Looking to purchase wheeled carryon and smaller piece that can stack and piggyback. I want something that fits wheels in on its side and won't need to be checked, ever but not planning any Asian trips. Would prefer second piece to be backpack style or even better, crossbody. Lightweight for trains and steps, casual is fine. Would really like the stacked pieces to stand up without support.
Current piece is discontinued Samsonite 20" without wheels and is a great size, but figuring out the actual dimensions of luggage online seems tricky. Also have Osprey Porter that's a good size, but really need the wheels. Any suggestions?