Top Milwaukee Rappers:

List of Top Rappers from Milwaukee

With Milwaukee rappers arriving on top of the Midwest rap scene, there has been a strong presence of rappers from Milwaukee in today’s era of hip hop. From national artists with nationwide success to the local and regional rappers on a swift rise, Milwaukee has provided hip hop a diverse selection of artists, from male and female rappers to street and alternative hip hop artists. 

While years ago, Milwaukee made a small impact in hip hop with the nationwide exposure of Coo Coo Cal’s “My Projects” of 2001 and later with IshDarr signing with Yo Gotti’s CMG imprint but removed from those times much is unknown about the development of hip hop music in Milwaukee.

Today’s Top Milwaukee Rappers

After years of a dormant and inactive rap and hip-hop scene, Milwaukee rappers like Lakeyah have landed among the top tier stars of the rap game. DC The Don, the alternative rap heavy hitter has not only shown growth as an artist but has displayed a unique level of creativity. While men have always been the main players of hip-hop, female rappers like Destinee Lynn kickstarted her career long before it became a trend.

Locally, rappers from Milwaukee have conquered all corners of the local market, but also have a presence in places like Chicago, Detroit, Ohio, and Minnesota. This includes rappers like Solowke, a vet of Milwaukee’s rap scene. With his foot on the pedal, Chicken P has been nonstop since debuting in 2016 as Lil Chicken. The longevity of Mula Mar has led him to becoming one of the pioneers of the region.

When the hazards of the environment, whether incarceration or violence, cannot keep rappers like Cap Drive Montana, YBN Kenny, or Spidey Mayweather from prevailing, when the rise of new faces to the hip hop scene of rappers from Milwaukee like MarijuanaXO, Mike Mike, and SME Taxfree are furthering the growth Milwaukee hip-hop, or when artists like Looney Babie had one of the hottest songs with one of the hottest artists in the rap game, then one can understand the advance of rap music in Milwaukee.

Top Milwaukee Rappers

54 Baby Trey

54 Baby Trey came onto the scene in 2019, leading with hits such as “Head In the Game,” “New Flow,” “Royal Rumble,” “Shiesty Flow,” “Squash No Beefs,” and “Star” featuring Lyfe Jennings, along with other notable tracks. In addition to his singles, he has released projects like “Armed and Dangerous” (2023), “The Wild Child” (2023), and “In The Field” (2024).

Follow on Instagram: @54 Baby Trey and watch on Youtube: 54 Baby Trey

Cap Drive Montana

Originating from Milwaukee’s Capital Drive, Cap Drive Montana—now known as 7Figure Montana—made a significant impact on the Milwaukee rap scene. As 7Figure Montana, he released tracks like “Yung Joc,” while his earlier work as Cap Drive Montana includes songs such as “Extortion,” “Life On The Run,” and “Thank God for Her**.” Despite facing legal challenges, he has emerged as one of the city’s top rappers.

Follow on Instagram: @CapDrive Montana and watch on Youtube: Cap Drive Montana

Chicken P

Chicken P, who originally started as Lil Chicken debuting in the mid-2010s, has become one of the top Milwaukee rappers. He has delivered popular songs such as “Look Like,” “Venting,” “Rollin,” “People’s Favorite,” “Money Counter,” “Dawg Ass Chicken,” and many more, earning a follow beyond the city. He has released over ten projects, including standout albums like Chicken Scratch (2018), BussaBrick Vol. 3 (2023), Hardest N**a Livin* (2024), and Chick James Vol. 1 (2024).

Follow on Instagram: @Chicken P and watch on Youtube: Chicken P

DC The Don

DC The Don made his debut in 2018 and has since become recognized for his unique fusion of alternative rap, pop, and punk rock. He has standout tracks like “Worst Day,” “Red Light,” “So What,” “Venus,” “No Melody,” and “Campfire Story,” among others. Showcasing his versatility as an artist, DC The Don has released a series of projects including Come As You Are (2020), My Own Worst Enemy (2022), Funeral (2023), the 2012 EP (2024), and Rebirth (2024).

Follow on Instagram: @DC The Don and watch on Youtube: DC The Don

Destinee Lynn 

Destinee Lynn is recognized as one of the pioneering rappers of her city’s new era of hip-hop, making her debut in the mid-2010s. Known for blending rapping and singing, she has tracks like “Survival Mode,” “What Could Have Been,” “Letter 2 My Ex,” “Not Never,” and “Playin Wit Me.” Destinee Lynn has also released projects like Count Me In (2023), True Story (2022), Poetry (2021), Chasing Destinee (2020), and Pretty & Paid (2019).

