There has always been a limited number of ways of traveling to the Azores if you were in Europe or North America unless you flew with one of the few airlines that had access to fly in the Azores skies prior to the opening of the airspace to other airlines in 2014. In North America, there are only a few cities that operate direct flights to the Azores islands, which if you book in advance can be quite affordable. Some of the cities that have direct flights to the Azores are Boston to Ponta Delgada, which is the capital of the largest island Sao Miguel. This is around a 4-hour flight with food, wine, and all the extras included (even if you are flying coach) and I must say the food and wines are not bad. This is offered through Azores airlines which was formerly Sata Airlines which began the re-branding of its airline to Azores airlines in 2016. In the spring and summer months, they offer flights out of San Jose, California to the Azores with a stop in Boston or direct depending on the flight but most have a small layover where you just pick up passengers and go so you don’t even leave the plane.
Direct Flights out of North America: Toronto, Boston, Montreal (Seasonal), and Starting in 2018 direct flights out of New York City with Delta Airlines into Ponta Delgada Airport in Sao Miguel Azores!