How to make iTunes video window float on top?

Solution 1:

Yes, there is an option under Preferences -> Advanced Preferences, under the separator saying 'Keep movie window on top of all other windows'.

The window may look slightly different than this (I found this example online), but the wording is still the same.

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Solution 2:

Yes it's a built-in feature and it's in iTunes preferences. Look Under the advanced tab as pictured below:

Make sure "Keep movie window on top of all other windows" is checked.

keep movie window on top of all other windows option