Cheap Flight Deals to Chianti Region 52 from CA $156

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How to find cheap flights to Chianti Region?

The cheapest prices found with in the last 7 days for return flights were CA $141 and CA $156 for one-way flights to Chianti Region for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
SENPisaJuly 14 to July 18CA $141
ORYPisaJune 10 to June 18CA $198
FCOFlorenceJune 22 to June 29CA $213
BCNFlorenceMay 11 to May 15CA $245
AMSPisaJune 27 to July 6CA $255
CDGFlorenceJune 8 to June 12CA $266
LHRFlorenceMay 17 to May 29CA $275
AMSFlorenceJune 8 to June 14CA $348
DUSFlorenceMay 11 to May 15CA $387
BCNPisaMay 17 to May 20CA $419
JFKFlorenceMay 20 to May 28CA $1,420
JFKPisaMay 20 to May 28CA $1,421
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
FCOFlorenceMay 4 to May 8CA $302
CDGFlorenceMay 3 to May 9CA $332
AMSFlorenceMay 4 to May 8CA $349
LHRFlorenceMay 3 to May 6CA $351
CDGPisaMay 3 to May 9CA $515
AMSPisaMay 2 to May 5CA $728
JFKFlorenceMay 3 to May 7CA $1,798
*Prices include taxes and fees

Your guide to flights to Chianti Region, 52

Scandinavian Airlines, Lufthansa, WestJet, TAP Portugal fly to Chianti Region, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Chianti Region 52 currently costs between CA $141 and CA $1,798. Prices vary, but for the best fares, travel in May when prices are at their lowest.  

Top tips for finding cheap flights to Chianti Region  

The cheapest flight for a round trip to Chianti Region is currently CA $141. When you search for flights to Chianti Region, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Chianti Region for nearby days.  The cheapest month to travel to Chianti Region is May from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Chianti Region 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Chianti Region with Travelocity 

We have top deals on plane tickets even for last minute flights to Chianti Region, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Chianti Region for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Chianti Region

La Perla

La Perla

1 out of 5
Via Delle Terme 25, Siena, SI
The price is CA $147 per night from May 22 to May 23
CA $147
CA $169 total
includes taxes & fees
May 22 - May 23
Stay at this hotel in Siena. Enjoy free WiFi, daily housekeeping, and concierge services. Popular attractions Piazza del Campo and Siena Cathedral are located ...
7.6/10 Good! (266 reviews)
"This hotel is very well located, you have restaurants, stores and tourist attractions at walking distance. In addition, there is a taxi station right in front of the hotel (very important to go to the train/bus station). Last but not least, the staff was very kind. Highly recommended!"

Reviewed on Sep. 30, 2024

La Perla
Sangallo Park Hotel

Sangallo Park Hotel

3 out of 5
Strada Di Vico Alto 2, Siena, SI
The price is CA $139 per night from May 25 to May 26
CA $139
CA $161 total
includes taxes & fees
May 25 - May 26
Stay at this 3-star business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza del Campo and Siena Cathedral ...
9/10 Wonderful! (559 reviews)
"Really lovely staff, good breakfast"

Reviewed on Oct. 14, 2024

Sangallo Park Hotel
Hotel Certaldo

Hotel Certaldo

4 out of 5
via del Molino, 74, Certaldo, FI
The price is CA $188 per night from Apr. 30 to May 1
CA $188
CA $215 total
includes taxes & fees
Apr 30 - May 1
Stay at this 4-star business-friendly hotel in Certaldo. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (498 reviews)
"Great service and excellent customer support"

Reviewed on Oct. 13, 2024

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

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
The price is CA $213 per night from May 6 to May 7
CA $213
CA $243 total
includes taxes & fees
May 6 - May 7
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! (981 reviews)
Great 3 night stay - perfect location
"Great place to stay, close the all the sights in Siena and the railway station (via the escalator link). Comfortable room and excellent buffet breakfast. Staff were very friendly and helpful."

