Allright, I uninstalled and reinstalled my graphics driver. It was nivida current, I did it through the package manager (Kinda forgot about that). I also was able to run the diablo II.exe from the terminal and this was the output. dan@dan-desktop:~/.wine/drive_c/Program Files/Diablo II$ wine Diablo\ II.exe fixme:advapi:SetSecurityInfo stub dan@dan-desktop:~/.wine/drive_c/Program Files/Diablo II$ fixme:win:EnumDisplayDevicesW ((null),0,0x33e9c4,0x00000000), stub! err:x11settings:X11DRV_ChangeDisplaySettingsEx No matching mode found 640x480x16 @0! (XRandR) err:x11settings:X11DRV_ChangeDisplaySettingsEx No matching mode found 1440x900x32 @0! (XRandR) and I also got the same pop up I was gettin before which was Error 25: A Critical error has occurred while initializing Direct3D