Here are some good rule of thumbs for work and schools:

• do not connect to their networks with your personal devices, ever.

• Only use work/ school devices on their own network.

• Do not do anything personal on those networks. only do work/school related tasks. This means don't log into any non school/work accounts.

• If for some reason they don't have a device for you but require you to use their network, then leave your personal devices at home claiming you don't own one and make them accommodate you.

You cannot expect privacy in these situations, and by going to the extreme lengths to try to get it then you will ironically just paint a bigger target on your back if any network admin cares. In some cases this can cost you your job or get you in trouble with the school.

Hi! Back in high school, me and a few close friends formed a small hacking group aimed at hacking the school WiFi. We succeeded, and reported the vulnerabilities we found along the way to the school. Our school had a policy where students who managed to hack something would be let off the hook if they reported exactly how they did it. I managed to land a job for the school district as a result of our fiasco. I don't recommend anyone do that, but I managed to get lucky.

Anyways, once we had access to the WiFi we wanted to get around the network wide filter. Proton VPN worked for a while, but quickly got blocked. Dual booting into Tails on school computers didn't work until the 6.0 update. To my knowledge, it still works.

However, for our phones, the thing that worked was changing the DNS. We found out the network wide filter the school boasted so highly about was only a DNS filter that resolved hostnames to a "blocked" page. Find a good PRNS and change your device's DNS to match. If you want a search engine, try to find an unblocked SearXNG instance.

Good luck!

P.S. Don't forget: Tor is portable on Windows devices :)

At the risk of sounding contrarian/lame, you should probably not be doing any of this especially if you don't own the hardware you're using (as mentioned by another commenter).

You don't specify if this is university or middle/high school, but either way you are not entitled to and should not expect any privacy on a network you don't control. Even if you are able to set up a VPN to mask your internet activity, your school's network administrators almost certainly can tell that you are using a VPN, which itself sounds like it would be a violation of your school's network policy and will most likely land you in trouble. Indeed, your repeated attempts to access blocked sites have likely already raised some flags.

Even the workarounds that others here have mentioned (like routing VPN traffic over port 443) are inadequate for a network that is being actively monitored. Believe me, it is very easy to tell when someone is connecting to a VPN this way.

I would quit while you're ahead until you can afford your own hardware/internet connection, and then maybe worry about any notion of privacy. Use your school's internet for what it was intended.

What worked for me at my old school was using a ShadowSocks proxy. Basically what this does, is it takes all your traffic and just makes it look like random https traffic (AFAIK). ShadowSocks is just a proxy. The description fits the Cloak module, mentioned below.

I believe multiple VPNs support this, for me with PIA VPN it's in the settings under the name "Multi-Hop" (PIA only supports this on the Desktop App, not on mobile).

This technique is pretty much impossible to block, unless you ban every single VPN ShadowSocks Proxy IP. If that is the case for you (chances are practically 0), you could also selfhost ShadowSocks in combination with the Cloak module, however this method is a lot more complicated.

If your school blocks VPN connections, that usually means that they're specifically blocking OpenVPN traffic and/or WireGuard traffic. So if you use a VPN provider that supports OpenConnect (which looks like regular HTTPS traffic over port 443 to your school, there's a good chance that it will not be blocked.

That's what I do when I'm on open Wi-Fi networks that block everything but HTTP or HTTPS traffic. It's not as fast as UDP OpenVPN, let alone WireGuard, but it frees me from the restrictions of whatever Wi-Fi network I'm on.

You're going to get in trouble and it's not worth it.

Don't do personal stuff on their network. What are you even trying to look at via the school network?

If you're concerned about privacy while doing school stuff, use another device, or maybe a VM. Do they provide computers for students?

You might get off with a warning because you're young (I assume you're like 16), but bypassing network security stuff as an adult at work will often get you fired.

Sounds like DNS blocking. Use DoH, won't be as good as a VPN but it will stop the sniffing which allows them to block domains

You'll need to download the client off-network (have you tried the local library for that?) and put it on your PC. If you know how to use docker, you could set up the client via docker and dockerhub which I doubt is blocked, but you'd need to set docker up on windows which I have no experience with.

You can also try wireguard on a non-standard port if there are further blocks. OVPN can also go over 443 which might help.

Really though, it depends on how they're blocking them. They could be blocking the protocol based on port or deep packet inspection, or they could just be blocking a list of VPN hosts. They could be doing both.

If they're just blocking hosts, you could set up a vpn relay on a host somewhere else, but that won't help if they're blocking the protocol.

I'm assuming you probably have a smartphone. In which case, I would just use your Wi-Fi hotspot instead.

If you don't need a speed and full functionality of the Internet.
Try bridges for the Tor Browser.

Typically, using your own VPN should suffice. Depending on your situation you can do other things as well. If you are unable to download these tools on the school network in question; do not attempt to do so again. Use a public or other network connection elsewhere to obtain the tools you need to bypass their crap.

For example, NextDNS could be helpful. By running their client app; ( https://github.com/nextdns/nextdns/wiki/Windows ) you can make sure all your DNS requests are encrypted. Similarly you could simply set up a local DNS server that you point Windows at which can redirect those requests over DNS-Over-(HTTPS or TLS) to a DNS provider of your choosing.

Is this a school issued computer or your own on their network? Never assume you have any privacy on a computer that isn't your own. Even if you do get a VPN on there they probably have software on the laptop to monitor your actual screen which is far more privacy invasive than seeing that you accessed lemmy 500 times in an hour.

Airvpn, then use their advanced config to create a 443 tcp tunnel out to a single server. Then use that server’s IP in your OpenVPN config file. Route all traffic including dns inside the tunnel.

Traffic will look like all other web traffic - encrypted on standard web ports. You won’t even need to do a DNS lookup to start with and airvpn uses generic rDNS so it’s not super easy to figure out from their perspective.

There is a way, it's called SSH over HTTP, I think there are many guides on the internet. I hope this works.

EDIT: I don't know how to do that on Windows or if it's possible but maybe with a virtual machine... sorry.

Please read Charger8283's reply. It's the best one. You're thinking small, how do I break out of their system, that will only land you in trouble. You should think big like how Charger8283 thought and break the system altogether.

If you first find vulnerabilities and report them to your school, later when you find another one you don't tell them about it until they ask. Keep it a secret and use it for a while. Just pretend like you weren't ready to tell them because you didn't understand it yet.

Sometimes it pays off to play nice and stupid.