 45
    + 182
    - 93
    JaMiss is listed (or ranked) 45 on the list The Best Chicago Rappers


    JaMiss

  46. 46
    + 313
    - 244


    Supa Savage

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  47. 47
    + 185
    - 101
    Demarco Castle is listed (or ranked) 47 on the list The Best Chicago Rappers


    Demarco Castle On the Road to Glory My Story

  48. 48
    + 188
    - 104
    Add-2 is listed (or ranked) 48 on the list The Best Chicago Rappers


    Add-2 Save.Our.Souls, One Missed Call

  49. 49
    + 190
    - 108
    Open Mike Eagle is listed (or ranked) 49 on the list The Best Chicago Rappers


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

  50. 50
    + 267
    - 224


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

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