I've done several mileage runs and break it down into:
1. How much time to be gone? One day? An overnight? 2, 3 or 4 days at most?
2. For domestic flying, I think of the farthest points from me. I live in Florida so I think somewhere out west.
3. For international flying I only consider "off-peak" season times due to passenger demand and high fares. You're not going to get a cheap ticket to Sydney from the US from Oct-to-Mar. May more reasonable if you're going to really fly that long of a distance. It can be brutal if you're not going to spend any significant time in a far locale, particularly one you've never been to before. My exception to that rule. Guam. I grew up there and being familiar with the island I can fly there, spend 2 nights and come home. My mileage run to Guam last year netted me 27000 miles at a fare cheaper than going to Toyko and I routed via NRT
. I would not fly to NRT
, overnight and come home.
4. Back to domestic. Pick the farthest cities to maximize your miles and research ONE-WAY fares. Once you find a reasonable fare, build from that city again checking routings and OW
fares to build a multi-leg itinerary to get you back home. My recent example. A mileage run mid-December to SAN
. Fares to SAN
were cheaper than to LAX
so I started with a MCO
, overnight, SAN
, overnight, SEA
overnight and LGA
. Fare total $442.00. Booked the complete itinerary on the DL
website using the multi-city function because the fare was also calculated on a mileage basis so a heck of a lot cheaper than a simple roundtrip to say SEA
. Obviously I couldn't do this in a day and maxmized the best flight schedules and rest periods, but I enjoyed a nice evening in SAN
, dinner at Pike's Place in SEA
, fun as always in NYC and easy afternoon nonstop home.
It does result in stares and head shakes when someone asks "What did you do this weekend?
Its almost as much fun plotting and researching as the end result so enjoy the whole experience. You can always catch up on any lost sleep at home.
Good Luck with your plans!
watch what you want. you may get it.