100 Chicago Rappers & Artists Worth Listening To

100 Chicago Rappers & Artists Worth Listening To



Another talented artist from Out West, AMIR TRIPP has been making a name for himself through his robust, high quality music. With excellent flows, melodies, and production, Tripp’s music is definitely worth checking out.

Vantablac SOL


Being signed to Stank Face Records is a good sign an artist has a solid underground following. Vantablac SOL has just that and has been making the most of his loyal fanbase by touring with The Palmer Squares and dropping dope songs/visuals.



Sometimes an artist’s music just hits. Heffy’s sound has that vibe and he’s dropped some of the best music to come out of the city in recent memory. With loosies like Killing Prophets and Stay Sleep, Heffy clearly has what it takes to elevate to the next level.

Young Jasper


Coming through with a usually darker vibe, Young Jasper knows how to make some dope music. With multiple projects to his name and a handful of excellent, popular songs, Jasper is looking like another artist on the rise in Chicago.

Nnamdi Ogbonnaya


Hip hop is one of the most eclectic genres in the world and at times it can even be hard to define. Nnamdi Ogbonnaya makes things even more difficult to pinpoint with his highly fascinating, essentially genre-less music that ranges from rock inspired tracks to pop-art funkiness that seems to have a mind of its own.


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Co-signs from SoundCloud aren’t easy to come by, but they definitely help an artist explode onto the scene. HappyBirthdayCalvin’s track No Friends was promoted on SoundCloud and has introduced him to a plethora of new fans who are excited about his dope style.



Armed with a variety of styles and a knack for the mic, D2X has shown he can be a well known name in Chicago. Linking up with the likes of GLOhan Beats and working with other blogs like flowsfordays should help solidify his place on the scene.

Frsh Waters


One of the founding members of Pivot Gang, Frsh Waters came out of the gates firing a few years ago and has continued dropping rock solid music ever since. His music has a depth and realness to it that makes it east to connect with and gives a fully authentic feel.

Ness Heads


Certain artists have the it factor right off the bat. Ness Heads has proven to be one of those artists and her high quality, robust, catchy music is sure to make her one of Chicago’s brightest upcoming artists.

Elton Aura

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Chicago is full of unique sounds, but Elton Aura might make the most fascinating music in the city. Intricate, distinctive vocals and ear catching, eclectic production are hallmarks of Aura’s style and have helped him make a name for himself on the crowded scene.




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