If you live in New York City, it's important to go to Portland once in a while. And vice versa. It's just a fact of life. (New Yorkers, if for nothing else, do it for the superior Thai food.)
That's why we were so psyched to see a $252 roundtrip deal from NYC to Portland (and vice versa) on The Flight Deal. It's a pretty unbeatable price!
The deal is valid for travel from September to early November, and availability is limited, as it usually is with these deep discounts. Make sure you get your ticket at least 21 days before departure. Check the website for more information.
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The Flight Deal advises to use the ITA Software Matrix Airfare Search to search for availability and to use the criteria in this screenshot:
The Flight Deal has an excellent beginner’s guide on how to Use Matrix by ITA Software.
Once you've found your dates, you can book using The Flight Deal's Priceline link.