Transferring from a T2 to a T14 is, almost always worth it. The rest of T1... I don't know... that's a stickier question.
Administratively it's not really any more of a hassle than applying to law school in the first place, the benefits are enormous, and the risks are exceedingly low (worst case scenario you're on law review + top 10% at your T2 and you're out the application fee).
That being said, if you are at a strong regional T2 that is top dog in its location (Case Western, USD, etc.), and you know you want to practice there, and your school throws money at you in an attempt to get you to stay (or if you're already on a significant scholarship)... then no, it may not be worth it.