I've had both bags. The handle on both will stay up. The LW bag is much heavier and much stronger. The wheels and where the wheels attach to the frame is all metal. On the Strongbags bag the wheel attachment is plastic and I was replacing parts every few months. The zipper pulls on the Strong bags were always coming off. LW, no problem with zipper pulls but the design and location of the main zipper has made it get a lot of wear in the corners and now the zipper needs to be replaced. It appears LW changed the design and that should no longer be a problem. No problems going through security with either bag.
Overall I think the LW bag is better, especially if your bag goes in the cargo compartment frequently.