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
JFK
John F. Kennedy Intl.
FLR
Peretola
$500 Roundtrip, found 2 hours ago
$500
Roundtrip
found 2 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ORY | Pisa | November 1 to November 16 | $72 |
| SEN | Pisa | October 9 to October 16 | $79 |
| BCN | Florence | November 21 to November 22 | $114 |
| LGW | Florence | October 6 to October 19 | $132 |
| CDG | Florence | October 6 to October 6 | $160 |
| AMS | Pisa | November 6 to November 9 | $170 |
| FCO | Florence | October 3 to October 10 | $170 |
| AMS | Florence | December 10 to December 15 | $197 |
| DUS | Florence | October 22 to October 26 | $293 |
| BCN | Pisa | October 12 to October 14 | $297 |
| JFK | Florence | December 2 to December 9 | $502 |
| JFK | Pisa | October 13 to October 19 | $749 |
| PVG | Florence | September 29 to October 18 | $1,197 |
| PVG | Pisa | September 28 to October 2 | $1,764 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| BCN | Florence | September 19 to September 26 | $193 |
| ORY | Pisa | September 20 to September 24 | $196 |
| FCO | Florence | September 18 to September 21 | $204 |
| CDG | Florence | September 20 to September 25 | $216 |
| LHR | Florence | September 20 to September 24 | $257 |
| LTN | Pisa | September 18 to September 21 | $273 |
| AMS | Florence | September 19 to September 23 | $289 |
| JFK | Florence | September 20 to September 29 | $721 |
| JFK | Pisa | September 18 to October 16 | $1,131 |
Chianti Region Flight Information
Traveling to | Chianti Region |
|---|---|
Lowest Price | $72 |
Number of Airlines Serving | |
Airlines Serving | American Airlines, Swiss International Air Lines, Condor |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Chianti Region Accommodation Deals
La Perla
Via Delle Terme 25 Siena SI
$101 nightly
The price is $117 total per night from Oct 6 to Oct 7
$117 total
Oct 6 - Oct 7
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 ...
Sangallo Park Hotel
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
LHP Certaldo Resort
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
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Hotel Italia
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
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
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
Castel Monastero - The Leading Hotels of the World
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
Grand Hotel Continental Siena – Starhotels Collezione
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! (631 reviews)
"Our stay was just ok. Very noisy streets. And the bread at the breakfast buffet was extremely stale for both mornings. We could not eat it. If you are allergic to dust be warned that their curtains and bed headers are very dusty."
Reviewed on Sep 16, 2026
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Borgo San Felice Resort
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
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.
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
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
Hu Norcenni Girasole Village
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
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Villa Rigacci
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
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
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Frequently asked questions
Plane Tickets To Chianti Region
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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!
More Ways To Wander
Chianti Region Hotels
Find the perfect hotel after your flight
Chianti Region Vacation Rentals
Great Deals on alternative accommodations
Chianti Region Car Rentals
Affordable cars to get you around town
Chianti Region Vacations
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Things to do in Chianti Region
Activities, attractions and tours
Explore More Ways to Travel with Travelocity
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- La pietra del cabreo
- Le Convertoie Tuscan Villa with Pool & History
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- The Bartaline hut
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