DEAL ALERT: USA TO EUROPE, Round-trip from $217+ (On Major Carriers)

Sometimes, I say to myself “I wonder how low these prices can go?” But when I consider that along with a beautiful country, there is fresh, authentic, delicious al dente pasta and real Italian pizza at the end of the rainbow, I don’t waste any more time considering it. I start searching for dates and calculating how much annual PTO I have remaining.


If you have always wanted to visit Italy (or have visited before), now is the time to book (again)! Not only will your stomach thank you, but your wallet will too.

It wouldn’t be a challenge to spend $217 on a flight within the USA, so spending that same amount to arrive in Milan, Venice, or Rome is a no-brainer.

To put this into perspective, it was only a few years ago that you would be hard pressed to find a ticket to Europe less than $1000 during peak time.


The best offers appear to be available from gateways cities like: New York, Boston, Miami, Chicago, San Francisco and Los Angeles.

These offers are available starting in September 2019 and extend all the way into Spring 2020 which is a lot of time. Availability varies from month to month but prices are consistent for the most part.

The lowest fares, typically, require at least a 5 night stay in Italy, but if you don’t have that much time, a shorter trip does not change the price by that much.

We’ve done the hard work for you. Below are some links from major cities. Just click the link, play around with the dates and see what you can find.

Caveat: These fares book into basic economy so a checked bag is not included in these low fares. However, you can carry a full-size carry-on and a personal item. Personally, I’m #TeamCarryOn so this aspect does not deter me but I want to be clear about the conditions.


Just saying the word “Tuscany” induces wanderlust for me.

If you don’t live in one of these major cities listed above, I would recommend using a purchasing a cheap ticket or using few points to get to those gateway cities.

Speaking of… excuse the sudden departure. Although I enjoy writing about these deals, I enjoy booking them even more. Hopefully, we’ll see you in Italy?

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