Which came first, Python or Windows?

Windows came first, by 6 years. Microsoft shipped Windows 1.0.

Side by side

Python

Python was started as a hobby project over Christmas 1989 and first released publicly in February 1991 — four years before Java, JavaScript, PHP and Ruby, all of which arrived in 1995. Most people assume it is much newer because its popularity arrived twenty years after it did. It is named after Monty Python, not the snake.

Windows

Windows 1.0 shipped in November 1985, twenty-two months after the Macintosh, and it was not an operating system — it was a graphical shell running on top of MS-DOS, and remained so until Windows NT in 1993 and the consumer transition with Windows XP in 2001. Version 1.0 could not even overlap windows: they tiled, because Apple's legal position on overlapping windows was unresolved.