Some folks would avoid going to the cage after getting backed off or particularly sweated on the floor, because it would give another opportunity to get a new photo.
But in regular situations, you've got to get the money out somehow, so going to the cashier is inevitable, and not usually a big deal.
But don't worry, there are still things to worry about:
1) If you cash "high value" chips, it may trigger a call to the pit to verify. The cashier may also relay lower chips you have. You should not have substantially more chips than the pit documented you as leaving with.
2) Amounts over $3k will probably trigger a request for a players card or some other ID. The main purpose being to put you in to an (internal) multiple transaction register, in case later cashouts put you over $10k for the day. You could probably refuse ID, but it might cause a scene. I don't have personal experience with this.
3) Amounts over $10k will trigger a CTR form. This is mandatory, and Treasury gets a copy.
4) Cycling back to the same cashier over and over might look weird.
The toughest for me is a small joint where there's only one cashier cage, and it's right next to the pit, and they call and verify just about everything. Ratholing requires more planning.