Chocks - why the wide variances in price?
The point of wheel chocks is to prevent the tire from rolling (and thus the aircraft from winding up "somewhere other than where we parked it). The aircraft doesn't know how much we spent on the chocks, and if it did it probably wouldn't care. (OK, it might laugh at you if you buy solid gold bars to chock a Cessna 150.)

Aside from pretty obvious quality-related things (a $5 set of chocks made out of cheap rubber that fall apart when you squeeze them in your hand)
the big reasons for price differences come down to a few things:



Size

Just like with chocking a car or truck there are various sizes of chocks available, and they vary in length and height:


For very large aircraft very large chocks are used (wider and taller):


…and for smaller aircraft smaller chocks are used (shorter and narrower):


Big chocks require more material, and thus cost more to make than small chocks, so logically they cost more.



Nice Features &amp; Laziness

I have a set of $20 aluminum wheel chocks. They have a bungee cord that keeps them tight against the tire (so there's no room for the tire to roll), and they weigh just over 1 pound (they're light and small enough to throw in the plane without thinking about it).

The guy two planes down from me has a wheel chock made of three sections of 2-by-4 inch lumber, screwed together to be just slightly wider than his tires and painted safety-orange. It probably weighs less than 5 pounds and cost him $10 and a few minutes with a power drill &amp; spraypaint.

Both work equally well, but I was willing to pay for someone else to cut and bend some aluminum that I can fold up into a small space easily rather than finding a chunk of lumber I didn't need and making my own chock.



"Standard Aviation Markup"

There's a joke that when trying to determine the price of a component for an aircraft you take the price of that component in a non-aviation application and add some zeros to the end of it.
That's not a joke in this case: Those two rubber chocks you posted are, for all practical purposes, identical - with the exception of their price.