Can I enter the Schengen area a few days before my student visa expires?
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As long as the visa is valid, you can enter, seeing as your legal status will continue after its expiry due to your pending application for a residence permit.
So you'll be fine, but if you're worried about check-in staff at the non-Schengen airport denying you boarding (which they shouldn't), ask the Portuguese authorities for a written confirmation in English that your legal status continues after the expiry of the visa.
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Source: stackoverflow.com
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