Fly to Italy for Free Using Points and Miles

The arancini won't wait forever.


The Daily Navigator strives to help you make the best personal finance decisions. While we produce content according with strict editorial integrity this post may contain references to partner products. Here’s a full explanation for how our team makes money.

Overview

Few destinations conjure wanderlust in the way Italy does. Rome, Milan, Florence, the Dolomites, the Amalfi coast…you know the list could go on for a while. It’s just that good.

But despite being popular by anywhere else’s standards, the southern island of Sicily always seems to find itself a little further down the list. That feels criminal. The sprawling island boasts some of Europe’s most epic landscapes and important cultural monuments, all set against the backdrop of the Mediterranean. And we haven’t even mentioned the food.

You can take this article as a sign for you to swing south beyond the “boot of Italy” and take in the last rays of summer. Or any time of the year, honestly.

To help you out, we’re going to show you how to get to Sicily using points and miles—so you can save all your money for the buckets of arancini you’ll be throwing down.

The Point:

It’s important to cast your net wide when working out how to get to Sicily using points and miles. Different programs can offer more or less value depending on the time of year. One thing is for sure, though—you’re not short of options for making your dream Italy trip far more affordable.

Our top card rec:

Chase Sapphire Preferred® Card

60,000 Bonus Points

Offer Details:

60,000 Bonus points after you spend $4,000 on purchases in the first 3 months from account opening.

Why we like it

The Chase Sapphire Preferred Card is the ultimate all-around travel credit card—it fits perfectly into almost any points-earner’s wallet. Points novices can enjoy a significant intro bonus and easy to grasp spending categories with an approachable annual fee. The more experienced can utilize its high value earning potential as a secondary card and also gain access to Chase’s strong travel booking portal.

  • 5x  on travel purchased through Chase Travel℠.

  • 3x on dining, select streaming services and online groceries.

  • 2x on all other travel purchases.

  • 1x on all other purchases.

  PROS

  • Get 25% more value when you redeem for airfare, hotels, car rentals, and cruises through Chase Travel℠. 

  • The $50 dollar hotel credit for stays purchased on the Chase Travel Portal already cuts the already approachable $95 annual fee significantly.

  • A 10% annual points bonus is tacked on every year, adding a little more value.

  • A free year-long Doordash DashPass membership is also thrown in, which gives you free delivery and some extra discounts. It’s a solid perk if you order food delivery at least semi-frequently (Activate by 12/31/2027).

  • Along with all of the above, cardholders also have access to a string of travel protections like rental coverage, cancellation insurance, and purchase protection.

  CONS

  • Maximizing the value of Chase points can still be complicated for complete novices.

    Competing cards like the Capital One Venture have a better earning rate for non-bonused spend.

    It’s subject to Chase’s 5/24 rule. So, if you’ve opened five cards in the last two years, you’re most likely not going to be accepted.

How to get to Sicily using points and miles

When searching for your flights it’s important to make two separate searches each time. First, check out the rates for a full itinerary from your home city to Sicily—most likely Catania or Palermo. In some cases, this might be the best rate for any given airline.

Make a note of that, then search again for a major hub in Italy like Rome, Milan, or even Naples. You may find some of these rates far better when combined with a cheap domestic flight. We’ll take a look at both options in this article.

KLM/Air France Flying Blue points

KLM and Air France’s joint loyalty program Flying Blue is one of the best ways to get to Sicily using points and miles. While the program is super dynamic and can show some truly eye-watering rates, its best can’t be beaten by any other airline.

There’s plenty of availability for flights to Italy for as low as 18,750 miles—a truly epic rate. Those are reciprocated on the way back. Fees can be a little high, so expect to pay at least $120 for each flight, but if the rate is that low it’s still an incredible deal.

Make a note of that, then search again for a major hub in Italy like Rome, Milan, or even Naples. You may find some of these rates far better when combined with a cheap domestic flight. We’ll take a look at both options in this article.

