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Update: Some offers mentioned below are no longer available. View the current offers here: The Platinum Card® from American Express, Chase Sapphire Reserve,Chase Sapphire Preferred Card

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Airfare deals are typically only available on limited dates. We recommend that you use Google Flights to find dates to fly, then book through an online travel agency, such as Orbitz or Expedia, which allows you to cancel flights without penalty by 11pm Eastern Time within one day of booking. However, if you’re using the American Express Platinum Card, you’ll need to book directly with the airline or through Amex Travel portal to get 5x MR points. Remember: Fares may disappear quickly, so book right away and take advantage of Orbitz or Expedia’s courtesy cancellation if you’re unable to get the time away from work or family.

Solid fares are available from the East Coast to all over Italy starting in late March going through the end of October. If you’re lucky enough to live in Boston, Miami, New York or Philadelphia, you can take your pick between Florence, Milan, Rome and Venice. Most of the flights include one short layover, but some like the Miami (MIA) to Milan (MXP) option below are nonstop.

Some of the city pairings are only available for a couple months, but if you’re flexible as to your Italian destination, you should be able to find a solid deal from any of the departure cities listed. You’ll definitely want to use Google Flights to find your desired dates, and then you can complete booking on the airline’s site.

Airlines: American Airlines, Lufthansa, Royal Air Maroc and Swiss
Route: BOS, EWR, JFK, MIA, and PHL to FCO, FLR, MXP, and VCE.
Cost: $404+ round-trip in economy
Dates: March – October 2017
Booking Link: Orbitz or Expedia
Pay With: The Platinum Card® from American Express (5x on airfare), Chase Sapphire Reserve, Citi Prestige (3x on airfare) or Chase Sapphire Preferred (2x on travel)

Here are a few examples of what you can book:

New York (JFK) to Rome (FCO) for $404 round-trip in September:

New York (EWR) to Venice (VCE) for $460 round-trip in March:

Miami (MIA) to Milan (MXP) for $507 round-trip in May:

Boston (BOS) to Florence (FLR) for $509 round-trip in March/April:

 

Maximize Your Purchase

Don’t forget to use a credit card that earns additional points on airfare purchases, such as the American Express Platinum Card (5x on flights booked directly with airlines or American Express Travel), Chase Sapphire Reserve, or Citi Prestige (3x on airfare) or the Chase Sapphire Preferred Card (2x on all travel purchases). Check out this post for more on maximizing airfare purchases.

H/T: Scott’s Cheap Flights

If you’re able to score one of these tickets, please share the good news in the comments below!

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