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1.
It's a word put together from Chillin' and Relaxing. It actually means the same. If somebody should cool down you could say he or she has to relax or has to chill out. If you decide not to choose between these to, or you haven't made a decision while you already have to say the word, you say 'Chillax'.

It could also mean having a good time with your friends.
Woo man, don't get so angry, chillax a little!

or

Hangin' out with my homies today was super chillaxed.
af Jasper Vondeling 27. august 2007
 
2.
becoming relaxed by chilling with your friends
i have been chillaxed since i went to rachels house
af naomier 5. april 2006
 
3.
hanging out with your homies
i chillaxed at mimi's house.
af Jaiyla 28. oktober 2005
 
4.
It means your relaxing at the same time your chillin.
I'm Chillaxed at the beach!
af Pimpilishous 26. marts 2009
 
5.
to chill (to cool down) and relax at your pace
I chillaxed as I played with my pussy and smoked a joint
af Kit Kat 23. juni 2006