$278 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 $278 One Way, $142 Round Trip

$142 return flights and $278 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.

Mon, Apr 27 - Sun, May 10

BOS

Boston

FLR

Florence

$411

Roundtrip

found 2 days ago

Sun, Apr 26 - Sun, May 10

EWR

New York

FLR

Florence

$469

Roundtrip

found 1 day ago

Sun, Apr 26 - Sat, May 9

IAD

Washington

FLR

Florence

$471

Roundtrip

found 1 day ago

Fri, Apr 10 - Fri, May 15

JFK

New York

FLR

Florence

$476

Roundtrip

found 2 days ago

Fri, Apr 24 - Sun, May 10

JFK

New York

PSA

Pisa

$490

Roundtrip

found 6 days ago

Tue, Nov 17 - Mon, Nov 30

LAX

Los Angeles

FLR

Florence

$542

Roundtrip

found 7 hours ago

Mon, Sep 7 - Thu, Sep 17

BOS

Boston

PSA

Pisa

$544

Roundtrip

found 4 days ago

Deals For This Weekend's Flights

Origin	Destination	Travel Dates	Flights From*
CDG	Florence	March 28 to April 8	$142
FCO	Florence	March 28 to March 30	$163
BCN	Florence	March 29 to March 30	$240
LCY	Florence	March 27 to March 29	$338
LGW	Pisa	March 27 to March 29	$382
DUS	Florence	March 27 to March 29	$410
AMS	Florence	March 27 to March 30	$623
JFK	Pisa	March 29 to April 4	$785
JFK	Florence	March 28 to March 31	$910

*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

$80 nightly

$93 total

Mar 22 - Mar 23

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 Piazza ...

8.6/10 Excellent! (877 reviews)

Loved the peacefulness of the place. The staff was really nice. I would come back and stay again.

Reviewed on Mar 19, 2026

La Perla

Via Delle Terme 25 Siena SI

Fully refundableReserve now, pay when you stay

$85 nightly

$100 total

Mar 22 - Mar 23

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 ...

7.8/10 Good! (300 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

$77 nightly

$91 total

Apr 2 - Apr 3

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 Piazza del Campo and Palasport Mens ...

9/10 Wonderful! (597 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

$86 nightly

$101 total

Mar 26 - Mar 27

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! (1,000 reviews)

Very close to the bus and train station, lovely staff, clean room but a bit too warm even in February and no water kettle in the room, which was a bit surprising.

Reviewed on Mar 8, 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! (83 reviews)

Aside from a heating hiccup upon arrival, this house was exactly as described. Erika was super communicative leading up to and during our stay. When the heat wasn't working, she was able to send a local person over to help right away. The only reason why we wouldn't rate this a 5 star is because ...

Reviewed on Feb 26, 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 Casa Vinicola Luigi Cecchi and Castellina ...

10/10 Exceptional! (152 reviews)

Incredible farmhouse. The views of the hills forests and vineyard was great. Good location for exploring Chianti and Tuscany region.

Reviewed on Mar 16, 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 Chiusarelli

Viale Curtatone 15 Siena SI

Fully refundableReserve now, pay when you stay

$127 total

per night

Mar 26 - Mar 27

Book a stay at this business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...

8.8/10 Excellent! (1,004 reviews)

Nice staff, very good breakfast and the hotel is located near of the main attractions.

Reviewed on Mar 18, 2026

Borgo Vescine

Località Vescine Radda in Chianti SI

$488 total

per night

Apr 3 - Apr 4

Book a stay at this luxury hotel in Radda in Chianti. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

9.4/10 Exceptional! (244 reviews)

You are paying for the view!!!! This hotel was not worth the money spent in my opinion. The hotel staff was not very accommodating, though the restaurant staff was lovely. We had to bring our luggage up to our room and back down during check in and check out — no one even offered and trust me it ...

Reviewed on Oct 5, 2025

Hotel Executive

Via Nazareno Orlandi 32 Siena SI

Fully refundableReserve now, pay when you stay

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! (528 reviews)

The staff were super great .Took care of all our needs .Suggested the best winery tour .And the food was terrific .

