iPad Landscape Media Query not working?

This is the same media query I’ve used for all my other WordPress sites but for some reason it’s not working for this particular site. I didn’t design the site, I’m just making it responsive, but I did a couple tests through the CSS and it didn’t look like there was anything that should cause a conflict of any kind.

Often I can get away with just using:

@media screen and (min-device-width: 768px) and (max-device-width: 1024px){}

But I’ve tried that, and I’ve tried:

@media screen and (min-device-width: 768px) and (max-device-width: 1024px) and (orientation:landscape) {}

But neither are registering. It’s not a cache issue, either.
Additionally, for some reason when I inspect the site, **everything** lists as being received from site/style.css:1 even though my code is around line 604.

It was retrieving the css from all of the desktop styling, so as a test I added @media only screen and (min-width: 1025px) {} to my desktop styling, just to cancel it out, and sure enough, now my landscape header is all reverted back default styling (full sized image, default h1 styling, etcetera). Nothing I do triggers the landscape media query, even though the rest are called without any issues at all. I’m about to pull my hair out, and I can’t find anything else on Google that quite fits as a solution.

The mobile and iPad Portrait media queries are working perfectly.

Any help is appreciated!