For the iPod on the plane, you might try one of the Etymotic earphones. I have a pair of the lower priced ER-6's that have worked well for me on planes w/iPod. I understand there is now a special 6i model just for iPods (don't know if there are any real differences from the 6). There are also more expensive versions.
Haven't tried the Shure's but generally same idea.
Haven't tried the Shure's but generally same idea.