I can't really test out the file transfer between computers. Not really
skilled enough yet. Can you point out guides for me to follow to
transfer files between Ubuntu and Windows laptops through a wireless
router?

If it's possible, try to catch a syslog of the event. It may be helpful.

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[Atheros AR9285 Wireless Network Adapter] cannot connect to [WPA/WPA2]
https://bugs.launchpad.net/bugs/621152
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