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Cheaper Flights from the US to Western Europe in January

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Hey Fodorites!

I've been starting to plan a backpacking trip for this coming January or February. I know this isn't the ideal time to be doing sightseeing but I am young, adventurous and will make the most of it! I plan on seeing some of the more southern parts of Western Europe to avoid the cold as much as possible. I am curious to know where I might find the best deals for discount airlines from the US to Western Europe. I am looking to fly out of Boston and am not sure what the best hubs in terms of directness and most of all price. I am willing to fly into a random place (say Ireland or Iceland) and finding a way to the country I will be exploring via another cheap flight. I would ideally be visiting Madrid, Andalusia and southern Italy possibly including Sicily. I have been looking at Wow Airlines and I do see some options to Iceland but am a little wary about getting to Spain and/or Italy. I am willing to check out a place like Iceland for a couple of days if I would be flying into it.

Thanks for your help. This site has always been so helpful.

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