[quote=1Charak2]
So i guess Charak would Loop back because The city was closer taking the risk and hopefully staying on the outskirts (to be less likely to be caught by a guard?) but still gets caught because of the search of the town and the bounty?
[/quote]

Outside of a few clumsy illustrations and the active search of a one hunting party, all of which is based on the drunken description of the big guy, I'd say your character has a good chance of just blending in. Milly knew the chances of catching someone was very slim but did it anyway to appease the guilty party. She knows he is just trying to get out of trouble. Even if they found your character, Milly would personally intervene and probably let him off after a conversation. 

But of course, Korrigan is nearby and stumbling upon him can provide a good interaction. I was just leaving your options open, but it does seem like your character desires to put distance from Nouvelle to go somewhere. So Korrigan might be better.