In most automatic transmissions, if you overfill the oil, you risk the fluid level rising to the point that it will hit the rotating parts of the trans. This will cause the oil to be whipped into foam, and the foam will cause all sorts of problems if it is circulated in the transmission.
Obviously, the "Proper" level is most desirable, BUT, a little low is more desirable than to high of a fluid level. So, when it doubt, I would go with the lower level.
You mentioned the fluid level but NOT the temperature of the fluid, the guide I have heard, if you can touch the fluid on the dipstick for a moment but have to pull your hand away to keep your fingers from being burned, you use the "HOT" marks, less than that is cold (or extrapolate between the two for what is "Warm").
Considering the reputation of Chrysler to re-use dipsticks and NOT change the directions scribed on them, I'd consider the Owners Manual first, but Chrysler has had mistakes in the Owners manuals as well. Wish I could be more help, hopefully someone that can point to a source that gives you a more definitive answer as to which is correct. Till you know for sure, I would adjust fluid level using the mode that gives you the higher level, that will assure you have the lowest of the 2 possible levels and thus assure you have a lower level instead of higher, the more desirable situation.