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Time needed to get from SWA flight to Iceland AIr at BOS

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We are leaving in July from BOS on Iceland Air to ARN. We have to fly from BNA to BOS either the same day or day before. How much time should we allow for transit between SWA flight to Iceland Air departure at BOS. We are Global Entry. Also need advice on return trip which arrives on a Monday and how much time we should allow to debark, get through customs and then get to SWA for flight back to Nashville. I really welcome any suggestions. Thank you .

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