$234 Cheap flights to Province of Siena

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Cheap flights to Province of Siena from $234 One Way, $157 Round Trip

$157 return flights and $234 one-way flights to Province of Siena were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Mar 10 - Sun, Mar 22

EWR

New York

FLR

Florence

$370

Roundtrip

found 1 hour ago

Wed, Jan 28 - Wed, Feb 25

JFK

New York

FLR

Florence

$370

Roundtrip

found 2 hours ago

Wed, Mar 4 - Wed, Mar 18

BOS

Boston

FLR

Florence

$384

Roundtrip

found 22 hours ago

Wed, Feb 18 - Wed, Feb 25

LGA

New York

FLR

Florence

$396

Roundtrip

found 5 days ago

Mon, Dec 8 - Tue, Dec 16

BOS

Boston

PSA

Pisa

$408

Roundtrip

found 4 hours ago

Thu, May 7 - Sun, May 24

JFK

New York

PSA

Pisa

$452

Roundtrip

found 1 day ago

Deals For This Weekend's Flights

Origin	Destination	Travel Dates	Flights From*
STN	Florence	November 9 to November 15	$157
FCO	Florence	November 8 to November 18	$158
BCN	Florence	November 9 to November 13	$208
CDG	Florence	November 9 to November 15	$258
LGW	Pisa	November 7 to November 9	$262
AMS	Florence	November 8 to November 15	$370
JFK	Florence	November 8 to November 12	$436
JFK	Pisa	November 7 to November 11	$1,238

*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Province of Siena Accommodation Deals

Il Chiostro del Carmine

Via Della Diana 4, Siena, SI

Fully refundableReserve now, pay when you stay

Stay at this B&B in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Piazza ...

8.6/10 Excellent! (849 reviews)

Outstanding in every way. The only issue are the stairs: two long floors carrying heavy luggage are not doable for older people, people with mobility problems or just exhausted tourists. We would atill come back to this charming hotel.

Reviewed on Oct 27, 2025

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La Perla

Via Delle Terme 25, Siena, SI

Fully refundableReserve now, pay when you stay

$72 nightly

$83 total

Nov 7 - Nov 8

Total with taxes and fees

Stay at this hotel in Siena. Enjoy free WiFi, daily housekeeping, and pillowtop beds. Popular attractions Piazza del Campo and Teatro dei Rozzi are located ...

7.6/10 Good! (282 reviews)

Reviewed on Sep 30, 2025

Sangallo Park Hotel

Strada Di Vico Alto 2, Siena, SI

Fully refundableReserve now, pay when you stay

$85 nightly

$98 total

Nov 23 - Nov 24

Total with taxes and fees

Stay at this 3-star business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza del Campo and Leonetto Comparini ...

9/10 Wonderful! (573 reviews)

Practical and close enough to the city. You still need a car to go to Siena

Reviewed on Oct 27, 2025

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Hotel Italia

Viale Camillo Benso Conte di Cavour, 67, Siena, SI

Fully refundableReserve now, pay when you stay

$69 nightly

$79 total

Nov 23 - Nov 24

Total with taxes and fees

Stay at this 3-star hotel in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. ...

9/10 Wonderful! (999 reviews)

Very good breakfast and great staff! Only complaint was that there was no parking available during our stay. We were directed to alternate parking, but received a parking ticket the second morning due to street sweeping and incorrect info on which side to park on.

Reviewed on Oct 29, 2025

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Our Top Province of Siena Apartment Hotels

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

Montepulciano

Stay at this vacation home in Montepulciano. Enjoy a garden, laundry facilities, and patios. Popular attractions Medici Fortress and Torre del Pulcinella are ...

9.4/10 Exceptional! (62 reviews)

Location was amazing, wonderful views! Having a place to park our car was great and an easy walk into town. Great instructions for getting around and good suggestions. Hope to back!

Reviewed on Sep 27, 2025

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VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

San Gimignano

Book a stay at this family-friendly villa in San Gimignano. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Fonti Medievali and Archaeological ...

10/10 Exceptional! (70 reviews)

The property is beautiful and very well taken care of. Loved the location and how wonderful the owners were to help with organizing drivers, chef, and other needs. Would highly recommend and will definitely be back. Very special experience.

Reviewed on Oct 26, 2025

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Farmhouse in the heart of the real chiantishire

Castellina in Chianti

Stay at this vacation home in Castellina in Chianti. Enjoy a garden, laundry facilities, and patios. Popular attractions Montecalvario and Casa Vinicola Luigi ...

