5-speed options
Yes, factory Dakota stuff. Requires an 11" 143T flywheel though, unless you can figure out how to mount the starter to work with a 130T flywheel. Bell might be an issue for headers, don't know though. Big thread on Moparts for this, search for "R154" there.
I have yet to see a 5 speed that fits well in an A-Body without cutting the hump out, I think even the Keisler setup puts the output lower than ideal to keep the crossmember. So, I would pick the the trans you like and then worry about how to make it fit.
Money no object, for me, I would go TKO. The R154 would be second and the T5 would be third, but only if you swap the OD ratio to a .73 ratio, I don't like the .63 one.