I do something a bit different to what you’re trying to do:
- I have suits with two pairs of trousers, so I travel with one suit jacket (usually hung for travel rather than packed) and two pairs of trousers. I’m rarely in a situation where I have to wear my suit jacket so much that I need a second
- I almost always travel in my work shoes and have the most squeezable gym shoes possible taking only a little amount of space (increasingly easy nowadays with all the mesh tops).