9.8/10 Exceptional! (96 reviews)

Very relaxing farmhouse cottage with pleasant and peaceful views .The only drawback is the ruddy gravel access road which makes for an unpleasant excursion to and from the property.

Reviewed on Sep 14, 2025

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Apartment in a historic residence in the center of Siena

Siena

Stay at this apartment in Siena. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Piazza del Campo and Banca Monte dei ...

9.2/10 Wonderful! (115 reviews)

Wonderful apartment!! Georgio was most helpful!Only suggestion would be to have better lighting in the living area.

Reviewed on Oct 13, 2025

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Score Epic Province of Siena Accommodation Deals

Hotel Athena

P Mascagni 55, Siena, SI

Fully refundableReserve now, pay when you stay

$89 nightly

$102 total

Nov 27 - Nov 28

Total with taxes and fees

Stay at this 4-star business-friendly hotel in Siena. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and the helpful staff ...

9.2/10 Wonderful! (1,014 reviews)

Very Good. Thank you

Reviewed on Oct 29, 2025

Hotel Pescille - Tuscany Charme

Strada Statale 47, Localita Pescille, San Gimignano, SI

Stay at this 3-star hotel in San Gimignano. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Fattoria San Donato and Historical Torture ...

9.2/10 Wonderful! (336 reviews)

The hotel is beautiful great view of San Gimignano on one side, and the tuscan countryside all around.

Reviewed on Oct 21, 2025

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Palazzo Ravizza

Pian dei Mantellini 34, Siena, SI

Fully refundableReserve now, pay when you stay

$92 nightly

$105 total

Nov 10 - Nov 11

Total with taxes and fees

Stay at this 4-star hotel in Siena. Enjoy free WiFi, room service, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. ...

9.2/10 Wonderful! (736 reviews)

We booked at the last minute and didn’t see the email with detailed instructions on how to get to the hotel in the walled village. We called the hotel and Cecilia stayed on the phone with us and guided us through the very tricky network of streets within the walled village. A big thanks to ...

Reviewed on Nov 1, 2025

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Castello di Spaltenna- Small Luxury Hotels of the World

Via Spaltenna 13, Gaiole in Chianti, SI

Stay at this 5-star spa hotel in Gaiole in Chianti. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gaiole in Chianti Stadium and Meleto ...

9.4/10 Exceptional! (260 reviews)

All good

Reviewed on Oct 20, 2025

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Province of Siena

Piazza Paradiso Accomodation

Via di Stalloreggi, 38, Siena, SI

Fully refundableReserve now, pay when you stay

Book a stay at this business-friendly affittacamere in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Piazza del Campo ...

9.2/10 Wonderful! (151 reviews)

What my girlfriend loved the most was the bathtub! We have been busy traveling the last week and a half and she was overjoyed with a chance to soak in a bath tub. Room was spacious and clean, the staff was helpful and friendly. The hotel was centrally located and within easy walking distance to Piazza ...

Reviewed on Oct 12, 2025

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VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

San Gimignano

Book a stay at this family-friendly villa in San Gimignano. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Fonti Medievali and Archaeological ...

10/10 Exceptional! (70 reviews)

Families like: Private pool, kitchen, playground, game room

Travelers say...

Reviewed on Oct 26, 2025

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Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16, Montepulciano, SI

Fully refundableReserve now, pay when you stay

$115 nightly

$131 total

Nov 5 - Nov 6

Total with taxes and fees

Stay at this hotel in Montepulciano. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Civic Museum and Palazzo Ricci are located ...

9.2/10 Wonderful! (190 reviews)

Roberto and Victoria were the most charming and delightful couple to stay with. The Hotel is in a primo position, parking was plentiful, and their charm was infectious. Could mot have been better.

Reviewed on Oct 30, 2025

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La Terrazza Sul Campo Rooming House

Via di Città 65, Siena, SI

Stay at this residence in Siena. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Piazza del Campo and Museum of Torture are located ...

9.6/10 Exceptional! (239 reviews)

Beyond what we expected

The room we were assigned was immense. The views from the 2 double french doors was amazing - in the corner of the piazza right next to the tower. The bed was very comfortable and the bathroom quite modern and spacious. The room must be used for parties orother events as it was much much larger than ...

Reviewed on Oct 25, 2025

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Economy

Chevrolet Spark or similar

4 people

Compact

Ford Focus or similar

4 people

Midsize

Toyota Corolla or similar

5 people

SUV

Jeep Compass or similar

5 people

Province of Siena

Reach your destination without breaking your budget by booking your flights to Province of Siena using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Province of Siena Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Province of Siena flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Province of Siena. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Province of Siena, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Province of Siena flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

Frequently asked questions

Which airlines fly to Province of Siena?

