Cheap flights To Pienza (SAY) from $316

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Cheap Flights to Pienza from $316 One Way, $520 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Apr 26 - Thu, Apr 29
JFK
John F. Kennedy Intl.
FLR
Peretola
$520 Roundtrip, found 4 days ago
$520
Roundtrip
found 4 days ago
Select Condor flight, departing Mon, Apr 26 from John F. Kennedy Intl. to Peretola, returning Thu, Apr 29, priced at $520 found 4 days ago
Wed, Oct 7 - Wed, Oct 21
JFK
John F. Kennedy Intl.
FLR
Peretola
$599 Roundtrip, found 9 hours ago
$599
Roundtrip
found 9 hours ago
Select TAP Portugal flight, departing Wed, Oct 7 from John F. Kennedy Intl. to Peretola, returning Wed, Oct 21, priced at $599 found 9 hours ago
Wed, Oct 28 - Wed, Nov 4
JFK
John F. Kennedy Intl.
FLR
Peretola
$622 Roundtrip, found 1 day ago
$622
Roundtrip
found 1 day ago
Select ITA Airways flight, departing Wed, Oct 28 from John F. Kennedy Intl. to Peretola, returning Wed, Nov 4, priced at $622 found 1 day ago
Sat, Dec 5 - Sun, Dec 13
SFO
San Francisco Intl.
FLR
Peretola
$642 Roundtrip, found 17 hours ago
$642
Roundtrip
found 17 hours ago
Select TAP Portugal flight, departing Sat, Dec 5 from San Francisco Intl. to Peretola, returning Sun, Dec 13, priced at $642 found 17 hours ago
Mon, Aug 10 - Tue, Aug 25
JFK
John F. Kennedy Intl.
FLR
Peretola
$651 Roundtrip, found 4 days ago
$651
Roundtrip
found 4 days ago
Select Swiss International Air Lines flight, departing Mon, Aug 10 from John F. Kennedy Intl. to Peretola, returning Tue, Aug 25, priced at $651 found 4 days ago
Tue, Oct 27 - Thu, Nov 5
JFK
John F. Kennedy Intl.
FLR
Peretola
$683 Roundtrip, found 1 day ago
$683
Roundtrip
found 1 day ago
Select Lufthansa flight, departing Tue, Oct 27 from John F. Kennedy Intl. to Peretola, returning Thu, Nov 5, priced at $683 found 1 day ago
Thu, Dec 17 - Mon, Dec 21
JFK
John F. Kennedy Intl.
FLR
Peretola
$684 Roundtrip, found 3 days ago
$684
Roundtrip
found 3 days ago
Select Air Serbia flight, departing Thu, Dec 17 from John F. Kennedy Intl. to Peretola, returning Mon, Dec 21, priced at $684 found 3 days ago
Fri, Oct 16 - Sun, Oct 18
JFK
John F. Kennedy Intl.
PSA
Galileo Galilei
$696 Roundtrip, found 6 days ago
$696
Roundtrip
found 6 days ago
Select Scandinavian Airlines flight, departing Fri, Oct 16 from John F. Kennedy Intl. to Galileo Galilei, returning Sun, Oct 18, priced at $696 found 6 days ago
Tue, Aug 18 - Thu, Aug 27
JFK
John F. Kennedy Intl.
FLR
Peretola
$702 Roundtrip, found 18 hours ago
$702
Roundtrip
found 18 hours ago
Select Brussels Airlines flight, departing Tue, Aug 18 from John F. Kennedy Intl. to Peretola, returning Thu, Aug 27, priced at $702 found 18 hours ago
Tue, Oct 27 - Thu, Nov 5
JFK
John F. Kennedy Intl.
FLR
Peretola
$705 Roundtrip, found 1 day ago
$705
Roundtrip
found 1 day ago
Select Air France flight, departing Tue, Oct 27 from John F. Kennedy Intl. to Peretola, returning Thu, Nov 5, priced at $705 found 1 day ago

Pienza Flight Information

Traveling To
Pienza
Destination Airport IATA Code
SAY
Number of Airlines Serving
Airlines
Swiss International Air Lines, Lufthansa, Brussels Airlines, British Airways, Delta, Air Canada, Iberia, Air Serbia, Aer Lingus, American Airlines, Condor, TAP Portugal, ITA Airways, Scandinavian Airlines, Air France
Flight Price
$520
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Pienza economy flight packages

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
4.0-star property

Aurum Firenze

Aug 25 - Aug 29

4 night stay

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

Austrian Airlines • Non-stop • Coach

Florence (FLR) to Newark Liberty Intl. Airport (EWR)

Lufthansa • Non-stop • Coach
Price was $1,469, price is now $1,116 per person
$1,116
per person
found 2 hours ago
Aurum Uffizi
4.0-star property

