Cheap Flights to Chianti Region from $269

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How Much Does it Cost To Fly To Chianti Region?

The cheapest prices found with in the last 7 days for return flights were $72 and $269 for one-way flights to Chianti Region for the period specified. Prices and availability are subject to change. Additional terms apply

Thu, Feb 4 - Thu, Feb 11
JFK
John F. Kennedy Intl.
FLR
Peretola
$500 Roundtrip, found 15 hours ago
$500
Roundtrip
found 15 hours ago
Select Condor flight, departing Thu, Feb 4 from John F. Kennedy Intl. to Peretola, returning Thu, Feb 11, priced at $500 found 15 hours ago
OriginDestinationTravel DatesFlights From*
ORYPisaNovember 1 to November 16$72
SENPisaOctober 9 to October 16$79
BCNFlorenceNovember 21 to November 22$114
CDGFlorenceOctober 6 to October 6$160
LGWFlorenceOctober 5 to October 6$166
QDUPisaSeptember 28 to October 2$167
AMSPisaNovember 6 to November 9$170
FCOFlorenceOctober 3 to October 10$170
AMSFlorenceDecember 10 to December 15$197
DUSFlorenceOctober 22 to October 26$293
BCNPisaOctober 12 to October 14$297
JFKFlorenceNovember 11 to November 24$502
JFKPisaOctober 13 to October 19$749
PVGFlorenceSeptember 29 to October 18$1,197
PVGPisaSeptember 28 to October 2$1,764
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BCNFlorenceSeptember 19 to September 26$193
ORYPisaSeptember 20 to September 24$196
FCOFlorenceSeptember 18 to September 21$204
CDGFlorenceSeptember 20 to September 25$216
LHRFlorenceSeptember 20 to September 24$257
LTNPisaSeptember 18 to September 21$273
AMSFlorenceSeptember 19 to September 23$289
JFKFlorenceSeptember 18 to September 23$805
JFKPisaSeptember 18 to October 16$1,131
*Prices include taxes and fees

Chianti Region Flight Information

Traveling to
Chianti Region
Lowest Price
$72
Number of Airlines Serving
Airlines Serving
American Airlines, Condor
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Chianti Region Accommodation Deals

La Perla

La Perla

1 out of 5
Via Delle Terme 25 Siena SI
$101 nightly
The price is $117 total per night from Oct 13 to Oct 14
$117 total
Oct 13 - Oct 14
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 ...
Opens in a new windowLa Perla
Sangallo Park Hotel

Sangallo Park Hotel

3 out of 5
Strada Di Vico Alto 2 Siena SI
$109 nightly
The price is $126 total per night from Oct 11 to Oct 12
$126 total
Oct 11 - Oct 12
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 Casalvento's ...
9/10 Wonderful! (620 reviews)
"Great hotel extremely helpful staff"

Reviewed on Jun 13, 2026

Opens in a new windowSangallo Park Hotel
LHP Certaldo Resort

LHP Certaldo Resort

5 out of 5
via del Molino, 74 Certaldo FI
$156 nightly
The price is $178 total per night from Oct 16 to Oct 17
$178 total
Oct 16 - Oct 17
Total with taxes and fees
Book a stay at this luxury hotel in Certaldo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (545 reviews)
"For our Tuscany tour, we decided to stay at LHP Certaldo Resort as it was very near to railway station. I turned out to be best location as train station is 7-9 min walk and area is very safe even at late evening. It is quiet location away from all noises and very easy to go to Pisa, Florence, San ..."

Reviewed on Sep 14, 2026

Opens in a new windowLHP Certaldo Resort
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Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67 Siena SI
$121 nightly
The price is $139 total per night from Oct 11 to Oct 12
$139 total
Oct 11 - Oct 12
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! (1,002 reviews)
"Clean, well maintained property that you’ll feel safe spending the night."

Reviewed on Sep 12, 2026

Opens in a new windowHotel Italia
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.

