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.There’s an assortment of cheap flights from New York (JFK), San Francisco (SFO), Miami (MIA), Fort Lauderdale (FLL) and Boston (BOS) to Rome (FCO) and Venice (VCE) with prices starting from $344 round-trip. Some of these flights are in basic economy, so be aware of fees on checked luggage and seat selection — a co-branded credit card can help get around some of these extra costs.Check out Get Your Guide’s list of the best activities in Rome.To search, head to Google Flights or Fare Compare’s Deal page and enter your origin and destination cities. Scroll through the calendar function on Google Flights to find dates and prices that work for you or enter ‘Anytime’ with Fare Compare to find the absolute cheapest dates. Note that Fare Compare may recommend booking with a smaller OTA for the lowest price — be aware that lesser-known OTAs may be difficult to deal with if you want to make changes to your trip. If you want to minimize any potential headaches, you’re likely better off booking directly with the airline.Airline: American, Alitalia, United, Swiss, TAP PortugalRoutes: JFK/SFO/MIA/FLL/BOS to FCO/VCECost: $344+ round-trip in economyDates: February-May, September-NovemberPay With: The Platinum Card® from American Express (5x on airfare booked directly with the airline), Citi Prestige Card (5x on airfare plus excellent trip delay insurance), Citi Premier® Card, Chase Sapphire Reserve, American Express® Gold Card (3x on airfare) or Chase Sapphire Preferred Card (2x on travel)Here are a few examples of what you can book:New York (JFK) to Rome (FCO) for $344 round-trip on American: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.Boston (BOS) to Venice (VCE) for $371 round-trip on TAP Portugal:Miami (MIA) to Rome (FCO) for $399 round-trip on Swiss via CheapOair:Fort Lauderdale (FLL) to Rome (FCO) for $414 round-trip on Alitalia:San Francisco (SFO) to Rome (FCO) for $427 round-trip on United/Swiss: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), Citi Prestige Card (5x on airfare on plus excellent trip delay insurance), Chase Sapphire Reserve, American Express® Gold Card, Citi Premier® Card (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: Fare CompareFor more TPG news delivered each morning to your inbox, sign up for our daily newsletter here: https://thepointsguy.com/mailing-list//