A host of factors affect airline ticket pricing, ranging from passenger demand to the price of jet fuel so it’s always a fluid situation, but after analyzing current average pricing data here are some dates for deals in 2017. Winter: Fly Jan. 7 to March 5 (with one blackout period from Feb. 11-24), Spring/Late Spring: Fly by May 20; pre-summer prices rise May 21, Pre-Summer: Fly by June 14; peak summer-prices begin June 15, Summer: June 15 to Aug. 29, the most expensive time to fly, generally, Cheaper Fall: Fly Aug. 30 and beyond; watch for another price-drop in October.