Hello, it depends upon when you want to use the bag. (More during the day or evening? and also how much stuff you need to put into it?. I think for daily use, Brentwood would be perfect, it looks very roomy and casual and looks like you can carry alot of stuff in it and I love the look of the Vernis Brentwood, looks so nice. For day and mainly evening, nothing can beat the Chanel, its so classic, classy, stands out in a crowd and is understated. However for daily use, Id be nervous to use the Chanel only in case it gets battered and bruised. I think youd have to baby it more than the Brentwood and you cant put as much into the Chanel as you can the Brentwood. Both are really lovely bags. Its a hard decision. Good luck with your choice.