Depends on the pocket. Most of my pants have fairly large front pockets and it rides well there in an inexpensive Remora holster. It'll definitely carry nice in a cargo pocket as well.I like my shield but I'd never really consider it a pocket pistol, its just slightly too large. I can actually pocket carry by G26 easier than the shield.
What surprises me was your picture of the shield next to the 1911 it didnt look that much small than it.
Visually it might not look that much smaller than the officer sized 1911, but in practice it is quite a bit smaller.