$234 Cheap flights to Province of Siena

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Top places to visit in Province of Siena

Siena

Montalcino

Pienza

Cheap flights to Province of Siena from $234 One Way, $190 Round Trip

$190 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.

Thu, Jan 22 - Thu, Jan 29

JFK

New York

FLR

Florence

$320

Roundtrip

found 22 hours ago

Thu, Jan 22 - Wed, Feb 4

EWR

New York

FLR

Florence

$371

Roundtrip

found 2 days ago

Sun, Jan 11 - Tue, Jan 27

BOS

Boston

FLR

Florence

$382

Roundtrip

found 5 hours ago

Fri, May 8 - Fri, May 15

LAX

Los Angeles

FLR

Florence

$397

Roundtrip

found 3 days ago

Wed, Feb 4 - Tue, Mar 3

BOS

Boston

PSA

Pisa

$420

Roundtrip

found 3 days ago

Mon, Apr 13 - Fri, Apr 24

JFK

New York

PSA

Pisa

$475

Roundtrip

found 14 hours ago

Deals For This Weekend's Flights

Origin	Destination	Travel Dates	Flights From*
LHR	Pisa	December 27 to January 8	$190
CDG	Florence	December 28 to January 4	$337
AMS	Florence	December 27 to January 29	$345
LGW	Florence	December 27 to December 29	$366
BCN	Florence	December 26 to December 27	$439
JFK	Florence	December 27 to January 13	$450
AMS	Pisa	December 28 to December 30	$1,304
JFK	Pisa	December 28 to January 6	$1,797

*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 Fisiocritici ...

8.6/10 Excellent! (854 reviews)

Terrific place to stay. Breakfast was great, staff were friendly, and the view we had was stunning. Lots of room Old monastery was very interesting.

Reviewed on Nov 3, 2025

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La Perla

Via Delle Terme 25 Siena SI

$69 nightly

$79 total

Jan 8 - Jan 9, 2026

Total with taxes and fees

Stay at this hotel in Siena. Enjoy free WiFi, daily housekeeping, and pillowtop beds. Popular attractions Teatro dei Rozzi and Loggia della Mercanzia are located ...

7.6/10 Good! (284 reviews)

Clean, great location - covers all the basics for a good price.

Reviewed on Nov 13, 2025

Sangallo Park Hotel

Strada Di Vico Alto 2 Siena SI

Fully refundableReserve now, pay when you stay

$90 nightly

$102 total

Jan 18 - Jan 19, 2026

Total with taxes and fees

Book a stay at this business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Casalvento's Wines and Palasport ...

9/10 Wonderful! (575 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

$66 nightly

$76 total

Jan 11 - Jan 12, 2026

Total with taxes and fees

Stay at this 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! (981 reviews)

This was a short stay for us in Siena. A great hotel. Friendly staff and the best bargain best breakfast we have had in Italy. Highly recommended

Reviewed on Dec 4, 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 Siena

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)

We had a great stay at this house. Enough room for everyone and the amenities were as described. It was a bit of a walk along a road to get to the main section of town but close enough to be reasonably convenient. The parking spot was very helpful. We visited in mid November and many of the businesses ...

Reviewed on Nov 29, 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! (71 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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Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi

CASTELNUOVO BERARDENGA Tuscany

Book a stay at this family-friendly villa in Castelnuovo Berardenga. Enjoy free WiFi, private pools, and a fitness center. Popular attractions San Felice Winery ...

10/10 Exceptional! (23 reviews)

Wonderful experience for our family of four in this delightful, large, fully restored Tuscany villa. This is part of Arceno properties a highly professional company that manages several properties in the area and takes care of all the details. This seems to be their more luxurious villa. It is set ...

Reviewed on Aug 15, 2025

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Farmhouse in the heart of the real chiantishire

Castellina in Chianti Tuscany

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

9.8/10 Exceptional! (101 reviews)

Daniele was very welcoming and informative. Sent us a list of things to do, where to sightsee, which wineries and restaurants he recommended. View from the rear terrace was spectacular.

Reviewed on Nov 17, 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

$88 nightly

$100 total

Jan 8 - Jan 9, 2026

Total with taxes and fees

Book a stay at this 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! (1,007 reviews)

Great location, very friendly staff

Reviewed on Dec 13, 2025

Borgo Grondaie

Strada delle Grondaie, 15 Siena SI

$80 nightly

$92 total

Jan 19 - Jan 20, 2026

Total with taxes and fees

Stay at this hotel in Siena. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Porta ...

9.6/10 Exceptional! (439 reviews)

The sta

Reviewed on Nov 17, 2025

Palazzo Ravizza

Pian dei Mantellini 34 Siena SI

Fully refundableReserve now, pay when you stay

$104 nightly

$118 total

Dec 21 - Dec 22

Total with taxes and fees

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

9.2/10 Wonderful! (746 reviews)

Ideal in every way.

Reviewed on Dec 2, 2025

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Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI

Fully refundableReserve now, pay when you stay

$277 nightly

$312 total

Dec 22 - Dec 23

Total with taxes and fees

Book a stay at this luxury hotel in Siena. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...

9.2/10 Wonderful! (571 reviews)

The Grand Hotel Continental in Siena is a rare gem,elegant, inviting, and steeped in history. From the beautifully preserved interiors to the warm, attentive staff, every detail makes you feel genuinely cared for. Its central location is unbeatable, placing Siena’s most charming sights just steps ...

Reviewed on Nov 20, 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.

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 Pinacoteca Nazionale ...

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! (71 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

$117 nightly

$134 total

Dec 22 - Dec 23

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! (195 reviews)

Perfect location - could walk everywhere. Roberto and his wife were incredible hosts. They treated us like family. They served us a delicious breakfast, gave us information about restaurants and wine tastings, provided help with transportation. We hope to return soon. This place is a gem. The hosts ...

Reviewed on Nov 20, 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 Museum of Torture and Palazzo Chigi-Saracini are ...

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

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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 $190 to $1,797. If you were flying one-way out of New York (EWR), 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.