Reviewed on Nov 2, 2025

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La Certosa di Pontignano

loc. Pontignano, 5 Castelnuovo Berardenga SI

Fully refundableReserve now, pay when you stay

$123 total

per night

Apr 8 - Apr 9

Book a stay at this business-friendly B&B in Castelnuovo Berardenga. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and ...

9.4/10 Exceptional! (516 reviews)

Here is a polished version of your review with improved grammar and structure, keeping your message clear and balanced: --- Great and beautiful place. The food is also very good, and the overall atmosphere is charming. However, the bed was terrible. The mattress was old, and the springs made it very ...

Reviewed on Mar 1, 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

Fully refundableReserve now, pay when you stay

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

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

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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 ...

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

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Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

Fully refundableReserve now, pay when you stay

$116 nightly

$132 total

Apr 1 - Apr 2

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! (201 reviews)

The hotel is well maintained and right in the center of Montepulciano, walking distance to everything. The highlight of our stay was the owners, Roberto and Victoria, they were wonderful, made us feel right at home and our morning breakfast chats were genuine and informative. I highly recommend

Reviewed on Mar 10, 2026

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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 ...

9.8/10 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

Get the absolute lowest prices on flights to Province of Siena by shopping with Orbitz. Orbitz is the most efficient travel planner around, allowing you to search, compare and book discount domestic and international flights fast. With cutting-edge mobile tools and access to frequent flier rewards programs, we have everything you need for both your routine and holiday excursions.

Book Your Flight To Province of Siena Using Your Mobile Device

New mobile app tools enable those with hand-held devices to scout out the best bargains and to secure tickets from any location. If you have an iPhone, iPad or Android device, you may take advantage of special discounts, only available to mobile device customers, when you book hotel rooms or car rentals on the same day as booking Province of Siena flights.

Avoid Check-In Hassles When Traveling On Flights to Province of Siena

Orbitz also provides an array of resources that can help you eliminate most check-in hassles. Detailed baggage information is continually available for Province of Siena flights. Mobile apps can also be used to share travel itineraries with family members or business associates.

Keeping Everyone Up To Date

When you download the free Orbitz mobile phone app, you can get regular and free flight updates. These will keep you informed of important scheduling changes. Updates can even be sent to several contacts, helping to keep everyone current on anticipated arrival times and all other relevant flight details.

Orbitz makes traveling on a budget very easy to do. We provide everything you need to plan your ideal trip from start to finish. Getting there and back again is a snap when you book your Province of Siena flight using Orbitz.

Frequently asked questions

Which airlines fly to Province of Siena?

Book a fare with one of the 15 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 $142 to $910. If you were flying one-way out of New York (JFK), you could have landed fares from just $278.

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.

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.

$278 Cheap flights to Province of Siena

Travelers

Top places to visit in Province of Siena

Siena

Montalcino

Pienza

Cheap flights to Province of Siena from $278 One Way, $142 Round Trip

Deals For This Weekend's Flights

Find The Perfect Hotel For After Your Flight

Score Epic Province of Siena Accommodation Deals

Il Chiostro del Carmine

La Perla

Sangallo Park Hotel

Hotel Italia

Our Top Province of Siena Apartment Hotels

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

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

Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi

Farmhouse in the heart of the real chiantishire

Score Epic Province of Siena Accommodation Deals

Hotel Chiusarelli

Borgo Vescine

Hotel Executive

La Certosa di Pontignano

Family Friendly Hotels in Province of Siena

Piazza Paradiso Accomodation

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

Hotel La Terrazza di Montepulciano

La Terrazza Sul Campo Rooming House

Need a Car For After Your Flight?

Economy

Compact

Midsize

SUV

Province of Siena

Book Your Flight To Province of Siena Using Your Mobile Device

Avoid Check-In Hassles When Traveling On Flights to Province of Siena

Keeping Everyone Up To Date

Frequently asked questions

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