Follow on Instagram: @Destinee Lynn and watch on Youtube: Destinee Lynn

Gwapo Chapo

Debuting in 2018, Gwapo Chapo made a mark with top songs like “All Racks,” “Sound Good,” “Pressure,” “Raise The Prices,” and “Extortion.” His impressive discography includes projects such as “Get a Bag or Die Trying” (2018), “1 Night” (2019), “Keep on Eatin'” (2019), and “Chopwaukee 2” (2024).

Follow on Instagram: @Gwapo Chapo and watch on Youtube: Gwapo Chapo

Lakeyah

Lakeyah, who made her debut in 2018, has become the top Milwaukee rapper with a blend of R&B and rap in her sound. After signing with Quality Control, she released a string of hitss, including “Too Much,” “Female GOAT,” “Mind Yo Business” featuring Latto, “Worst Thing,” and “Windows.” Building on her momentum, Lakeyah has released a number of projects such as Time’s Up (2020), In Due Time (2021), and No Pressure (2022), in addition to several mixtapes and EPs like My Time (Gangsta Grillz).

Follow on Instagram: @Lakeyah and watch on Youtube: Lakeyah

MarijuanaXO

MarijuanaXO made his debut in 2021 and brought fans and listeners songs like “My Brother,” “Shake Back,” “WWE,” “Fire Brings Ice,” and “POD.” Since then, they have released over 20 projects, including notable works like “Window Service,” “Milwaukee (Its R Turn),” “No Flowers Needed,” “Red Rum,” and “30 Mil No Deal,” among others.

Follow on Instagram: @MarijuanaXO and watch on YouTube: MarijuanaXO

Mariboy Mula Mar

Emerging in the late 2010s, Mari Mula Mar became famous with popular tracks such as “Striker,” “Bad Shit,” “Chirping Bad,” “Compliments,” “Long Time,” “Rodeo,” and “Derby.” Over the years, he has released nearly ten projects, from 2020’s Above Average to Bitty Breaker 2 in 2025.

Follow on Instagram: @Mula Mar and watch on Youtube: Mula Mar

Mike Mike

Since debuting in 2019, Mike Mike has stood out in the local rap scene with his distinctive and eccentric approach, and fore being one of the hardest working artists in the game. Known for tracks like “Blankout,” “Diggin Me Up,” “Shotz Fired,” “Go Down,” “Big Tymers,” and “Sucka Attack.” 

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

SME Taxfree 

Debuting in 2018, SME Taxfree has established a strong presence with multiple album releases, including Paid N Full (2021), A Thousand Yings Later (2024), Unexpected (2022), Im Still Industreets (2023), and Ballin Aint A Crime (2024). He is known for popular tracks like “Still On Tour,” “Bond No 9,” “Lean Diet,” “Stop Hustling,” “TRX,” “Showin Money,” and “5 A Show.”

Follow on Instagram: @SME Taxfree and watch on Youtube: SME Taxfree

Solowke

Solowke emerged onto the music scene in 2018, quickly gaining recognition with tracks such as “Outta Sight Outta Mind,” “Auto Timmy,” “Death Before Dishonor,” “Broke,” “My Baby,” and “OMG.” Throughout his career, he has released notable projects including Ian Gone Front My S** (2018)*, All Gas No Breaks (2021), Im Done Rapping (2021), and LAST OF ME (2023). Despite his success and growing fanbase, Solowke has been on a two-year hiatus, leaving fans anticipating his return.

Follow on Instagram: @Solowke and watch on Youtube: Solowke

YBN Kenny

Debuting in 2017, YBN Kenny quickly became one of the leading rappers in the city. His career faced a significant challenge when he was tragically shot six times, leaving him a paraplegic. Despite this, his determination remains unshaken, and he continues to be an active presence in Milwaukee’s rap scene.

Follow on Instagram: @YBN Kenny and watch on Youtube: YBN Kenny

Honorable Mention Milwaukee Rappers

– Looney Baby Instagram: @Looney Baby and Youtube: Looney Baby

– Spidey Mayweather Instagram: @Spidey Mayweather and Youtube: Spidey Mayweather

– Jaja P Instagram: @Jaja p and watch on Youtube: Jaja p

– Lil Axion Instagram: @Lil Axion and Youtube: Lil Axion

– Big Wan Instagram: @Big Wan and Youtube: Big Wan

– YPN KES Instagram: @YPN Kes and Youtube: YPN Kes

– Spanish Rice Instagram: @Spanish Rice and Youtube: Spanish Rice

– Big Haulin Instagram: @Big Haulin and Youtube: Big Haulin

*If any artists are missing leave a comment!

Top Milwaukee Rap Youtube Channels

– Christian Roby

– TeeGlazedIt 

– Rich Nerd Productions

– Phat Phat Productions

Top Rappers from Milwaukee Related Topics:

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2 Top Chicago Rappers

3 Top St Louis Rappers

4 Top Atlanta Rappers

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