Luxury Hotels in Chianti Region

COMO Castello Del Nero

COMO Castello Del Nero

5 out of 5
Strada Spicciano 7 Barberino Tavarnelle FI
$923 nightly
The price is $1,025 total per night from Oct 6 to Oct 7
$1,025 total
Oct 6 - Oct 7
Total with taxes and fees
Book a stay at this luxury hotel in Barberino Tavarnelle. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Poggio al Bosco and Castello ...
9.6/10 Exceptional! (144 reviews)
"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."

Reviewed on Sep 11, 2026

Opens in a new windowCOMO Castello Del Nero
Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World

5 out of 5
Monastero D'Ombrone Castelnuovo Berardenga SI
$566 nightly
The price is $634 total per night from Oct 16 to Oct 17
$634 total
Oct 16 - Oct 17
Total with taxes and fees
Book a stay at this luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Berardenga Riding Centre and ...
9/10 Wonderful! (147 reviews)
"Beautiful hotel, staff amazing, tranquil surroundings, and incredible food. The perfect stay in Tuscany!"

Reviewed on Sep 7, 2026

Opens in a new windowCastel Monastero - The Leading Hotels of the World
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
$609 nightly
The price is $682 total per night from Oct 5 to Oct 6
$682 total
Oct 5 - Oct 6
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! (630 reviews)
"The first night was super noisy we could hear the party noise from outside till 4am , we let the staff know. They did not agree with us. Very few 5 star amenities ."

Reviewed on Sep 13, 2026

Opens in a new windowGrand Hotel Continental Siena – Starhotels Collezione
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Borgo San Felice Resort

Borgo San Felice Resort

5 out of 5
San Felice Castelnuovo Berardenga SI
$672 nightly
The price is $751 total per night from Oct 11 to Oct 12
$751 total
Oct 11 - Oct 12
Total with taxes and fees
Book a stay at this luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Popular attractions San Felice Winery and Castle ...
9.8/10 Exceptional! (91 reviews)
"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property ..."

Reviewed on Sep 5, 2026

Opens in a new windowBorgo San Felice Resort
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 Chianti Region

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

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! (122 reviews)

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

Travelers say...
"My family of 10, 2 grandparents, two adult children and their spouses plus 4 teenagers spent a wonderful week at that the Villa Iris. The house is lovely and has air conditioning. The 6 bedrooms with 6 bathrooms were great to have. Every day we went went to a different hill town, explored them and ..."

Reviewed on Jul 25, 2026

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Opens in a new windowVILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
Querceto di Castellina

Querceto di Castellina

Località Querceto 9 Castellina in Chianti SI
Stay at this country house in Castellina in Chianti. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Il Molino di Grace Winery and Pieve ...
9.4/10 Exceptional! (43 reviews)
"First of all, the property is in a beautiful location with amazing views and a very peaceful, quiet atmosphere. It has so much potential! The swimming pool is absolutely beautiful, with an incredible view—it really feels like a dream pool. Castellina, the charming old town nearby, was also one of ..."

Reviewed on Aug 30, 2026

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Opens in a new windowQuerceto di Castellina
Hu Norcenni Girasole Village
Great for families

Hu Norcenni Girasole Village

4 out of 5
Via Norcenni 7 Figline e Incisa Valdarno FI
$54 nightly
The price is $61 total per night from Sep 17 to Sep 18
$61 total
Sep 17 - Sep 18
Total with taxes and fees
Book a stay at this family-friendly campground in Figline e Incisa Valdarno. Enjoy free parking, 7 outdoor pools, and 3 restaurants. Popular attractions Fashion ...
8.6/10 Excellent! (331 reviews)

Families like: Outdoor pools, free waterpark access, kids club, playground

Travelers say...
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."

Reviewed on Sep 3, 2026

Opens in a new windowHu Norcenni Girasole Village
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Villa Rigacci

Villa Rigacci

4 out of 5
Località Rigacci 75, loc. Vaggio Reggello FI
$136 nightly
The price is $158 total per night from Oct 14 to Oct 15
$158 total
Oct 14 - Oct 15
Total with taxes and fees
Book a stay at this business-friendly hotel in Reggello. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Masaccio Museum of Sacred Art ...
9.4/10 Exceptional! (55 reviews)
"Excellent place, great food, awesome pool."

Reviewed on Aug 16, 2026

Opens in a new windowVilla Rigacci
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.

