Do NOT attempt to play Battle.Net this way. You risk a ban!
In theory it should work. But as far as I can see Plugy does not support the latest Diablo 2 patch. On the official page the latest release is compatible with Diablo 2 version 1.13, but the latest Diabloe 2 patch is 1.14. So one way to make it work would be to install Diablo 2 in Wine as usual, but only install updates (probably manually) up to. Running Diablo II on Windows 10 can be a little problematic so here is a quick guide to help smooth things out. This is an update to an earlier post that showed how to run Diablo II on Windows 8.Most of the the information here should carry over to Windows 10 quite well.
This hack requires you to be running Diablo 2: Lord of Destruction (not classic!) on patch 1.12a.
Connecting to Battle.net will update your client to 1.13 which is incompatible with D2MultiRes at this time.
Download a mod, D2MultiRes.
Extract it to your game directory, and launch using D2MultiResGame.exe. Once you start a game, there will be a new “resolution” option in the video options menu. Select it, and resolutions above 800×600 will be available.
The readme warns that you may get bad graphics glitches in Direct3D mode. I did, myself. Refer to additional screenshots. But when I switched to DirectDraw 2D mode, it worked just fine. You can set this by running D2VidTst.exe. Sadly, DirectDraw 2D disables parallax scrolling and other visual effects.
Lacking Direct3D mode is a pretty big one. But everything else seems fine.
Side-screens like inventory retain their original size, but take up half the screen with a tiled background (they originally took up half a 640×480 screen without needing any tiled background).
The HUD keeps its original size, with the life/mana spheres anchored to the corners, and the stamina and potions anchored to the bottom-center. And the map is pixel based.
Diablo 2 Patch For Windows 10
FMVs run at 640×480, but are hard-letterboxed to a theatrical 2.20:1. This means windowboxing on wide monitors.