Speaking for my wife and I, we have a love/hate relationship with Chacos. Had friends that swore by them so we jumped on board. HATED them at first, thought it was the biggest waste of money.
However we stuck with them and continued to make adjustments to the straps a bit here/there. We FINALLY got them dialed in to where we could actually use them comfortably. I found it VERY difficult and was annoyed it took so long (it's a sandal!), but through a combination of adjusting the straps and breaking in, they are keepers for us.
Still not my favorite sandal but for times like Disney where we prefer something with a little more support than a basic sandal, it's a good choice.