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CHICAGO ARTISTS WHO CRACKED THE BILLBOARD HOT 100 IN 2025

Chicago been going crazy in 2025—and the Billboard charts are proof. From R&B vibes to drill anthems, a new class of hometown heroes hit the Hot 100 this year, while some familiar names made a major comeback.

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Here’s a quick rundown of who’s been reppin’ the city on the charts:

Ravyn Lenae Got Her First Billboard Hit

Ravyn Lenae finally got the national shine she deserves with her single “Love Me Not,” which debuted at #81 on the April 12, 2025 Hot 100. It didn’t stop there—it climbed all the way up to #12. The track comes from her Bird’s Eye album, and it’s pure R&B magic.

Source: Billboard

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BabyChiefDoit Made His Debut With “Went West”

If you don’t know BabyChiefDoit yet, now’s the time. The Chicago drill rapper hit the Hot 100 at #89 the week of July 7, 2025, with his breakout single “Went West.” The song’s gritty, high-energy vibe has been heating up playlists across the country.

Source: Yahoo Creators

G Herbo “Went Legit”—And Went Billboard

G Herbo came through with a certified banger this summer. His song “Went Legit” entered the Hot 100 around #95 on the July 12, 2025 chart. It’s a reminder that even as a seasoned vet, Herbo still knows how to shake things up.

Source: Spectrum Pulse

Chuckyy Scored His First Billboard Entry Too

Another one to watch is Chuckyy, who hit the Hot 100 at #79 this year with “My World.” This marked his first time on the chart, and it’s clear he’s carving out his own lane in Chicago rap.

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Source: Instagram

Final Word

Chicago’s influence stays unmatched—from soulful storytelling to straight-up street heat. Whether it’s a debut or a return, these artists proved that the city’s sound is still shaping the culture.

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