Looking for bag recommendations for university!

Hello, fourth year uni student here who is fed up with my current backpack and in desperate need of a new one!

I am ideally looking for a messenger/crossbody bag (I had an unbranded one a few years ago I loved), but am also open to a backpack as well. Style wise, I mostly wear black/silver so I’m looking to keep that general colour scheme and would love either canvas or leather, but am open to any recommendations!

I’m on a budget so preferably something $100CAD or less, but I am open to going up to $150CAD for something that will last me longer (I am also open to searching second hand as well!)

I prefer having multiple pockets/compartments as I carry a lot of shit around and hate having to dig through my bag for ages to find anything (my main problem with my current backpack)

Ideally if it could fit these items: My ipad, nalgene water bottle, wallet/keys, notebooks, pencil case, small makeup bag of random things (tissues,hand sanitizer, pill case, etc), reusable bag, travel coffee mug, a book, and some snacks. If there’s some leftover room for other knick knacks i’d love that since I take public transit so I tend to stop for errands day by day and have to carry around random extra stuff often I’d love that, but I usually keep an extra reusable bag on me in case my bag fills up.

Thank you!!!