I wanted to get some advice on the feasibility of this trip - this is my first post to FlyerTalk, though I've been reading the forums off an on for several months.

I will be traveling to Lviv, Ukraine at the end of January 2016 from Little Rock, Arkansas. I will need to be in Lviv until mid June (the dates are flexible +- a week or so).

However, I've got around 300,000 US frequent flyer miles I'd like to use. I, my wife, my 4 year old son and my 1 month old daughter will all be traveling together, though we plan to have the 1 month old as a lap child, so she won't need a ticket.

I need to stay in Lviv for 5 months from mid January to mid June. I'd then like to spend a week in Athens, Greece, and then come back to Anchorage, Alaska.


My question: how likely is it to get 3 seats together for a journey like this:

LIT to LWO (stopover for 4 months)
LWO to Athens (destination)
Athens to Anchorage, Alaska (open jaw)

I wouldn't mind doing another open jaw to get to a place in Europe that would make it easier to get to Anchorage.

How likely is it to get 3 reward tickets for a trip like this? I would be able to book about 6 months ahead of time.

Thanks!