Q. Our son and daughter-in-law are moving from Portland OR to Hartford CT for 3 years while he completes his medical residency there. We plan on flying to see them at least 3 - 4 times a year. Is there any way we can get reduced airfare for traveling the same route frequently or advance purchasing several tickets all at once?
A. We don't know of any airline that offers a discount for frequently traveled routes. What we'd suggest is maximizing your money spent on airfare instead. You could pick a single airline to travel with, and open a frequent flyer account, plus a credit card affiliated with that particular frequent flyer program. Charge your trips on that card, and use it for online shopping from the airline "shopping mall" (more on that subject here) to rack up extra miles. This way, you'll be able to rack up enough miles for free trips pretty quickly.