The With You artist had been in and out of the Malibu rehab since November, where he was being treated for anger management.
He is also in the process of completing community service duty for attacking his ex-girlfriend Rihanna before the 2009 Grammy Awards.
Chris Brown is still on probation after assaulting Rihanna
Chris was arrested and booted out of rehab on Friday, after he gave worrying comments during a group therapy session. When asked to reflect on what he was particularly good at or excelled at, Chris seemed to mock the process.
"I am good at using guns and knives," the 24-year-old said, according to the rehab centre.
Staff added that Chris had also ignored a worker who was waiting to give him a drug test and rubbed elbows with a woman — after he had signed an agreement to stay at least two feet away from all female clients.
The singer has been in and out of trouble with the law
Chris' lawyer Mark Geragos explained that the singer was having a bad day and that he shouldn't have to censor himself during therapy sessions.
Mark said that his client's violations didn't warrant jail and that he would petition to have Chris released before the 23 April hearing. This will be Chris' longest stint behind bars.
Chris accompanied by girlfriend Karrueche Tran at hearing in February
His lawyer Mark Geragos during his trial
Chris is expected to release his sixth album X in May 2014 but fans will have to wait and see the outcome. One of his songs Don't Be Gone Too Long, a duet with Ariana Grande, will no longer come out on 24 March.
Ariana hinted at her frustration on Twitter, writing, "I get a call that the song was pushed back... then I get a call that it isn't... gonna take the back seat with this one."
Apart being sent to rehab for anger management, Chris was also being treated for bipolar disorder, post-traumatic stress disorder and past substance abuse, a letter from the facility stated in January.
An probation report in February stated that Chris had completed 250 hours and he was being co-operative with probation officials. He still has 1,000 hours of community service to finish this year.
Chris is also due to go on trial in Washington DC on 17 April for a misdemeanour assault case. He is accused of attacking a 20-year-old student who tried to take his photograph last October.