Depends on the company's financial situation. I also don't know what it takes to get it's own ticket. Don't they have to apply with the DOT for one?
If they had the money I don't see any reason why they wouldn't. A 737 is much more efficient than a RJ. If they've got routes where they can fill the seats it wouldn't be a bad move.
What do you mean skywest isn't limited to RJ's? Scope clause? They are limited. If they had a boeing flying a route you're saying they wouldn't be taken to court over it? IF they lost the paint on the planes then I understand. But there would have to be a WHOLE LOT of work to be done long before they even thought about expanding to any kind of bigger aircraft. However they haven't and thus are limited in what they can fly.