The Greatest Chicago Rappers of All Time
What rappers are from Chicago? Let’s find out. From the gritty streets of the Windy City, Chicago’s rap scene has stood out as one of hip-hop’s most potent hotbeds of talent, innovation, and cultural influence.
A metropolis of diverging sounds and stories, Chicago’s rap legacy encompasses the soulful rhythms of Kanye West’s samples, the poignant introspection of Common’s verses, and the drill-infused beats that young lions like Chief Keef brought to the game.
This city birthed Saba’s vivid poetic narratives, Lupe Fiasco’s conscious awakening, and the soulful resurgence of artists like Noname.
Whether you are talking about the legacy of pioneers like Twista or the innovative dynamism of Chance the Rapper, Chicago’s rap panorama offers a myriad of styles that reflect its complex urban tapestry.
A city where jazz, blues, and hip-hop intertwine, Chicago has solidified its place as an indomitable force in the rap culture, birthing legends and shaping the very fabric of hip-hop culture.
What Rappers Are from Chicago?
A countdown of the most popular Chicago Rap artists in order of streams on Spotify as lead artists is as follows:
33 Tay Capone
Streams as a lead artist: 4.7M
Streams as a featured artist: 67K
Most streamed song of all time by Tay Capone: Deep in with 809K streams
32 Prince Dre
Streams as a lead artist: 12.1M
Streams as a featured artist: 91.2M
The most streamed song of all time by Prince Dre: Back Again with 90.6M streams
31 Tadoe
Streams as a lead artist: 14.3M
Streams as a featured artist: 20.8M
Most streamed song of all time by Tadoe: Tuxedo with 7.8M streams
30 Rondonumbanine
Streams as a lead artist: 16.1M
Streams as a featured artist: 758K
Most streamed song of all time by Rondonumbanine: Play For Keeps with 6.6M streams
29 Ballout
Streams as a lead artist: 17.8M
Streams as a featured artist: 24.7M
The most streamed song of all time by Ballout: Been Ballin’ with 10.9M streams
28 Booka600
Streams as a lead artist: 38.5M
Streams as a featured artist: 92.5M
Most streamed song of all time by Booka600: JUMP with 30.9M streams
27 Canon
Streams as a lead artist: 45.8M
Most streamed song of all time by Canon: Motivation with 5.6M streams
26 Lil Bibby
Streams as a lead artist: 58.6M
Streams as a featured artist: 101.4M
Most streamed song of all time by Lil Bibby: Kill Shit with 31.7M streams
25 Lil Reese
Streams as a lead artist: 60.6M
Streams as a featured artist: 344.9M
The most streamed song of all time by Lil Reese: I Don’t Like with 315.3M streams
24 Fredo Santana
Streams as a lead artist: 81.0M
Streams as a featured artist: 3.7M
Most streamed song of all time by Fredo Santana: Jealous with 15.7M streams
23 FBG Duck
Streams as a lead artist: 85.8M
Streams as a featured artist: 757K
Most streamed song of all time by FBG Duck: Exposing Me Remix with 18.7M streams
22 Young Pappy
Streams as a lead artist: 96.4M
Streams as a featured artist: 1.2M
Most streamed song of all time by Young Pappy: Killa with 27.5M streams
21 Da Brat
Streams as a lead artist: 107.1M
Streams as a featured artist: 65.7M
Most streamed song of all time by Da Brat: Funkdafied with 30.8M streams
20 Lil Zay Osama
Streams as a lead artist: 127.4M
Streams as a featured artist: 2.5M
Most streamed song of all time by Lil Zay Osama: Changed Up with 21.6M streams
19 BigKayBeezy
Streams as a lead artist: 150.3M
Streams as a featured artist: 2.3M
Most streamed song of all time by BigKayBeezy: BookBag 2.0 with 103.2M streams
18 Lud Foe
Streams as a lead artist: 197.9M
Most streamed song of all time by Lud Foe: In and Out with 25.8M streams
17 Montana of 300
Streams as a lead artist: 247.5M
Most streamed song of all time by Montana of 300: Wifin’ You with 55.3M streams
16 Saba
Streams as a lead artist: 434.9MStreams as a featured artist: 272.8M
Most streamed song of all time by Saba:
Angels with 179.1M streams
15 Noname
Streams as a lead artist: 452.2M
Streams as a featured artist: 100.0M
Most streamed song of all time by Noname: Finish Line / Drown with 74.7M streams
14 Common
Streams as a lead artist: 677.4M
Streams as a featured artist: 536.1M
Most streamed song of all time by Common: Make Her Say with 99.3M streams
13 VIC MENSA
Streams as a lead artist: 693.7M
Streams as a featured artist: 206.2M
Most streamed song of all time by VIC MENSA: Cocoa Butter Kisses with 188.0M streams
12 Calboy
Streams as a lead artist: 742.8M
Streams as a featured artist: 84.2M
Most streamed song of all time by Calboy: Envy Me with 498.3M streams
11 Only The Family
Streams as a lead artist: 804.8M
Streams as a featured artist: 106.8M
Most streamed song of all time by Only The Family: Crazy Story with 284.9M streams
10 Famous Dex
Streams as a lead artist: 1.36B
Streams as a featured artist: 106.2M
Most streamed song of all time by Famous Dex: PICK IT UP with 585.3M streams
9 G Herbo
Streams as a lead artist: 1.43
Streams as a featured artist: 911.0
Most streamed song of all time by G Herbo: PTSD with 411.2M streams
8 Lupe Fiasco
Streams as a lead artist: 1.79B
Streams as a featured artist: 404.5M
Most streamed song of all time by Lupe Fiasco: Battle Scars with 383.9M streams
7 King Von
Streams as a lead artist: 3.02B
Streams as a featured artist: 805.9M
Most streamed song of all time by King Von: Took Her To The O with 547.5M streams
6 Chief Keef
Streams as a lead artist: 3.25B
Streams as a featured artist: 1.21B
Most streamed song of all time by Chief Keef: Love Sosa with 800.8M streams
5 Chance the Rapper
Streams as a lead artist: 3.84B
Streams as a featured artist: 4.39B
Most streamed song of all time by Chance the Rapper: I’m the One with 1.28B streams
4 Lil Durk
Streams as a lead artist: 4.99B
Streams as a featured artist: 7.07B
Most streamed song of all time by Lil Durk: Laugh Now Cry Later with 976.1M streams
3 Polo G
Streams as a lead artist: 8.86B
Streams as a featured artist: 2.61B
Most streamed song of all time by Polo G: RAPSTAR with 960.5M streams
2 Juice WRLD
Streams as a lead artist: 29.53B
Streams as a featured artist: 9.59B
Most streamed song of all time by Juice WRLD: Lucid Dreams with 2.63B streams
1 Kanye West
Streams as a lead artist: 37.41B
Streams as a featured artist: 14.81B
Most streamed song of all time by Kanye West: Ni**as In Paris with 1.50B streams.
Bottom Line
Chicago has an avalanche of good rappers. Some of them have made it to the league of the greatest of all time. The article above exhaustively highlights 33 of the greatest Chicago rappers of all time.
Kindly drop a comment in the section below regarding our selection.
