Deal alert: Flights to Italy from $296 round-trip

Jan 21, 2020

This post contains references to products from one or more of our advertisers. We may receive compensation when you click on links to those products. Terms apply to the offers listed on this page. For an explanation of our Advertising Policy, visit this page.

Flights to the Italian cities of Rome and Milan are currently available from $296 round-trip from various U.S. cities.

Better yet — there’s lots of availability between between March and May, which I personally believe is one of the best times to visit Italy. It’s right before the tourism rush really gets crazy and the weather is perfect for walking around. Since tourism isn’t at it’s peak yet, you’ll be able to see more of the iconic spots without feeling like you have to get in and get out.

Related: From Bologna to Bari: 5 of Italy’s best hidden gem cities

If you can’t make it to Italy this spring, you can still get a pretty authentic taste of it in New York City as one of Florence’s most famous restaurants, Osteria delle Tre Panche, is hosting a pop-up restaurant from Feb. 5-23.

To find a deal, head to Google Flights and enter your origin and destination cities. Scroll through the calendar function to find dates and prices that work for you. Finally, click through to book directly with the airline or an OTA like Orbitz or Expedia.

Here’s a summary of what’s available:

Airline: British Airways, Swiss, Brussels Airlines, United, Delta, Air Italy
Cost: $296+ round-trip in economy
Dates: February – May 2020 
Pay With: The Platinum Card® from American Express (5x on airfare booked directly with the airline), Citi Prestige® Card (5x on airfare),  Citi Premier® CardChase Sapphire Reserve (3x on airfare), American Express® Gold Card (3x on airfare when booked directly with the airline) or Chase Sapphire Preferred Card (2x on travel)

The information for the Citi Prestige Card has been collected independently by The Points Guy. The card details on this page have not been reviewed or provided by the card issuer.

Here are some examples of specific flights that are available:

New York (JFK) to Rome (FCO) for $296 round-trip on British Airways:

Newark (EWR) to Rome (FCO) for $324 round-trip on Swiss/Air Canada: 

Boston (BOS) to Rome (FCO) for $357 round-trip on Brussels Airlines/Swiss:  Philadelphia (PHL) to Rome (FCO) for $376 round-trip on British Airways:

San Francisco (SFO) to Rome (FCO) for $385 round-trip on Delta:Miami (MIA) to Milan (MXP) for $388 round-trip on Air Italy:

Denver (DEN) to Rome (FCO) for $399 round-trip on United:Chicago (ORD) to Rome (FCO) for $400 round-trip on United: Miami (MIA) to Rome (FCO) for $432 round-trip on Air Italy:


Maximize your purchase

Don’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 ReserveAmerican Express® Gold Card Citi Premier® CardCiti Prestige Card (5x on airfare) or the Chase Sapphire Preferred Card (2x on all travel purchases). Check out this guide for more on maximizing airfare purchases.

Featured photo by DEA / G. COZZI / Getty Images.

Chase Sapphire Preferred® Card

WELCOME OFFER: 80,000 Points


CARD HIGHLIGHTS: 3X points on dining and 2x points on travel, points transferrable to over a dozen travel partners

*Bonus value is an estimated value calculated by TPG and not the card issuer. View our latest valuations here.

Apply Now
More Things to Know
  • Earn 80,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening. That's $1,000 when you redeem through Chase Ultimate Rewards®.
  • Enjoy benefits such as a $50 annual Ultimate Rewards Hotel Credit, 5x on travel purchased through Chase Ultimate Rewards®, 3x on dining and 2x on all other travel purchases, plus more.
  • Get 25% more value when you redeem for airfare, hotels, car rentals and cruises through Chase Ultimate Rewards®. For example, 80,000 points are worth $1,000 toward travel.
  • With Pay Yourself Back℠, your points are worth 25% more during the current offer when you redeem them for statement credits against existing purchases in select, rotating categories
  • Count on Trip Cancellation/Interruption Insurance, Auto Rental Collision Damage Waiver, Lost Luggage Insurance and more.
Regular APR
16.24% - 23.24% Variable
Annual Fee
Balance Transfer Fee
Either $5 or 5% of the amount of each transfer, whichever is greater.
Recommended Credit

Editorial Disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airlines or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities.

Disclaimer: The responses below are not provided or commissioned by the bank advertiser. Responses have not been reviewed, approved or otherwise endorsed by the bank advertiser. It is not the bank advertiser’s responsibility to ensure all posts and/or questions are answered.