Aurum Uffizi

Aug 25 - Aug 29

4 night stay

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

Austrian Airlines • Non-stop • Coach

Florence (FLR) to Newark Liberty Intl. Airport (EWR)

Lufthansa • Non-stop • Coach
Price was $1,446, price is now $1,130 per person
$1,130
per person
found 2 hours ago
Bagni di Pisa Palace & Thermal Spa
5.0-star property

Bagni di Pisa Palace & Thermal Spa

Sep 6 - Sep 12

6 night stay

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

Lufthansa • Non-stop • Coach

Florence (FLR) to Newark Liberty Intl. Airport (EWR)

Swiss International Air Lines • Non-stop • Coach
Price was $2,260, price is now $1,812 per person
$1,812
per person
found 24 hours ago
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Pienza premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel L'Orologio Firenze
4.0-star property

Hotel L'Orologio Firenze

9.6/10 Exceptional! (1,003 reviews)

Sep 8 - Sep 13

5 night stay

Minneapolis (MSP) to Florence (FLR)

United • Non-stop • PremiumEconomy

Florence (FLR) to Minneapolis (MSP)

Lufthansa • Non-stop • PremiumEconomy
Price was $4,808, price is now $4,489 per person
$4,489
per person
found 1 day ago
amazing hotel

Reviewed on Jul 24, 2026

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Pienza business class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel La Scaletta Al Ponte Vecchio
4.0-star property

Hotel La Scaletta Al Ponte Vecchio

9/10 Wonderful! (1,012 reviews)

Sep 9 - Sep 14

5 night stay

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

TAP Portugal • Roundtrip • BusinessClass
Price was $7,020, price is now $5,857 per person
$5,857
per person
found 1 day ago
Never stayed in a palace! What an experience! Everything was 100% or more!

Reviewed on Jul 21, 2026

Palazzo Firenze by Baglioni Hotels & Resorts
5.0-star property

Palazzo Firenze by Baglioni Hotels & Resorts

9.4/10 Exceptional! (238 reviews)

Sep 9 - Sep 14

5 night stay

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

TAP Portugal • Roundtrip • BusinessClass
Price was $8,794, price is now $7,316 per person
$7,316
per person
found 1 day ago
We had a wonderful week at the Palazzo Firenze by Baglioni Hotels & Resorts. The hotel is located a short walk from the center of Florence. The room was clean and quiet. The staff were so helpful, nothing was too much for them. Their recommendations for restaurants were also excellent especially the Natalino which was 5 minutes walk from the hotel.

Reviewed on Jun 11, 2026

Castiglion del Bosco, A Rosewood Hotel
5.0-star property

Castiglion del Bosco, A Rosewood Hotel

10/10 Exceptional! (79 reviews)

Sep 9 - Sep 14

5 night stay

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

TAP Portugal • Roundtrip • BusinessClass
Price was $17,565, price is now $14,768 per person
$14,768
per person
found 1 day ago

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Pienza first class flight packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Firenze by Baglioni Hotels & Resorts
5.0-star property

Palazzo Firenze by Baglioni Hotels & Resorts

9.4/10 Exceptional! (238 reviews)

Sep 8 - Sep 13

5 night stay

Minneapolis (MSP) to Florence (FLR)

United • Non-stop roundtrip • FirstClass
Price was $13,636, price is now $12,805 per person
$12,805
per person
found 1 day ago
We had a wonderful week at the Palazzo Firenze by Baglioni Hotels & Resorts. The hotel is located a short walk from the center of Florence. The room was clean and quiet. The staff were so helpful, nothing was too much for them. Their recommendations for restaurants were also excellent especially the Natalino which was 5 minutes walk from the hotel.

Reviewed on Jun 11, 2026

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Pienza

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You can now book flights to Pienza on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Pienza flights.

Discounted tickets available for flights to Pienza

Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Pienza flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.

Orbitz offers discounted Pienza flights

Discounted flights to Pienza ensure that all who want to travel can Take advantage of Orbitz’ guaranteed low prices and affordable packages. You will enjoy a hassle free trip, an up to date travel planner and friendly service.

Traveler profile updates

When flying with Orbitz, take advantage of frequent updates on your flights to Pienza. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Pienza flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.

