Rap Music

Top 25 Chicago Rappers: 2023’s Best Rappers from Chicago

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Chicago Rappers

List of the Top Rappers from Chicago

Long before the success of Chief Keef, the city’s hip hop scene of top Chicago rappers was surprisingly a non-factor, and not nearly close to the size as it is today. 

Historically, much smaller cities have had a larger presence in hip hop, but that changed when rappers from Chicago like Chief Keef debuted in 2011 with the hit single, “Don’t Like.”  Following his success, the wave of Chicago rap artists and the Chicago drill movement began, especially through the likes of Chief Keef, King Louie, and the 600 movement leading the way. 

Maybe the most influential, and also the most imitated, culture and lifestyle of our time, Chicago rap music, especially Chicago drill music, not only influenced others to rap and bring the drill sound and content into their music, but also changed the landscape of the streets, from Chicago to just about every city nationwide.

Before today’s wave of Chicago rappers, the only true mainstays of artists were the likes of Kanye West, Common, Twista, Do or Die, Crucial Conflict, Psycho Drama, and several others that were blessed and talented enough to make it onto a national stage. Other well respected rappers from Chicago over the years have included Bump J, Bo Deal, JoJo Capone, LEP Bogus Boys, and a few more local artists who also paved the way for the younger generation.

Fast-forwarding to the present day, Chicago rap artists have become some of the world’s top rap stars, rappers like Lil Durk, Chief Keef, Polo G, G Herbo, and Chance The Rapper.  Unfortunately, a problem that has plagued the local hip hop scene has been the amount of deaths and incarcerations of key artists. Artists that have been at the forefront of today’s generation of Chicago rappers, like LA Capone, King Von, FBG Duck, and too many more to name. 

Despite the tragedies, Chicago rap music is a world leader and still has enough momentum to be considered as one of the top hip hop markets. Today, the city offers a wide variety of hip-hop for today’s music. From lyrical artists, like Lucki, to leading women in hip-hop, like Queen Key, Dreezy, and Lady XO. To the various soulful and meaningful hip-hop artists, like Mick Jenkins, Saba Pivot, and Vic Mensa, to artists who are able to adapt to any situation and combine elements of street and trap music with the realities of life, like Lil Zay Osama, KB Mike, PGF Nuk, and Booka600.

Top 25 Chicago Rappers

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1. Lil Durk
Follow on Instagram: @Lil Durk and watch on Youtube: Lil Durk

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2. Polo G
Follow on Instagram: @Polo G and watch on Youtube: Polo G

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3. Chance The Rapper
Follow on Instagram: @Chance The Rapper and watch on Youtube: Chance The Rapper

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4. G Herbo
Follow on Instagram: @G Herbo and watch on Youtube: G Herbo

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5. King Von (R.I.P)
Follow on Instagram: @King Von and watch on Youtube: King Von

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6. Chief Keef
Follow on Instagram: @Chief Keef and watch on Youtube: Chief Keef

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7. Lucki
follow on Instagram: @Lucki and watch on Youtube: Lucki

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8. CalBoy
Follow on Instagram: @CalBoy and watch on Youtube: CalBoy

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9. Vic Mensa
Follow on Instagram: @Vic MEnsa and watch on Youtube: Vic Mensa

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10. Lil Zay Osama
Follow on Instagram: @Lil Zay Osama and watch on Youtube: Lil Zay Osama

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11. PGF Nuk
Follow on Instagram: @PGF Nuk and watch on Youtube: PGF Nuk

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12. Saba Pivot
Follow on Instagram: @Saba Pivot and watch on Youtube: Saba Pivot

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13. Mick Jenkins
Follow on Instagram: @Mick Jenkins and watch on Youtube: Mick Jenkins

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14. Dreezy
Follow on Instagram: @Dreezy and watch on Youtube: Dreezy

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15. Booka600
follow on Instagram: @Booka600 and watch on Youtube: Booka600

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16. BigKayBeezy
follow on Instagram: @BigKayBeezy and watch on Youtube: BigKayBeezy

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17. KB Mike
follow on Instagram: @KB Mike and watch on Youtube: KB Mike

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18. Lil Eazzyy
follow on Instagram: @Lil Eazzyy and watch on Youtube: Lil Eazzyy

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19. Rooga
Follow on Instagram: @JHE Rooga and watch on Youtube: JHE Rooga

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20. Lady XO
Follow on Instagram: @Lady XO and watch on Youtube: Lady XO

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21. lil moe 6blocka
follow on Instagram: @lil moe 6blocka and watch on Youtube: lil moe 6blocka

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22. Queen Key
follow on Instagram: @Queen Key and watch on Youtube: Queen Key

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23. prince dre
follow on Instagram: @prince dre and watch on Youtube: prince dre

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24. DCG Brothers
follow on Instagram: @shun & @Bsavv and watch on Youtube: DCG Brothers

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25. shoebox baby
follow on Instagram: @shoebox baby and watch on Youtube: shoebox baby

Honorable Mention Chicago Rappers

FBG Duck (R.I.P) Instagram: @FBG Duck and Youtube: FBG Duck

Hypno Carlito Instagram: @Hypno Carlito and Youtube: Hypno Carlito

Hotblock Jmoe Instagram: @Hotblock Jmoe and Youtube: Hotblock jmoe

Lil Reese Instagram: @Lil Reese and Youtube: Lil Reese

VAlee Instagram: @Valee and Youtube: Valee

Glockboy bobo Instagram: @Glockboy bobo and Youtube: Glockboy bobo

Lil Mouse Instagram: @Lil Mouse and Youtube: Lil Mouse

pgf mooda Instagram: @pgf mooda and Youtube: pgf mooda

DwadeFromOBN Instagram: @DWadeFromOBN and Youtube: DWadeFromOBN

Trenchmobb Instagram: @Trenchmobb and Youtube: Trenchmobb

757 BA Instagram: @757 BA and Youtube: 757 BA

SG Batman Instagram: @SG Batman and Youtube: SG Batman

CDot Honcho Instagram: @CDotHoncho and Youtube: CDot Honcho

Pronto Spazzout Instagram: @Pronto Spazzout and Youtube: Pronto Spazzout

Top Chicago Rap Youtube channels:

Laka Films   |   A Zae Production   |   RickeeArts

DADAcreative   Rayy Moneyyy Visions

Top Rappers from Chicago Related Topics:

1 Map of Chicago Hoods

2 Top 10 Chicago R&B Artists

3 Top 25 Atlanta Rappers

4 Top 100 Female Rappers

5 Top 25 New York City Rappers

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*Unofficial Order. The more popular artists that have a combination of the most followers, streams, views, and most recent releases are near the top.

*If any artists are missing from the list email media@kulturevulturez.com