Cheap Flight Deals to Chianti Region 52 from CA $90

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 $175 and CA $90 for one-way flights to Chianti Region for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
LTNPisaJune 24 to June 26CA $175
FCOFlorenceSeptember 15 to September 22CA $211
ORYPisaSeptember 16 to September 30CA $217
BCNPisaJuly 9 to July 12CA $245
BCNFlorenceJune 30 to July 1CA $268
LHRFlorenceAugust 5 to August 15CA $275
CDGFlorenceJuly 2 to July 6CA $285
AMSFlorenceAugust 24 to September 5CA $286
AMSPisaSeptember 18 to October 1CA $327
DUSFlorenceJuly 30 to August 6CA $328
JFKFlorenceSeptember 6 to September 13CA $545
JFKPisaAugust 4 to August 20CA $1,028
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
LHRFlorenceJune 20 to June 30CA $295
LTNPisaJune 22 to June 28CA $311
AMSFlorenceJune 21 to June 27CA $359
AMSPisaJune 21 to June 28CA $377
ORYFlorenceJune 22 to June 30CA $521
*Prices include taxes and fees

Your guide to flights to Chianti Region, 52

easyJet, WestJet, British Airways 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 $175 and CA $1,028. Prices vary, but for the best fares, travel in October 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 $175. 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 October 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
Stay at this hotel in Siena. Enjoy free WiFi, daily housekeeping, and pillowtop beds. Popular attractions Piazza del Campo and Siena Cathedral are located ...
7.6/10 Good! (273 reviews)
"This was an excellent location and place to stay for our two nights in Siena. The room is small but clean and has a great view. Staff were friendly. Would recommend!"

Reviewed on May 19, 2025

La Perla
Sangallo Park Hotel

Sangallo Park Hotel

3 out of 5
Strada Di Vico Alto 2, Siena, SI
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! (560 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
Stay at this 4-star business-friendly hotel in Certaldo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (500 reviews)
"This was a gem. Great stop spot between Rome and Florence. Staff was awesome. All services and amenities were great and our requests were easily looked after. Lobby and hotel in general beautiful. Dinner and buffet breaky were excellent. Very good quality meals and very good service. This place was ..."

Reviewed on Apr. 25, 2025

Hotel Certaldo
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Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
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! (984 reviews)
Crisp, clean linen
"Perfect location for day trips because it is a three minute walk to the train station, which is part of a mall with a big supermarket. The breakfast is wonderful, and the breakfast staff is friendly and kind. Our room was clean and modern with crisp linen. We would stay at Hotel Italia again."

Reviewed on Jun. 14, 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
Stay at this 5-star luxury hotel in Barberino Tavarnelle. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Abbey of Passignano and Casa ...
9.4/10 Exceptional! (123 reviews)
"Fantastic staff, warm but professional! Great recs and helped with booking good transport. Breakfast was the best I had in Europe! Amazing views"

Reviewed on May 13, 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
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 ...
"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
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! (535 reviews)
"Magical - In the heart of beautiful Siena"

Reviewed on Jun. 8, 2025

Grand 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
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 ...
"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! (67 reviews)
Tuscany stay
"It is a wonderful property, a beautiful villa with all expectations met, Caterina and Calorina were great hosts and looked after every detail. Location was great right in the middle of wine country"

Reviewed on Jun. 14, 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! (39 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
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! (286 reviews)
"Really nice and very helpful"

Reviewed on Jun. 11, 2025

Hu Norcenni Girasole Village
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Villa Rigacci

Villa Rigacci

4 out of 5
Località Rigacci 75, loc. Vaggio, Reggello, FI
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 ...
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
NH Collection Firenze Porta Rossa
Dimora Palanca Boutique & SPA
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See all available trips from Montreal to Chianti Region
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Chianti Region flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
Bernini Palace
Glance Hotel In Florence
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See all available trips from Montreal to Chianti Region
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Need a car after flight to Chianti Region?

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.