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It shoud. You should go to Sigil Preferences and enable showing full book paths in BookBrowser.
Once you do that, you can more easily see where the css was located, and where the font files are located within the epub, so you can create the proper relative links.
FYI, I think there is a Sigil plugin that makes adding embedded fonts easier.
Do not forget to either obfuscate or subset (or both) that font depending on its licence if need be.
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