I went through 3 hours early to be careful because I needed to get home. And yes it did take more time than normal. 5 trips to Portland last year. I live in anchorage alaska
We didn't experience any delays on flight to Boston. But we have the TSA pre check.
As early as you can. Portland is not a large airport, like New York. But TSA is slow these days. If you get through fast, then you can rest
2-4 hours
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