It's just probably too much effort for a small number of users who would go through the trouble. Or maybe not.
It protects enormously against a casual attacker who is able to sniff network traffic but not MITM you.
How often have you encountered read-only network access? It doesn't happen in reality; even the middle hop in a route has total control over the flow of traffic and thus can terminate it and mitm on reconnect. In any case, confidentiality is next to worthless without integrity and non-repudiation.
Public wireless points (i.e. Firesheep), any network with a hub instead of a switch...
But what is 'safe'? What are you actually trying to secure?
If you're trying to ensure that CloudFlare receives an authentic copy of data to deliver to users, a pinned self-signed cert will do that. If you're trying to also ensure that only the intended parties get the origin's data, this is not "safe".
In the current model, CloudFlare is the 'client' that requests resources from the origin 'server'. The client verifies its connection to the server is valid before requesting content, which is where a self-signed pinned cert would show that the client is who they say they are. But the server has not verified the client! The client could be anybody, like the NSA for example, and the origin server would hand over data happily. To fix that you'd need to also do client-authentication in the handshake. I don't know that they support that currently.
You're basically implementing public-key crypto using PKI infrastructure using two nodes. Can it work? Sure. Was it designed for this? No. Are they doing it 'securely' right now, for all uses of 'secure' or 'safe'? Not to my knowledge. Will they support client authentication in the future? Who knows.
Most CDN setups i've seen have never bothered with any of this because they pass no private data; it's all static resources, mostly. Even if they did pass private data, they just use IP filtering and completely ignore mitm. Then they don't address client authentication because IP spoofing is, like, totally hard.