Skip to content

Travel to Italy with flights for less than $550 round-trip

April 14, 2022
5 min read
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.

Flight deals to Europe are going fast, which makes round-trip flights priced around $500 to Milan, Rome, Venice, Florence and Bologna, Italy, a deal you won't want to miss.

For more TPG news delivered each morning to your inbox, sign up for our daily newsletter.

Deal basics

Rome. (Photo by Alexander Spatari/Getty Images)

Airlines: TAP Air Portugal.
Routes: New York; Newark; Chicago; Washington, D.C.; San Francisco; San Jose, California; and others to Rome, Venice, Bologna, Milan and Florence.
How to book: Directly through the airline.
Travel dates: May/September 2022-February 2023 for flights to Milan; October 2022-February 2023 for flights to Rome; May 2022/September-October 2022 for flights to Venice; September-November 2022/January-February 2023 for flights to Florence; May 2022/August-October 2022 for flights to Bologna.
Book by: One to two days.

Shoutout to Scott’s Cheap Flights for sending us this deal. Sign up for a Premium membership, which users can try for free for 14 days or $49 per year, and get deals up to 90% off. You can also upgrade to the Elite tier for $199 per year and receive all the Premium deals plus premium economy, business-class and first-class alerts.

Sample flights

Florence, Italy. (Photo by David Dolci Ph(D)/500px/Getty Images)

Travelers can depart from a smattering of U.S. origin points to Italy for this deal, ranging in price from $445 to $550 total. Example round-trip routes include:

  • New York City to Milan and Newark/Chicago to Rome, starting at $445.
  • Washington, D.C., to Venice, starting at $455.
  • Chicago/San Francisco to Bologna, starting at $456.
  • Newark/New York City to Venice, starting at $462 and $476 respectively.
  • Newark/San Francisco/Chicago to Milan, starting at $463.
  • Washington, D.C., to Milan, starting at $474.
  • Newark/New York City to Florence, starting at $523 and $548 respectively.
  • San Jose to Rome, starting at $527.

Read more: 8 underrated destinations in Italy you need to visit

Because this deal includes flights to five Italian cities, it's easiest to comb through this deal by starting with Google Flights and entering your origin city and desired destination.

(Screenshot from Google Flights)

On Google Flights, you'll notice the option to book flights for a slightly lesser price via a third party, but we recommend booking through the airline directly for flexibility in dealing with potential flight changes or issues down the line.

(Screenshot from Google Flights)

In this case, head to TAP Air Portugal to book these flights directly. From there, you'll be asked to choose from one of four economy fare types.

Sign up for our daily newsletter

The advertised flights in this deal are for the most restrictive fare in TAP’s economy class, which means tickets are nonrefundable but can be changed for a hefty $300. Additionally, this fare type does not include checked luggage, so consider paying $65 to upgrade to TAP’s basic economy fare if you plan on checking a bag.

Read more: 9 tips for beginners visiting Italy for the first time

(Screenshot from TAP)

With TAP specifically, it's cheaper to upgrade your fare type at the time of booking rather than retroactively add checked baggage, the price of which increases with each fare type. For example, TAP charges you $95 to add one checked bag to discount fares and $124 to check more than one bag to basic fares.

This discount fare-type flight costs $572. Alternatively, you could pay $700 for a basic economy fare on the same flight, which would include one checked bag for free.

(Screenshot from TAP)
(Screenshot from TAP)

Maximize your purchase

Don’t forget to use a card that earns bonus points on airfare purchases, such as The Platinum Card® from American Express (5 points per dollar on airfare booked directly with the airline or through American Express Travel, on up to $500,000 on these purchases per calendar year), Citi Prestige® Card (5 points per dollar on airfare), Citi Premier® Card, Chase Sapphire Reserve (3 points per dollar on airfare), American Express® Gold Card (3 points per dollar on airfare when booked directly with the airline or through Amex Travel) or the Chase Sapphire Preferred Card (2 points per dollar on travel). Check out this post for more on maximizing airfare purchases.

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.

Related: Daydreaming of moving to Italy? Another village near Rome is selling homes for 1 euro

Bottom line

Milan. (Photo by Marco Bottigelli/Getty Images)

Although this deal won't last, be sure to double-check the particulars of each fare type before booking to verify it meets your needs regarding luggage.

Featured image by Getty Images/Westend61
Editorial disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airline or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities.

