I am using Mono to write a cross-platform application. On Windows, is it possible to deploy this application using ClickOnce?
I would think you could use ClickOnce to deploy it to Windows machines. ClickOnce isn't going to work on anything else (of course). I don't know what tools you use for Mono, but you could try using MageUI or Mage to create a deployment out of the files and see if it works.
You also need these MIME types if you are targeting .NET 3.5:
.msp --> application/microsoftpath
.msu --> application/microsoftupdate
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