The rules of this blog are very simple:
1. You may only use 1 version of the Enterprise, and that is Captain Kirks.
2. The Destroyer will be the Chimaera, (Thrawn optional) the destroyer with the highest efficiency rating in the Imperial fleet, and is of the MARK II class.
THERE ARE NO OTHER LIMITS

First, Size: The Enterprise Is Hundreds of meters long (If any one knows exactly...) The Chimaera is 1.2 kilometers long, or roughly 1 mile.
Star Wars wins battle of size... but bigger is not always better.

Second, Speed: The Enterprise can travel at Warp 9, with no idea on the sublight speeds (again...) A Star Destroyer can make Point Two past light speed (with the Falcons speed at Point Zero-Five)
No exact comparison, maybe about even, with Enterprise slightly faster.

Third, Fire Power: The Enterprise has 3 lasers that are very powerful, but can't fire together for more than 5 second (this from watching old StarTrek episodes on G4TV) as well as very powerful missles and several shuttle craft. The Chimaera has 60 Heavy Laser Cannons, 6 Heavy Turbolasers, 2 Heavy Ion Cannons, more light ion cannons and lasers, as well as missles and powerful Tractor Beam Projectors, that can grab the Enterprise and stop it cold, and 6 squadrons of TIE fighter craft, or 72 fighters.
I say pretty confidently that the Chimaera wins in the Weapons Department, although those steady lasers could really do some damage if unprepared for it.

Fourth, Sensors: I would just call this even all around, maybe one see's ####her, but the other see's clearer, that sort of thing.

Fifth, Shields: Again about the same. Enterprises shields are maybe a little stronger, but Chimaera's can reinforce a weak shield from a unhit area, (with TIE's swarming it, even if Enterprise could reinforce, it would be a fatal mistake)

I believe in a Slugging match, or any frontal assault(which is what StarTrek does, announce, then fight) the Chimaera would win.
BUT in an ambush, the Enterprise can use it's pin-point weapons to destroy the bridge, the so on and so on.


If any of you agree, disagree, (or just want to rant about how much better Star Wars is ) feel free to post.