Update: Some offers mentioned below are no longer available. View the current offers here.Want to see the latest flight deals as soon as they’re published? Follow The Points Guy on Facebook and Twitter, and subscribe to text message alerts from our deals feed, @tpg_alerts.Airfare deals are typically only available on limited dates. We recommend 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 Platinum Card® from American Express, you’ll need to book directly with the airline or through the 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.If you’ve been wanting to see the Colosseum, stroll through the trendy Navigli District or simply eat some authentic Neapolitan pizza, then pack your bags and get ready to say “Ciao Italia!” The new and improved Air Italy, the airline formerly known as Meridiana, is currently offering flights from New York (JFK) to Italian cities Rome (FCO), Milan (MXP) and Naples (NAP) from $371 round-trip.The lowest fares can be found for travel to Rome (FCO) and are available for departures from late October to March 2019. Do note that the discounted fares are for Economy Light, which does not include checked baggage in the cost of the ticket. However, you will still be eligible for web check-in, can collect British Airways Avios, and unlike on low-cost carriers, will be served free food and drinks.Photo of Air Italy’s A330 at JFK by Brendan Dorsey / The Points Guy.To find these low fares, head to Google Flights and plug in your desired departure and destination cities. After finding the dates that work best for you, book directly with Air Italy or with an OTA such as Expedia or Priceline.Airlines: Air ItalyRoutes: JFK to FCO/MXP/NAPCost: $371+ round-trip in economyDates: October 2018 – March 2019Booking Link: Orbitz, Expedia or directly with the airlinePay With: The Platinum Card® from American Express (5x on airfare), Chase Sapphire Reserve, Premier Rewards Gold Card from American Express, Citi Prestige (3x on airfare plus excellent trip delay insurance) or Chase Sapphire Preferred (2x on travel)Here are a few examples of what you can book:New York (JFK) to Rome (FCO) in November for $371 round-trip on Air Italy:New York (JFK) to Rome (FCO) in March 2019 for $371 round-trip on Air Italy:New York (JFK) to Naples (NAP) in December for $446 round-trip on Air Italy:New York (JFK) to Milan (MXP) in January 2019 for $496 round-trip on Air Italy:Maximize Your PurchaseDon’t forget to use a credit card that earns additional points on airfare purchases, such as The Platinum Card® from American Express (5x on flights booked directly with airlines or American Express Travel), Chase Sapphire Reserve, American Express Premier Rewards Gold 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.Sign up for our daily newsletterEmail addressSign upI would like to subscribe to The Points Guy newsletters and special email promotions. The Points Guy will not share or sell your email. See privacy policy.H/T: Thrifty TravelerFeatured photo by Christopher Czermak on Unsplash