How to earn Flying Blue points

Almost all the major credit card issuers allow transfers to Flying Blue, allowing you to mix and match as you need. Considering you can move points from American Express, Chase, Citi, Capital One, Bilt, and even Wells Fargo, you’re spoiled for choice. 

Our top recommendation:

Rates from the West Coast hover at around 20,000 miles—also impressive—with the same rough fee setup. With some more investigation, you might find some 20,000-mile rates there, too, but availability is much slimmer. If it looks slim for flights all the way to Sicily, check out rates to Rome. There are plenty of flights to the capital for just 20,000 from LAX. From there, just grab a cheap domestic flight or use another program for a low rate.

The dynamic nature of the program means it’s best to try and book flights with KLM as far out from your intended departure as possible. That way, you’re afforded the most flexibility and won’t find yourself bound by specific dates. 

United MileagePlus points

One of the most straightforward options for getting to Sicily comes from United. Despite being a dynamic system, MileagePlus offers fairly stable rates for flights the whole way to the island. Of course, most of the routes stop for varying lengths of connections in cities like Munich or Geneva, but that’s going to be the case regardless of which airline you use.

The average rate even in summer months hovers around 44,000 miles with fees as low as $25. By anyone’s standards, that’s a pretty great deal, especially when the convenience of having all the flights on the itinerary is accounted for. The good news is that those rates hold even on the West Coast. This could give United the upper hand on some programs that use distance-based award charts.

The dynamic nature of the program means it’s best to try and book flights with KLM as far out from your intended departure as possible. That way, you’re afforded the most flexibility and won’t find yourself bound by specific dates. 

How to earn United MileagePlus points

United MileagePlus miles are fairly easy to earn, especially for those with a small business. Chase is the only credit card issuer that allows transfers to the airline, but luckily there are some great Chase cards out there. 

Our top recommendations:

Those rates track if you do separate searches to other Italian cities, too. A one-way from NYC to Rome clocks in at around 36,000 miles, and United doesn’t seem to have any partners running routes to Sicily from there so you’d have to look elsewhere. 

If you flew into Munich or Geneva for 36,000 points you could be smart and use the Excursionist Perk to grab the flights to Sicily for free. Check out how to use that here.

Air Canada Aeroplan points

For a bit more stability (at least on the East Coast), you can opt for Air Canada’s Aeroplan program. The airline utilizes one of the best award charts on the market, using geographic zones and distances within them to set rates.

In this case, partner flights come in at 40,000 points plus around $100 CAD  ($73 USD). Flights from the West Coast start at 55,000 points. You will see some far lower rates on the search page but, in most cases, these are Air Canada flights and the routes will be chaotic. Some take as long as 40 hours, so unless you have plenty of time and patience, you may want to give these a miss.

How to earn Aeroplan points:

One big advantage Aeroplan has over its partner United MileagePlus is the ease with which you can earn them. You can earn points by flying with the airline and its partners, opening a co-branded card, or transferring points from one of its many partners. The airline accepts transfers from American Express, Capital One, Citi, and Chase—giving you a wide range of cards to bolster your Aeroplan points.

Our top recommendation: 

As Aeroplan is chart-based, you can rely on those rates and even take advantage of a business class seat for just 70,000 points from the East Coast. But United’s rates can be similar or less. Use Aeroplan as the baseline then check the dynamic programs like United to make sure you get the best rate in any given scenario.

Before you book

If you’ve read any of our other “how to” guides, you know it’s always a good idea to do some recon on the journey you’re hoping to take. By that we mean checking which airlines fly the route, how often they fly, and the rough prices of those flights. Don’t forget to check nearby airports, too.

The first thing you’ll come across on a Sicily flight search is the almost total absence of direct flights. Only one airline runs directly from the US to Sicily, and it’s one you’ve probably never heard of—Neos. The Lombardy-based Italian carrier runs flights from JFK on Mondays and Saturdays in the peak season with prices ranging from around $560 to $850.

Sadly, you won’t be able to use any points or miles with Neos, so it’s a connecting flight for you unless you’re happy to cough up the money.

