My other boards flash without problems.
Heltec, Tbeam and a Lilygo.
It looks to be a driver issue.
I’ve just installed the CH34XSER driver from this page but no success yet.
See also discussion here.
Wait I just noticed something.
The other Lily that flashes ok is marked T22_V1.1 20191212
And the new one I got last week is T22_V1.1 20210222
Don’t know what the difference is but if the new one didn’t flash on Windows I would think it is defective.