Rap Music

Top 20 Chicago Rappers: 2021’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 Chicago hip hop scene of top Chicago rappers was surprisingly a non-factor, and not nearly close to the size it is today.  Historically, much smaller cities have had a larger presence in hip hop, but that change 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 with artists like Chief Keef, King Louie and the whole 600 movement of rappers 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 put the drill sound and content in their music, but also changed the landscape of the streets, from Chicago to 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 and a few others that were blessed and talented enough to make it onto the national stage, well before the generation of 2010s and 2020s rap and hip-hop artists. Other well respected top rappers from Chicago over the years have included Bump J, Bo Deal, JoJo Capone, LEP Bogus Boys and a few more local artists who have also paved the way for the younger generation and held the city down for a time being, with some still being around.

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, Chance The Rapper, and the list goes on.  Unfortunately, a problem that has plagued the local hip hop scene has been the deaths and incarcerations of top key artists, artists that have somewhat pioneered and paved the way for today’s generation of Chicago rappers. LA Capone, King Von, FBG Duck, and too many more to name, and not to forget the number of artists that are currently or have been incarcerated. 

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 and rap scenes worldwide with millions of fans.  Below is the top Chicago rappers list that shows the very best artists coming out of the Windy City and who have made it well pass the local stage of the city and into the national light.

Top 20 Chicago Rappers

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

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

3. G Herbo
Follow on Instagram: @G Herbo and watch more on Youtube: G Herbo

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

5. Chief Keef
Follow on Instagram: @Chief Keef and watch more on Youtube: Chief Keef

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

7. CalBoy
Follow on Instagram: @CalBoy and watch more on Youtube: CalBoy

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

9. Booka600
follow on Instagram: @Booka600 and watch more on Youtube: Booka600

10. Mick Jenkins
Follow on Instagram: @Mick Jenkins and watch more on Youtube: Mick Jenkins

11. Lucki
follow on Instagram: @Lucki and watch more on Youtube: Lucki

12. BigKayBeezy
follow on Instagram: @BigKayBeezy and watch more on Youtube: BigKayBeezy

13. Rooga
Follow on Instagram: @JHE Rooga and watch more on Youtube: JHE Rooga

14. Saba Pivot
Follow on Instagram: @Saba Pivot and watch more on Youtube: Saba Pivot

15. Lil Eazzyy
follow on Instagram: @Lil Eazzyy and watch more on Youtube: Lil Eazzyy

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

17. Queen Key
follow on Instagram: @Queen Key and watch more on Youtube: Queen Key

18. CDot Honcho
follow on Instagram: @CDotHoncho and watch more on Youtube: CDot Honcho

19. prince dre
follow on Instagram: @prince dre and watch more on Youtube: prince dre

20. DCG Brothers (Shun & Bsavv)
Follow on Instagram: @shun & @Bsavv and watch more on Youtube: DCG Brothers

Honorable Mention Chicago Rappers

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

SG Batman Follow on Instagram: @sg batman and Youtube: sg batman

Famous Dex Follow on Instagram: @Famous Dex and Youtube: Famous Dex

KB Mike Follow on Instagram: @KB Mike and Youtube: KB Mike

TTB Nez follow on Instagram: @TTB Nez and Youtube: TTB Nez

 VAlee follow on Instagram: @Valee and Youtube: Valee

lil moe 6blocka Follow on Instagram: @lil moe 6blocka and Youtube: lil moe 6blocka

Hypno Carlito follow on Instagram: @Hypno Carlito and Youtube: Hypno Carlito

 Pronto Spazzout follow on 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 Atlanta Rappers

3 Top Female Rappers

4 Top New York City Rappers

*Unofficial Order, with the more popular artists that have a combination of the largest followers and subscribers, and the most streams and recent views.