$267 Cheap flights to Province of Siena

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Top places to visit in Province of Siena

Siena

Montalcino

Pienza

Cheap flights to Province of Siena from $267 One Way, $233 Round Trip

$233 return flights and $267 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.

Fri, Nov 28 - Fri, Dec 5

EWR

New York

FLR

Florence

$370

Roundtrip

found 4 hours ago

Wed, Nov 12 - Fri, Nov 21

JFK

New York

FLR

Florence

$371

Roundtrip

found 18 hours ago

Mon, Oct 27 - Wed, Nov 5

BOS

Boston

FLR

Florence

$381

Roundtrip

found 1 hour ago

Wed, Jul 30 - Thu, Sep 4

JFK

New York

PSA

Pisa

$407

Roundtrip

found 6 days ago

Wed, Oct 29 - Tue, Nov 11

BOS

Boston

PSA

Pisa

$410

Roundtrip

found 2 hours ago

Wed, Dec 3 - Tue, Dec 9

EWR

New York

PSA

Pisa

$411

Roundtrip

found 6 days ago

Deals For This Weekend's Flights

Origin	Destination	Travel Dates	Flights From*
BCN	Florence	July 19 to July 20	$233
LTN	Pisa	July 20 to July 24	$247
LHR	Florence	July 20 to July 22	$255
FCO	Florence	July 19 to July 24	$259
CDG	Florence	July 20 to July 23	$299
AMS	Florence	July 20 to July 26	$375
AMS	Pisa	July 20 to July 26	$392
JFK	Florence	July 19 to July 25	$514
BCN	Pisa	July 20 to July 26	$614
BCN	Perugia	July 19 to July 26	$642
JFK	Pisa	July 20 to July 24	$1,236
JFK	Perugia	July 18 to July 20	$2,513

*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

$103 nightly

$117 total

Jul 20 - Jul 21

Total includes 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! (818 reviews)

"It took us a little bit to find but desk clerk was very accommodating. Very clean and comfortable. Convenient location."

Reviewed on Jul 12, 2025

La Perla

Via Delle Terme 25, Siena, SI

Fully refundableReserve now, pay when you stay

$97 nightly

$113 total

Jul 17 - Jul 18

Total includes 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! (274 reviews)

"Great place on a budget!"

Reviewed on Jun 28, 2025

Sangallo Park Hotel

Strada Di Vico Alto 2, Siena, SI

Fully refundableReserve now, pay when you stay

$114 nightly

$131 total

Jul 30 - Jul 31

Total includes 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 Casalvento's ...

9/10 Wonderful! (564 reviews)

"Neautiful hotel within 15 minutes of central city"

Reviewed on Jul 4, 2025

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Hotel Italia

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

Fully refundableReserve now, pay when you stay

Stay at this 3-star business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...

9/10 Wonderful! (987 reviews)

"Great stay at Hotel Italia, a hotel that blends its historical building with a modern feel. Great staff and top tip to park at the train station for 2 euros per 24hrs if there is no room in their small car park. Absolutely recommend this hotel!"

Reviewed on Jul 15, 2025

Get rates

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

Book a stay at this family-friendly vacation home in Montepulciano. Enjoy a water park, a garden, and laundry facilities. Popular attractions Medici Fortress ...

9.4/10 Exceptional! (57 reviews)

Beautiful Views

"Enjoyed our stay. Especially the spectacular views of the nearby area. Short walk up to the city center. Great recommendations for restaurants to try from the host. There was a heat wave while during our time and the small AC units didn't do much to cool things down, but we survived!"

Reviewed on Jun 25, 2025

Get rates

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, 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! (68 reviews)

Best Ever

"My Family and I all enjoyed Villa Iris immensely!!The best location for seeing everything in Tuscany. Accommodation for our family was very good. Our children loved playing in the yard and everyone really enjoyed the pool. The owners just couldn’t do enough for us. Excellent staff, very helpful. ..."

Reviewed on Jul 5, 2025

Get rates

Chiusarella Arceno Rentals Club Chianti Villa exclusive Pool Concierge freeWiFi

CASTELNUOVO BERARDENGA

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

A Tuscan slice of heaven

"Chiusarella has raised the bar so high it will be impossible for any other vacation to measure up. The privacy, incredible views, charm, location and level of service were beyond expectations. The villa offers so many corners to lounge, dine and take in the beauty of the Tuscan hills. The pool's ..."

Reviewed on Jul 22, 2024

Get rates

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

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 Casa Vinicola Luigi Cecchi and Castellina ...

9.8/10 Exceptional! (91 reviews)

First time to Tuscany

"What a view! This location was all that we were hoping for. Thank you!"