Top offers from our partners

How we chose these cards

Our points-obsessed staff uses a plethora of credit cards on a daily basis. If anyone on our team wouldn’t recommend it to a friend or a family member, we wouldn’t recommend it on The Points Guy either. Our opinions are our own, and have not been reviewed, approved, or endorsed by our advertising partners.
See all best card offers

TPG featured card

Best for earning alternative rewards for travel purchases
TPG Editor‘s Rating
Card Rating is based on the opinion of TPG‘s editors and is not influenced by the card issuer.
3 / 5
Go to review
Apply for Credit One Bank Wander® Card
at Credit One Bank's secure site

Rewards

1 - 10X points
10XEarn 10x points on eligible hotels and car rentals booked through the Credit One Bank travel partner site
5XEarn 5x points on eligible travel, dining, and gas
1XEarn 1x points on all other purchases

Intro offer

Earn 10,000 Bonus Points
Earn 10,000 bonus points after spending $1,000 on eligible purchases in the first 90 days and redeem for a $100 statement credit, gift cards, or travel

Annual Fee

$95

Recommended Credit

Fair/Good
Credit ranges are a variation of FICO© Score 8, one of many types of credit scores lenders may use when considering your credit card application.

Why We Chose It

The revamped Wander Card from Credit One Bank earns cardmembers up to 10 points per dollar spent on eligible travel purchases. With no foreign transaction fees, the card is also great for international travel. However, points earned from this card can only be used at a fixed value, so it may not be the best option for those striving to get maximum value from their rewards.

Pros

  • This card has no foreign transaction fees and earns up to 10 points per dollar on travel purchases through the Credit One Bank travel partner site.

Cons

  • While cardholders can earn a significant amount of points on travel purchases, there isn't any way to redeem points from the Wander Card for maximum value (beyond 1 cent per point).
  • Earn 10,000 bonus points after spending $1,000 on eligible purchases in the first 90 days and redeem for a $100 statement credit, gift cards, or travel
  • Earn 10x points on eligible hotels and car rentals booked through the Credit One Bank travel site
  • Earn 5x points on eligible travel, dining, and gas
  • Earn 1x points on all other purchases
  • Redeem your reward points for statement credits, gift cards, merchandise, flights, hotels, and more
  • With $0 Fraud Liability, you won’t be responsible for unauthorized charges
  • Free Online Credit Score and Credit Report summary, terms apply
  • If you are a Covered Borrower under the Military Lending Act, you may get a different offer
  • See Rates & Fees
Apply for Credit One Bank Wander® Card
at Credit One Bank's secure site
Terms & restrictions apply. See rates & fees
Best for earning alternative rewards for travel purchases
TPG Editor‘s Rating
Card Rating is based on the opinion of TPG‘s editors and is not influenced by the card issuer.
3 / 5
Go to review

Rewards Rate

10XEarn 10x points on eligible hotels and car rentals booked through the Credit One Bank travel partner site
5XEarn 5x points on eligible travel, dining, and gas
1XEarn 1x points on all other purchases
  • Intro Offer
    Earn 10,000 bonus points after spending $1,000 on eligible purchases in the first 90 days and redeem for a $100 statement credit, gift cards, or travel

    Earn 10,000 Bonus Points
  • Annual Fee

    $95
  • Recommended Credit
    Credit ranges are a variation of FICO© Score 8, one of many types of credit scores lenders may use when considering your credit card application.

    Fair/Good

Why We Chose It

The revamped Wander Card from Credit One Bank earns cardmembers up to 10 points per dollar spent on eligible travel purchases. With no foreign transaction fees, the card is also great for international travel. However, points earned from this card can only be used at a fixed value, so it may not be the best option for those striving to get maximum value from their rewards.

Pros

  • This card has no foreign transaction fees and earns up to 10 points per dollar on travel purchases through the Credit One Bank travel partner site.

Cons

  • While cardholders can earn a significant amount of points on travel purchases, there isn't any way to redeem points from the Wander Card for maximum value (beyond 1 cent per point).
  • Earn 10,000 bonus points after spending $1,000 on eligible purchases in the first 90 days and redeem for a $100 statement credit, gift cards, or travel
  • Earn 10x points on eligible hotels and car rentals booked through the Credit One Bank travel site
  • Earn 5x points on eligible travel, dining, and gas
  • Earn 1x points on all other purchases
  • Redeem your reward points for statement credits, gift cards, merchandise, flights, hotels, and more
  • With $0 Fraud Liability, you won’t be responsible for unauthorized charges
  • Free Online Credit Score and Credit Report summary, terms apply
  • If you are a Covered Borrower under the Military Lending Act, you may get a different offer
  • See Rates & Fees