Not much help with exact prices. I'm all packed up for a PCS, Driving from Anchorage to El Paso next Saturday. I only buy factory stuff, but there are a couple dealers of re-man or small company ammo(Sheep-Dog) in town if you are looking for it.

The last ammo I bought was a couple months ago, but for junky factory 9mm your cheapest bet is Walmart with the 250 round Rem UMC value packs at $61. Walmart also has 250 round UMC .38Spcl at $70. 3 Walmart options near Anchorage.

For quality self defense ammo, hands down the best price and options are at Northern Security on Old Seward. Can't quote the price right now, but they are the best I've seen for 50 round gold dot boxes and the only dealer I've seen of HST. They also have the best price around on American Eagle 158Gr .38(<$20) and 158Gr .357. Real nice people in there that cater towards the LEO crowd. May not have much in the way of bulk stuff for you.

Other places for cheap factory ammo I've seen are 3 Bears on Palmer/Wasilla Highway, but that will be a drive for you. The PX on Elmendorf has sucky prices, but their Blazer 10mm is usually between 28-32 a box.

Alaska now has direct flights to Maui, the Big Island and Oahu from Anchorage
And every few months they run a sale where its usually less than $500 rt/pp

I would still go to Sportsmens Warehouse and look too. Right across the street from the Wal Mart on Old Seward. Sometimes you can find a decent deal.