$313 Cheap flights to Province of Siena

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Many airlines offer flexible change policies

Top places to visit in Province of Siena

Siena

Montalcino

Pienza

Cheap flights to Province of Siena from $313 One Way, $177 Round Trip

$177 return flights and $313 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, Apr 6 - Mon, Apr 12

BOS

Boston

FLR

Florence

$595

Roundtrip

found 1 day ago

Thu, Oct 22 - Sat, Oct 31

JFK

New York

FLR

Florence

$598

Roundtrip

found 1 day ago

Mon, Mar 1 - Mon, Mar 15

EWR

New York

FLR

Florence

$609

Roundtrip

found 1 day ago

Sat, Oct 10 - Sat, Oct 24

JFK

New York

PSA

Pisa

$618

Roundtrip

found 2 days ago

Mon, Sep 14 - Wed, Sep 23

IAD

Washington

FLR

Florence

$622

Roundtrip

found 1 day ago

Sat, Sep 12 - Sat, Sep 19

EWR

New York

PSA

Pisa

$661

Roundtrip

found 1 day ago

Deals For This Weekend's Flights

Origin	Destination	Travel Dates	Flights From*
CDG	Florence	May 24 to May 28	$177
FCO	Florence	May 23 to May 24	$184
AMS	Florence	May 23 to May 30	$338
LGW	Pisa	May 24 to May 27	$347
DUS	Florence	May 23 to May 24	$353
BCN	Florence	May 23 to May 23	$367
LHR	Florence	May 24 to May 27	$411
QDU	Pisa	May 24 to May 26	$464
BCN	Pisa	May 23 to May 24	$568
JFK	Florence	May 24 to May 28	$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

$131 nightly

$149 total

Jun 4 - Jun 5

Total with taxes and fees

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! (900 reviews)

"Amazing staff clean room beautiful place and the breakfast all fresh and clean"

Reviewed on May 19, 2026

La Perla

Via Delle Terme 25 Siena SI

$97 nightly

$113 total

Jun 11 - Jun 12

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 ...

7.8/10 Good! (303 reviews)

"No real amenities to review. This is a budget hotel. Its very convenient and clean and the staff were helpful."

Reviewed on May 20, 2026

Sangallo Park Hotel

Strada Di Vico Alto 2 Siena SI

$102 nightly

$118 total

Jun 14 - Jun 15

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 Palasport Mens Sana and Siena Stadium ...

9/10 Wonderful! (608 reviews)

"Every staff that we spoke to were friendly and very good in helping us with all the questions that we had. Hotel location is good in that it is away from the busy civic center but within just a short driving distance."

Reviewed on May 8, 2026

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Hotel Italia

Viale Camillo Benso Conte di Cavour, 67 Siena SI

$122 nightly

$140 total

Jun 4 - Jun 5

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. ...

9.2/10 Wonderful! (1,006 reviews)

"Great location with friendly staff, clean well-appointed rooms and a great breakfast buffet."

Reviewed on May 17, 2026

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 ...

9.6/10 Exceptional! (84 reviews)

"Loved this property. Right at the edge of town. Beautiful views"

Reviewed on Apr 27, 2026

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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 ...

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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! (33 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 Montecalvario and Castellina Fortress ...

10/10 Exceptional! (153 reviews)

"Great farmhouse, wonderful scenery in the vineyards. Great and always helpful host."

Reviewed on Mar 22, 2026

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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

$218 nightly

$246 total

Jun 3 - Jun 4

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! (1,014 reviews)

"Good location. Bathroom was strange. Toilet behind door. Tricky at night. The shower leaks out of the shower wall, there was a weird smell in bathroom whole time. Room was clean and comfortable. Breakfast was good."

Reviewed on May 20, 2026

Precise Tale Poggio Alla Sala

Via Poggio alla Sala 10 Montepulciano SI

Fully refundableReserve now, pay when you stay

$457 nightly

$510 total

Jun 7 - Jun 8

Total with taxes and fees

Book a stay at this luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...

9.4/10 Exceptional! (136 reviews)

"Best hotel in city"

Reviewed on May 14, 2026

Hotel Executive

Via Nazareno Orlandi 32 Siena SI

Fully refundableReserve now, pay when you stay

$101 nightly

$117 total

Jun 21 - Jun 22

Total with taxes and fees

Book a stay at this family-friendly hotel in Siena. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

8.4/10 Very Good! (538 reviews)

"excellent breakfast and very clean"

Reviewed on Apr 27, 2026

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Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI

Fully refundableReserve now, pay when you stay

$539 nightly

$605 total

Jun 21 - Jun 22

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! (605 reviews)

"Loved the location Restaurant was outstanding!!"

Reviewed on May 14, 2026

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

$126 nightly

$143 total

Jun 21 - Jun 22

Total with taxes and fees

Book a stay at this luxury affittacamere in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Pinacoteca Nazionale and National ...

9.2/10 Wonderful! (155 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

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 ...

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

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Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

$116 nightly

$132 total

Jun 9 - Jun 10

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 ...

9.4/10 Exceptional! (203 reviews)

"Everything was wonderful"

Reviewed on Mar 23, 2026

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La Terrazza Sul Campo Rooming House

Via di Città 65 Siena SI

$115 nightly

$131 total

Jun 4 - Jun 5

Total with taxes and fees

Stay at this residence in Siena. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Museum of Torture and Palazzo Chigi-Saracini are ...

9.8/10 Exceptional! (242 reviews)

"My first time in Siena and this Rooming House turned out to be a great choice. The view onto the piazza is a real bonus, as is the great location in the heart of the city. The host was lovely and a great communicator. The room itself was fantastic and spacious. I would recommend it and will book ..."

Reviewed on Apr 10, 2026

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

4 people

Compact

Ford Focus

4 people

Midsize

Toyota Corolla

5 people

SUV

Jeep Compass

5 people

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 $177 to $1,238. If you were flying one-way out of New York (EWR), you could have landed fares from just $313.

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.