Reviewed on Apr. 15, 2025

Hotel 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
The price is CA $1,648 per night from Apr. 28 to Apr. 29
CA $1,648
CA $1,825 total
includes taxes & fees
Apr 28 - Apr 29
Stay at this 5-star luxury hotel in Barberino Tavarnelle. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Antinori nel Chianti Classico ...
9.6/10 Exceptional! (118 reviews)
"Great overall"

Reviewed on Mar. 25, 2025

COMO 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
The price is CA $867 per night from May 8 to May 9
CA $867
CA $970 total
includes taxes & fees
May 8 - May 9
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Villa a Sesta Polo Club and ...
8.8/10 Excellent! (138 reviews)
"Beautiful grounds anf the staff was great. Very helpful and professional."

Reviewed on Dec. 30, 2024

Castel 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
The price is CA $516 per night from Apr. 26 to Apr. 27
CA $516
CA $584 total
includes taxes & fees
Apr 26 - Apr 27
Stay at this 5-star luxury hotel in Siena. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the room service ...
9.2/10 Wonderful! (525 reviews)
"Beautiful hotel, amazing staff, wonderful rooms and facility, will stay again."

Reviewed on Apr. 22, 2025

Grand Hotel Continental Siena – Starhotels Collezione
Save an average of 15% on thousands of hotels when you're signed in
Borgo San Felice Resort

Borgo San Felice Resort

5 out of 5
San Felice, Castelnuovo Berardenga, SI
The price is CA $1,026 per night from Apr. 26 to Apr. 27
CA $1,026
CA $1,144 total
includes taxes & fees
Apr 26 - Apr 27
Stay at this 5-star luxury hotel in Castelnuovo Berardenga. Enjoy free breakfast, free WiFi, and free parking. Popular attractions San Felice Winery and Castle ...
9.6/10 Exceptional! (66 reviews)
"Beautiful property!"

Reviewed on Oct. 13, 2024

Borgo 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 ROOMS, SWIMMING POOL, SPA, SAUNA.

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! (66 reviews)
Great Stay
"Great place to stay with family/friends. The grounds are beautiful and immaculately maintained. The house is spotless. The owners organized a meal and a cooking class at the villa for us. They were willing and able to help in any way possible and were very organized with the check in and check out ..."

Reviewed on Mar. 30, 2025

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, 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! (38 reviews)
Lovely stay
"What a lovely place. It was perfect. So peaceful, had everything we needed and not too far from town where there are great little restaurants and markets. We loved our stay here and the wine is wonderful as well! Also recommend the cooking class with Laura. It was a great experience"

Reviewed on May 5, 2024

Querceto di Castellina
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

4 out of 5
Via Norcenni 7, Figline e Incisa Valdarno, FI
The price is CA $74 per night from Apr. 30 to May 1
CA $74
CA $84 total
includes taxes & fees
Apr 30 - May 1
Stay at this 4-star spa campground in Figline e Incisa Valdarno. Enjoy free parking, 7 outdoor pools, and 3 restaurants. Popular attractions Franciscan Monastery ...
8.4/10 Very Good! (272 reviews)
"Everything ok 🙂"

Reviewed on Sep. 29, 2024

Hu Norcenni Girasole Village
Save an average of 15% on thousands of hotels when you're signed in
Villa Rigacci

Villa Rigacci

4 out of 5
Località Rigacci 75, loc. Vaggio, Reggello, FI
The price is CA $217 per night from May 4 to May 5
CA $217
CA $246 total
includes taxes & fees
May 4 - May 5
Stay at this 4-star family-friendly hotel in Reggello. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Masaccio Museum of Sacred Art and ...
9.4/10 Exceptional! (43 reviews)
Great experience in Tuscany
"Amazing hosts and great experience !"

Reviewed on Apr. 18, 2025

Villa 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.
Eurostars Florence Boutique
Monastero di Cortona Hotel & Spa
Aurum Uffizi
Don't see what you're looking for?
See all available trips from Toronto to Chianti Region
View all trips

Need a car after flight to Chianti Region?

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 CA $141 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 May. 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 CA $141. 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 CA $141 and CA $1,798 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.

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!

*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.