'71 Duster 440 or 360? Pros and cons

It may be bored already but the cylinder walls still have visible cross-hatching so it would only need a hone job. From what people are saying in this thread it's almost as if nobody thinks a 440 is a worthwhile swap. I just found a BB 727 that I could buy for $100....

Not sure what you already have for it but to get a big block in and driving (not including the brakes or suspension that IMO are nice but not necessary) you'll need the complete engine (including distributor), trans, convertor, 727 slip yoke, mounts, headers/manifolds, kickdown (if used), driveshaft, radiator (unless you have a larger one with the engine-matching inlet). I'd also consider weld in frame connectors aws mandatory. And- in the case of engine and transmission at least, they will need to have some parts or work tossed at them.
The reasons can only be yours. It's cool to say you have a 440 Dart. It's a cruise night impressing package. But when the pedal gets pushed, a 360 will run very similar or better, and will be a better "all around" performer as a driver. At least that's my opinion.