Chicago Santana: Going Strong after Legal Troubles

In the DMV space, there are lots of gifted rappers hell-bent on carving out an illustrious presence for themselves. Over the past few years, Chicago Santana has been fitting work. Sadly, his rise with music has gone with him stepping into legal troubles.

For Santana, the future is only going to get brighter. With the police dropping their charges after illegally searching him, the rapper only has to only face one more day in court. 

Born in Landover, Maryland, Chicago utilized music as a stress-alleviation tool. High crime and racial tensions continue to haunt American society. Things around him were quite unstable, and Santana took to writing and composition to take his mind off of it all. 

Music was never a career choice for Santana. This was until he ran into Michael Hughes. Hughes was a renowned studio engineer and had worked with grammy-winning industry giants like Jay Z and Ludacris.

Under Michael’s wing and after his untimely death, Chicago decided to go-pro with his know-how. He took up music as his life’s goal and has put out quality work ever since; work to which fans can relate. 

Santana refuses to sign with big labels and industry hegemons. He has chosen to make a name for himself as an independent artist. Chicago has teamed up with fellow rapper Money Pistol to create the record label DMV.  He has collaborated with hard-hitting artists and producers like Gucci Mane, Young Dolph, Metro Boomin, Waka Flocka, Sonny Digital, and the 808 Mafia. 

Chicago has gone through a lot. This has not deterred people from loving his work. He commands a loyal fan following and routinely sells out concerts along the East Coast of the USA. Word is beginning to spread of these up-and-coming artists down south and along the west coast.   

With a net worth of 500-800k, Santana has left a lasting impact on the music scene.  

Other than entertainment Chicago Santana deals with many business ventures. He keeps involved in trading stocks and bonds, real estate investments. He has taken up a side hustle as an entrepreneur and investor. 

In the relationship realm, the paparazzi frequently spots Chicago on secret vacations and dates with the likes Blac Chyna, artists Dream Doll, and Sukihana, just To name a few. The rapper has never confirmed anything. 

Chicago’s song ‘Trapped Out’  gives us insight into his beliefs. The rapper is convinced that keeping drugs illegal does more harm than good. He mocks the establishment by rapping about a flourishing drug business.