Luckily, there are a ton of flights into Italy and nearby countries from around the US. Using a service like Dollar Flight Club will keep you in the loop for any flight deals leaving your home airport. Even in peak season, it’s possible to grab flights as low as $232 one-way, so if you have the cash available and don’t mind flying budget you have some solid options.

Chase Sapphire Preferred® Card

60,000 Bonus Points

Offer Details:

60,000 Bonus points after you spend $4,000 on purchases in the first 3 months from account opening.

Why we like it

The Chase Sapphire Preferred Card is the ultimate all-around travel credit card—it fits perfectly into almost any points-earner’s wallet. Points novices can enjoy a significant intro bonus and easy to grasp spending categories with an approachable annual fee. The more experienced can utilize its high value earning potential as a secondary card and also gain access to Chase’s strong travel booking portal.

  • 5x  on travel purchased through Chase Travel℠.

  • 3x on dining, select streaming services and online groceries.

  • 2x on all other travel purchases.

  • 1x on all other purchases.

  PROS

  • Get 25% more value when you redeem for airfare, hotels, car rentals, and cruises through Chase Travel℠. 

  • The $50 dollar hotel credit for stays purchased on the Chase Travel Portal already cuts the already approachable $95 annual fee significantly.

  • A 10% annual points bonus is tacked on every year, adding a little more value.

  • A free year-long Doordash DashPass membership is also thrown in, which gives you free delivery and some extra discounts. It’s a solid perk if you order food delivery at least semi-frequently (Activate by 12/31/2027).

  • Along with all of the above, cardholders also have access to a string of travel protections like rental coverage, cancellation insurance, and purchase protection.

  CONS

  • Maximizing the value of Chase points can still be complicated for complete novices.

    Competing cards like the Capital One Venture have a better earning rate for non-bonused spend.

    It’s subject to Chase’s 5/24 rule. So, if you’ve opened five cards in the last two years, you’re most likely not going to be accepted.

Editorial Disclaimer: Opinions expressed here are the author’s alone. This post contains references to products from one or more of our partners and we may receive compensation when you click on links to those products.

Learn to earn

Join the Smart Points newsletter to master your money and save up to $10,000 a year.

Related Stories

Smart Points Logo

Stay in the know with
Smart Points Newsletter

Join The Smart Points newsletter to master your money and save up to $10,000 a year.  Recent edition →

Join The Daily Navigator newsletter to master your money and save up to $10,000 a year.  Recent edition →

Advertiser Disclosure

This article contains references to products from one or more of our advertisers. We may receive compensation when you click on links to those products. The relationship may impact how an offer is being presented. Our site doesn’t include all the offers available. Terms apply to the offers listed on this page. For an explanation of our Advertising Policy, visit this page.

huge welcome bonus!

worth up to $1,300 in travel

with this 90K bonus offer

Partner offer. Terms apply.

DFC Partner Perks App Link Image
Special Discounts for Our Members

Save Big with Perks

Get $5,000+ in immediate travel savings with Perks. Unlock next level travel benefits, for life. Get discounts from the world’s best travel brands you won’t find anywhere else. No credit required.

DFC Concierge App Link Image
Special Discount for Our Members

93% off lifetime access

Save $1,200 and 10 hours of your time on every vacation. With Lifetime access to DFC Concierge, get fully customized trip itineraries to make every vacation unforgettable.

Dollar Flight Club App Link Image
Special Discount for Our Members

50% Off PREMIUM

You can save up to $500 on your next adventure without lifting a finger get email alerts when we find flights up to 90% off leaving your home airport. Just let us know your departure airport and we’ll do the rest.

The Daily Navigator Commitment

The Daily Navigator is an integral part of the larger DFC Media family. Through each of our brands, we’re dedicated to helping our readers travel, spend, and live smarter.

With products dedicated to affordable travel, educational content, and personal finance, we deliver the day’s essential content with none of the filler — all in a way that’s fast, easy, and fun to read. Every day million of audience members trust us to deliver educational content so that they can make informed decisions faster. We hope you’ll join them.

We’re happy to have you here!