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You can get around all this by using certain software, the same vpn. I did a little research on this. So this article about how unlock school wifi and it says that the VPN should hide all your data from prying eyes, including your school's Wi-Fi network if you need this. This is also how you can bypass the blocking of certain sites that are not available on school network. The answer to the question of whether the school will see the VPN is no, because this traffic is encrypted, so it will not be detected.