First thing, I can put 1 pair of shoes size 9 in one of the outside pockets. If you have a shoe size bigger than a men's size 9, than it will be difficult to put shoes in this pocket. I use the other outside pocket to carry things like deodorant, etc. There is plenty of room in the main compartment for 1 pair of shoes, jeans, toiletry bag, shirt, etc. with room to spare.