Frequently asked questions

Which airlines fly to Pienza?
You can select from 20 airlines that service Fiumicino - Leonardo da Vinci Intl. Airport (FCO), the most popular airport in the city. Among all that choice, you're certain to get your hands on a fabulous deal. Here are some of the top international airlines that'll get you to Pienza — and then discovering every corner of this city:

  • ITA Airways - 666 flights to Pienza per month
  • Ryanair - 423 flights to Pienza per month
  • Vueling - 286 flights to Pienza per month

How much is a flight to Pienza?
Prices for return flights to Pienza this past week ranged from $520 to $705. If you were traveling one-way out of New York (JFK), you could have scored prices from as low as $316.
How to book the cheapest flight to Pienza?
Picking up cheap flights to Pienza is as simple as booking with Orbitz. But if you're eager to make sure you're grabbing the best flight deals around, here are a few tips your wallet will love:

  • Consider other airports for a cheaper fare. Enter your preferred departure and arrival points in the form fields, then click on the 'Nearby airports' function below. It will list the available options.
  • Also, click on the 'Show flexible dates' option to compare the fares on days around your selected departure. It's possible to pick up cheaper flight deals if your dates are flexible.
  • To refine your results, hit 'Show options.' You can search based on airlines, seating class, and nonstop and refundable flights. You can also choose your preferred departure and arrival times under 'Sort & Filter' to the left.
  • Book your fare as soon as you know your travel dates. While you can get lucky once in a while, airfares rarely get cheaper as your departure date approaches.
  • Consider bundling your flights, hotels and car rental into a package deal — the more you book, the more you save.
  • Whenever possible, don't fly in the most popular seasons. Airfares surge during school breaks, summer and around other vacation times like Thanksgiving and Christmas.

What is the best time to book a flight to Pienza?
Snap up a bargain and book your seats to Pienza in January. If you've missed this month, you're still in luck. February and August often have affordable airfares as well. Be careful not to snooze on a sale — cheap flights appear and vanish in an instant!
What day of the week is the cheapest to book a flight to Pienza?
When it comes to cheap flights to Pienza, the best days to book are generally Tuesdays, Wednesdays and Saturdays. A fantastic flight deal is just clicks away with Orbitz.
What is the cheapest day of the week to fly to Pienza?
You can grab cheap flights to Pienza by taking to the skies on a Monday, according to Orbitz data from 2020. Tuesday is the next cheapest day, while Saturday has the most expensive airfares. Whether you prefer to stretch your travel budget or start your trip on whichever day is convenient, you'll always get a wonderful deal with Orbitz.
What is the cheapest month to fly to Pienza?
To secure cheap flights to Pienza, you should depart in August. If getting a good deal on your plane ticket is your top priority, Orbitz data shows that this is generally an excellent month to jet off. June is when airfares are the least affordable.
Which airlines allow free cancellation?
If you think your travel plans may change, Orbitz will help you find a flexible fare. All you have to do is select "Filter by flexible change policies" when searching for your Pienza flights. We'll show you airlines that offer free cancellation and no change fees — in addition to our awesome low prices.
What do I need for the flight to Pienza?
It's good to be ready for anything when going on a trip. Remember the following for a smooth, stress-free journey:

  • In all cases you'll need to show proof of identification. How much? This depends on where you're traveling from. When reserving your tickets, we suggest to use the same name, birth date and gender as shown on your government-issued ID.
  • If you're flying direct to Pienza, it's likely you're going to be in the sky for quite some time. Bring plenty of snacks and things to keep you busy. Now is the perfect time to get stuck into that book you've been eyeing off!
  • Cabin temperatures can quickly change, so it's wise to bring a sweater. Consider compression socks too. They can help prevent blood clots and improve circulation.

How do I get cheap first-class/business deals to Pienza?
If you think a business or first-class fare is way out of your reach, you may want to think again. Here are some terrific tips to help you pick up a premium flight to Pienza for less:

  • Being flexible isn't just useful for your yoga. Leave some room to move around your travel dates so you can snap up more affordable airfares when a big sale comes along.
  • Many budget carriers nowadays have excellent business-class seating without the pricey fees.
  • Make the most of your airline's rewards program and upgrade your seat. You can also bid for an upgrade in an online auction.

What is the best time to go to Pienza?
Anytime is a wonderful time to vacation in Pienza, but February, May and July are the busiest months. As with most places in the Northern Hemisphere, the summer season commences June 20. If you'd rather hang out in a lightweight top than a winter jacket, this time of the year may suit you perfectly. Expect average daily highs of 85 ºF and nightly lows around 60 ºF.
Travel tips for Pienza

  • The city center is brimming with renowned attractions. Places like Pienza Cathedral and Palazzo Piccolomini will keep your feet moving and your adventurous soul full.
  • We also recommend checking out the sights within an easy drive of Pienza's center. Make tracks to Siena Cathedral and Torre del Mangia and see a different side of this vibrant destination.
  • Slip behind the steering wheel and find out what else makes Province of Siena a magnet for travelers. Book a car rental with Orbitz and check out the wonders of two more exciting cities — San Gimignano and Monteriggioni.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.