Ask around at specific regionals that have ORD bases.

$150K should be achievable as a DEC with current bonuses at many or most regionals. The bonuses may dry up eventually but by that time you should be in the $150K ballpark with just base pay. I'm sure you could be a LCA too, more money there, especially if they think you won't leave for the majors.

But have you applied to the majors? UA and AA have insane hiring, a reasonably clean record and extensive 121 experience will probably get you into class within a few months.