Does it get any better?

Today you’re faced with a brutal decision: cheap flights to Milan, or head further south to Rome? We apologize in advance for springing this phenomenal round trip deal decision upon you. We also apologize that your next hour will be spent pulling your hair out and pacing around trying to decide whether to explore Milan and Northern Italy, or if the delights of the rugged Amalfi coast might be more your thing. Whichever one you decide – we’ve got all the details on how to book.

The Deals

Emirates, Air Italy, American Airlines and Swiss are offering exciting Italy deals to Rome and Milan from cities all across the US. Starting at just $399, there’s a lot to get excited about – and then of course you factor in that you’re going to Italy and things get a bit giddy. The best deals can be found from New York, Miami, Boston, Los Angeles and San Francisco and other solid deals are available as well. It’s tough to beat Emirates under $450 round trip, offering one of the five best economy seats in the world.

The Dates

Each deal offers slightly different dates. If you’d like to fly Emirates from New York to Milan, you can fly between now and May 9th, or between August 20 and December 20, 2018. The deals are also available from December 26th 2018 – February 25th, 2019. The very best $399 deals on Air Italy are available in September and October. All other deals are available in April and May, and then again in the fall. Not every date will be available, but we suggest learning these Google Flights tricks to find dates at the lowest price with ease.

How To Book

Booking these deals should be as easy as sipping wine in Italy. How nice does that sound? We’ve made easy links, which take you directly to the best round trip deals from each city, like: $399 New York to Rome, $407 Miami to Milan, $415 Boston to Milan, $449 New York to Milan with Emirates$454 San Francisco to Milan, $454 San Francisco to Rome, $499 Los Angeles to Rome and $609 Dallas to Venice. These are amazing prices for major airlines and a traditional airline experience. Be sure to enter your frequent flyer number to earn points and miles from these flights!

So… Rome or Milan?!