Traveling to UK with expiring Italian residence permit (waiting for renewal)
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So there are four possible 'issues' points:
- leaving Italy. As you've said, you're allowed to leave and enter Italy while renewal is proceeding. So that's fine. And they might ask for a flight out of the UK, to prove you intend on leaving the UK.
- entering the UK. As long as you have evidence that you're leaving again, that should be fine.
- leaving the UK. The airline may have to ensure you're legally allowed to enter Italy. As an American, you could enter as a tourist or on your currently valid permit (until the end of the 24th). Of course, if your flight is delayed/cancelled, this might be a problem...consider that. They may ask about the expiring permit, but as you'll have the paperwork/proof of the renewal with you (right?), you'll be able to assure them of the legality.
- arriving in Italy once more. Provided your permit is still valid or has been renewed, you'll be fine. Failing that, you may have to enter as a tourist, but that could be tricky given your recent history there on a permit.
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