Book a fare with one of the 12 airlines that operate services to Fiumicino - Leonardo da Vinci Intl. Airport (FCO) and get set for awesome new adventures. This popular airport is the jumping-off point for exploring Province of Siena. When you're ready to cross off this region, these international airlines will take you there:

ITA Airways - 666 flights to Province of Siena per month
Ryanair - 423 flights to Province of Siena per month
Vueling - 286 flights to Province of Siena per month

How much is a flight to Province of Siena?

Prices for return flights to Province of Siena this past week ranged from $157 to $1,238. If you were flying one-way out of New York (JFK), you could have landed fares from just $234.

How to book the cheapest flight to Province of Siena?

Picking up cheap flights to Province of Siena is as easy as booking with Orbitz. But if you're eager to make sure you're nabbing the best flight deals around, here are some tips to follow:

Depending on where you're coming from, select the 'Nearby airports' function (located under the departure and arrival form fields). On occasion, alternative departure points will have cheaper fares.
Similarly, click on the 'Show flexible dates' option to bring up the prices for days around your chosen departure. It's possible to find cheaper flight deals if your travel plans 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.
Once you've worked out your travel dates, don't delay booking. Airfares normally climb as the departure date gets closer.
Think about combining your hotels, flights and car rental into a package deal with Orbitz to make your budget go even further.
Don't travel during the busy season if possible. By avoiding school vacations and summer, you can make superb savings on your airfare.

What is the best time to book a flight to Province of Siena?

Book your tickets to Province of Siena in January. This is the best time of the year for bargain fares, closely followed by February and August. Catch cheap flights and let your dream vacation come true with Orbitz.

What day of the week is the cheapest to book a flight to Province of Siena?

If you're after inexpensive fares to Province of Siena, the best days of the week to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), an unbeatable flight deal will be all yours.

What is the cheapest day of the week to fly to Province of Siena?

Look into flying early in the week to nab cheap flights to Province of Siena. Orbitz data from 2020 indicates Monday is generally the cheapest day to head off, followed by Tuesday. Saturday was found to have the highest ticket fares. This is probably because most passengers choose to start their trip when the weekend rolls around.

What is the cheapest month to fly to Province of Siena?

If you have some flexibility with your travel plans, think about jetting off in August. Orbitz data has found that this is generally the best month to take off if you want cheap flights to Province of Siena. As you would imagine, airfares get pricier in the busy month of June and flights book out quickly.

Which airlines allow free cancellation?

Flexibility is important, that's why Orbitz lets you search for fares that won't slap on fees for amendments to your reservation. Fill out your departure and arrival points, then select "Filter by flexible change policies." We'll show you options that include free cancellation within 24 hours of booking and no change fees.

What do I need for the flight to Province of Siena?

Any lengthy flight can be daunting, but it's nothing a little preparation can't solve. We've put together our top tips to make sure your trip flows without a hitch:

Nothing is more important than having your travel documents. Which to bring and how many depend on whether you're flying domestic or international. Be sure to check with your airline. In both cases, you'll need to show some sort of government-issued ID.
If you're flying direct to Province of Siena, chances are you're going to be in the sky for quite some time. Take lots of snacks and entertainment to keep you occupied. Now is a fantastic time to pick up that novel you haven't read yet!
Long-haul voyages can get very cold, especially if you're flying overnight. If you prefer not to stay awake shivering for the length of your journey, bring a sweater and some wool socks.

How do I get cheap first-class/business deals to Province of Siena?

There are ways of booking business or first-class tickets to Province of Siena that won't burn through your wallet. Snap up a seat at the front of the plane for less with these great tips:

Flexibility is key. By being open to different travel dates, you'll have better odds of landing a great deal on first or business-class airfares.
Low-cost airlines offer business-class seats at a fraction of the usual cost. Ditch the full-service carriers and go with one of these cheaper options.
Bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a loyalty program.

What is the best time to go to Province of Siena?

Province of Siena is a fun getaway destination year-round, but the most popular months to visit are April, May and June. If you prefer warm weather, consider traveling in the summertime. Like most destinations in the Northern Hemisphere, the summer season starts June 20. During this time, temperatures generally hover between 60 ºF and 85 ºF during the daytime.

More to Explore

Siena Vacations

Things to do in Siena

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.