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How can I perform a ping or a tracert on windows command line while I'm on proxy?

Edit: I'm on a http proxy tunneler.

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If you are on a SOCKS proxy, then no, you can't do that. SOCKS only supports TCP and UDP, not ICMP packets, which are used by ping and tracert.

If you are using a VPN connection as a proxy, then all network traffic will flow through the VPN and anything, including PING, will go through the VPN.

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