Windows Millennium Edition was the last Windows OS based on MS-DOS, but it restricted access to DOS to improve boot times. Microsoft Edge opens AI-upscaled video to AMD graphics cardsĥ Windows 11 settings to change right now One of Windows 11’s most requested features may launch soon It ultimately only lasted a year before it was replaced by the beloved, and infinitely improved, Windows XP.

It’s a toss-up as to which is the actual worst Windows operating system, but for us, Windows ME just about takes it, because despite its lofty goals, it failed at almost all of them. But whether you can look back on some of Microsoft’s disastrous releases with rose-tinted glasses, or have some genuine love for Microsoft’s missteps, here’s every version of Windows ranked from best to worst.

There are some very serious duds in Microsoft’s back catalog, just as there are a few wins too. Ranking the different versions of Windows is about more than what era of computing you grew up in, though. We all have something disparaging to say about Windows 8 though, and the less said about Windows Vista the better. I have fond memories of XP and Windows 98 SE, so you can take a guess at mine, but I have colleagues who are much more enamored with Windows 7, or Windows 95. You can tell a person’s age by which version of Windows is their favorite.

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