Escape plans should be subtle enough that your captors don't notice them. But they shouldn't be so subtle that your compatriots don't notice them.
Satisfying both these conditions simultaneously may be impossible, of course.
Transcript
Ortugg: {escorting Chewbacca into the dungeon} Into the cell! I might fly before you get out of here.
Chewbacca: I am but a humble Wookiee... um...-gram. Not as dangerous as an actual Wookiee, you understand.
Chewbacca: I cannot possibly make any trouble. I am entirely disinterested in escaping.
Ortugg: In that outfit you must be sweating like a...
Ortugg: I'm rooting around for the right term here.
Chewbacca: But suppose there was a fire? How would one get back to the throne room?
Ortugg: It's the first door on... wait a second. Are you trying to escape?
Chewbacca: No no no no no. No.
Han: What? You should totally be trying to escape!
Chewbacca: Why aren't you my guard?
Rogua: Oink oink!