I don't use a messenger bag so I am not qualified to comment, but two observations:

1. The Chrome is designed to be worn on one particular shoulder only. They make right and left shoulder models, but once you get one you are committed to that shoulder, as I understand it.

2. A messenger bag is one big compartment covered with a flap. One day I was at an airport (or was this on TV news, I forget) and saw some baggage handlers heaving bags around. I would worry that things could spill out of a messenger bag on an airplane trip. Of course, if it was carry-on, that changes things.