How to find the largest UDP packet I can send without fragmenting?

The following doesn’t answer your question directly but you might find it interesting; it says that IP packets can be disassembled/reassembled, and therefore bigger than limit on the underling media (e.g. 1500-byte Ethernet): Resolve IP Fragmentation, MTU, MSS, and PMTUD Issues with GRE and IPSEC


More on this topic:

  • Re: UDP fragmentation says you should use ICMP instead of UDP to discover MTU
  • Path MTU Discovery says that a TCP connection might include implicit MTU negotiation via ICMP

I don’t know about generating ICMP via an API on Windows: at one time such an API was proposed, and was controversial because people argued that would make it easy to write software that implements denial-of-service functionality by generating a flood of ICMP messages.

No, it looks like it is implemented: see for example Winsock Programmer’s FAQ Examples: Ping: Raw Sockets Method.

So, to discover MTU, generate ping packets with the ‘do not fragment’ flag.

Maybe there’s an easier API than this, I don’t know; but I hope I’ve given you to understand the underlying protocol[s].

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