Reviewed on May 26, 2025

Get rates

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 refundable

$132 nightly

$151 total

Jul 30 - Jul 31

Total includes 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! (1,005 reviews)

"We had a good time, only issue was isolation, last night we had trouble sleeping because of our noisy neighbor"

Reviewed on Jul 12, 2025

NH Siena

Piazza La Lizza 1, Siena, SI

Fully refundableReserve now, pay when you stay

$131 nightly

$150 total

Aug 11 - Aug 12

Total includes taxes and fees

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

8/10 Very Good! (995 reviews)

Very nice hotel

"Very nice and clean hotel. Just outside the ztl, close to historic city centre area."

Reviewed on Jul 10, 2025

Hotel Italia

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

Fully refundableReserve now, pay when you stay

Stay at this 3-star business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...

9/10 Wonderful! (987 reviews)

"Great stay at Hotel Italia, a hotel that blends its historical building with a modern feel. Great staff and top tip to park at the train station for 2 euros per 24hrs if there is no room in their small car park. Absolutely recommend this hotel!"

Reviewed on Jul 15, 2025

Get rates

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Precise Tale Poggio Alla Sala

Via Poggio alla Sala 10, Montepulciano, SI

Fully refundableReserve now, pay when you stay

$410 nightly

$457 total

Aug 9 - Aug 10

Total includes taxes and fees

Stay at this 5-star 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! (99 reviews)

"beautiful property. Emanates "tuscany" amid garden and vineyards. Great villa with excellent and well chosen art. Very comfortable and quiet. Nice amenities. Would stay here again. Much appreciated it for its character and charm and of course service."

Reviewed on Jul 7, 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

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! (149 reviews)

"This hotel is about a 5-10 minute walk to Il Campo but is also in a quiet area with less touristy restaurants. Our room was quiet and very clean. Check in was with a room code. Very easy. It is about a 30-35 minute walk from train station to hotel which can be a bit tiring with some mild ..."

Reviewed on May 23, 2025

Get rates

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, 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! (68 reviews)

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

Best Ever

"My Family and I all enjoyed Villa Iris immensely!!The best location for seeing everything in Tuscany. Accommodation for our family was very good. Our children loved playing in the yard and everyone really enjoyed the pool. The owners just couldn’t do enough for us. Excellent staff, very helpful. ..."

Reviewed on Jul 5, 2025

Get rates

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16, Montepulciano, SI

$116 nightly

$132 total

Jul 29 - Jul 30

Total includes 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! (177 reviews)

"Great hotel in middle of Montepulciano ancient city, our hosts were very pleasant and helpful, Roberto is super fun to talk with and shared me lots of tips for rest of trip in Italy. The terrace on top of the building is special, you can find mature trees growing on it, very quiet place to have breakfast ..."

Reviewed on Jul 4, 2025

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

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! (229 reviews)

"Very welcoming helpful managers. Well situated. Ask for a room with balcony. , overlooking the Campo. If driving, will take some time to find parking above the center, then finding a taxi. To take you to la terraza"

Reviewed on May 31, 2025

Get rates

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

More to explore for Province of Siena

Province of Siena

End your search for discount fares on flights to Province of Siena. Orbitz has all the best prices on Province of Siena flights. With Orbitz, you can expect:

Cheap Deals on Flights to Province of Siena

We offer big discounts and last-minute savings on Province of Siena flights. We make it easy for you to research, plan, and book your flight to Province of Siena — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.

Travel Convenience on the Go

Get alerts, updates, or book your Province of Siena flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Province of Siena flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Province of Siena flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.

Great Customer Care

We want to make your travel booking experience smooth and easy, from planning and researching Province of Siena flights to the actual booking. If you want to cancel your flight to Province of Siena, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.

Miles or Points Toward Frequent Flyer Programs

Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Province of Siena with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.

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 $233 to $2,513. If you were flying one-way out of Boston (BOS), you could have landed fares from just $267.

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.

$267 Cheap flights to Province of Siena

Top places to visit in Province of Siena

Siena

Montalcino

Pienza

Cheap flights to Province of Siena from $267 One Way, $233 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 ROOMS, 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 Athena

NH Siena

Hotel Italia

Precise Tale Poggio Alla Sala

Family Friendly Hotels in Province of Siena

Piazza Paradiso Accomodation

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, 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

More to explore for Province of Siena

Province of Siena

Cheap Deals on Flights to Province of Siena

Travel Convenience on the Go

Great Customer Care

Miles or Points Toward Frequent Flyer Programs

Frequently asked questions

City Destinations in Province of Siena

Airlines Operating