Best Chianti Region Flight and Hotel Packages

Chianti Region flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze

Aurum Firenze

4 out of 5
Price was $1,403, price is now $951 per person
$951
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Aurum Uffizi

Aurum Uffizi

4 out of 5
Price was $1,420, price is now $1,016 per person
$1,016
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Price was $2,036, price is now $1,491 per person
$1,491
per person
Oct 30 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Don't see what you're looking for?
See all available trips from Boston to Chianti Region
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Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

How much is the cheapest flight to Chianti Region?
In the last seven days, the cheapest roundtrip flight to Chianti Region cost $72 on our site. Take a look at our fantastic deals, secure your booking and prepare for your next getaway. This price was available on Travelocity for flights to Chianti Region departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Chianti Region?
Spend more of your money on epic experiences rather than airline tickets by visiting Chianti Region in February. This is the most inexpensive month to board a plane to this place based on Travelocity's direct return flight demand from January to December last year. Take a look at our range of flights and get out of town without paying a fortune.
How can I check my flight status to Chianti Region?
Get updates on your flight to Chianti Region, make changes to your journey and a whole lot more from our "Trips" customer portal. Located at the top of the Travelocity homepage, it's the place to manage and view your bookings. All you need to do is sign in or open an account. Savvy adventurers will also love the Travelocity app. You'll get real-time trip updates, along with the ability to view and book hotels, rental cars and activities while you're on the move. If you have family flying with you, it's also a quick way to share your flight info with each other.
How do I find the best deals on flights to Chianti Region?
Be flexible with your travel dates and there's a good chance you'll find an epic deal. When searching for flights on Travelocity, click "Flexible dates" at the top of the page to reveal prices for nearby days. Also try to book ahead and avoid busy peak periods. In the last seven days, the lowest price for a return flight to Chianti Region was $72. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Chianti Region with Travelocity?
Seek out cheap flights to Chianti Region with Travelocity and start packing for your next escape. With round-the-clock customer assistance during all stages of your trip and our Price Match Guarantee, we take the bother out of reserving cheap family flights, places to stay, activities and more. Lock in a great deal today and brace yourself for the adventure of a lifetime.
What are the most popular flight routes to Chianti Region?
As a well-known destination for travelers, you'll find excellent connections to Chianti Region. Browse this list of popular routes:

  • Paris (CDG-Roissy-Charles de Gaulle) to Peretola Airport (FLR) - 849 flights a month.
  • Amsterdam (AMS-Schiphol) to Peretola Airport (FLR) - 836 flights a month.
  • Barcelona (BCN-Barcelona Intl.) to Peretola Airport (FLR) - 637 flights a month.

How much is a flight to Chianti Region on average?
Roundtrip flights to Chianti Region cost between $72 and $1,764 in the last seven days. When you see a ticket price that matches your budget, grab it quickly. Cheap deals don't last long! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Chianti Region?
Below you can see a selection of preferred direct flights to Chianti Region as well as their average journey times:

  • Paris (CDG-Roissy-Charles de Gaulle) to Peretola Airport (FLR) - 1 hour and 45 minutes
  • Amsterdam (AMS-Schiphol) to Peretola Airport (FLR) - 1 hour and 57 minutes
  • Barcelona (BCN-Barcelona Intl.) to Peretola Airport (FLR) - 1 hour and 45 minutes

What can I expect on a flight to Chianti Region?
If you've booked a long-haul flight to Chianti Region, you can generally expect drinks, food and entertainment on board. Airlines strive to make longer flights as comfortable as possible for passengers. Brief trips — as well as flights with budget airlines — may not come with such inclusions. If you're after cheap flights for family vacations with a low-cost carrier, it's possible you'll pay extra for things like drinks and snacks.

Plane Tickets To Chianti Region

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Chianti Region. Browse through our inventory to explore a wide range of cheap flights to Chianti Region to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Chianti Region as you anxiously await to exit the plane and explore what Chianti Region has to offer. Considering all the amazing local food and culture in Chianti Region, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Chianti Region to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Chianti Region without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Chianti Region with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Chianti Region today!

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.