I am using various Think Tank bags for this.
I have the Urban Disguise 35 which is a little large for what you need but I can carry camera gear and up to a 13" Macbook Pro in it.
The bags are very nice and feel much smaller than they are.
The challenge is that the iPad is so thin and a DSLR is not.
I took my stuff around and just tried bags till I found a few that worked.