Chianti Region Packages (Flight + Hotel)

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Top Chianti Region Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
San Lorenzo
Price was ฿26,802, price is now ฿23,179 per person
฿23,179
per person
2 Sept - 4 Sept
found 19 hours ago
Return direct flight included
Liverpool (LPL) to Florence (FLR)
9/10 Wonderful! (1,420 reviews)
Good option in relation to the price

Reviewed on 26 Jun 2026

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
Price was ฿39,358, price is now ฿32,630 per person
฿32,630
per person
2 Sept - 4 Sept
found 19 hours ago
Return direct flight included
Liverpool (LPL) to Florence (FLR)
9.8/10 Exceptional! (1,003 reviews)
Beautiful hotel, walking distance to everything. The lounge was a welcomed escape from the heat. Breakfast options were plenty and the staff were very helpful. I would definitely recommend staying here.

Reviewed on 24 Jun 2026

Il Malaspina

Il Malaspina

4 out of 5
Historic Centre of Florence
Price was ฿31,115, price is now ฿26,391 per person
฿26,391
per person
2 Sept - 4 Sept
found 19 hours ago
Return direct flight included
Liverpool (LPL) to Florence (FLR)
9.8/10 Exceptional! (139 reviews)
Amazing hotel, service and staff !!

Reviewed on 24 Jun 2026

Villa Neroli

Villa Neroli

4 out of 5
Coverciano
Price was ฿28,171, price is now ฿23,927 per person
฿23,927
per person
2 Sept - 4 Sept
found 19 hours ago
Return direct flight included
Liverpool (LPL) to Florence (FLR)
9.6/10 Exceptional! (615 reviews)
Arriving at this villa was breathtaking. The immaculate gardens and beautiful structure gave a Tuscan villa feel while still being close enough by bus to the city centre. We booked a family room for 2 adults and 3 kids which was larger than expected and very comfortable, especially the bed. It had a big balcony where we could see the gardens and sunset which created a great memory. The only issue was that we couldn't easily keep the doors open to each room to allow the kids in and out as they automatically lock, so we had to place something in to wedge the door. The pool was slightly smaller than I pictured but still a great size for the number of guests and never felt crowded. Deck chairs were also always available. The pool temperature was perfect, as was the setting. There was also a pool bar which was very convenient and reasonably priced. The location felt very local and we had one of our favourite dinners in all of Italy nearby. It was an easy bus ride into town with a short (hot) walk. There is also a large playground nearby which was great for the kids.

Reviewed on 24 Jun 2026

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Cortona Old Town
Price was ฿31,354, price is now ฿27,416 per person
฿27,416
per person
2 Sept - 4 Sept
found 19 hours ago
Return direct flight included
Liverpool (LPL) to Florence (FLR)
10/10 Exceptional! (288 reviews)
This was my favorite place we stayed in Italy. The property is immaculate and convenient to the city square. The staff were all so kind, professional, and personable. We loved the spa, the beautiful pool, the views, the cocktail bar on site. We will be back.

Reviewed on 20 Jun 2026

Top hotels in Chianti Region

Hotel Toscana Ambassador

Hotel Toscana Ambassador

4 out of 5
Via Salceto, 11 Poggibonsi SI
Fully refundableReserve now, pay when you stay
The price is ฿2,234 per night from 29 Jun to 30 Jun
฿2,234
฿2,685 total
29 Jun - 30 Jun
includes taxes & fees
8.2/10 Very good! (346 reviews)
"It is old need to be renovated for 4 stars. The location is good for some local restaurants."

Reviewed on 11 Jun 2026

Hotel Toscana Ambassador
Castello Vicchiomaggio

Castello Vicchiomaggio

Via Vicchiomaggio, 4 Greve in Chianti FI
Fully refundableReserve now, pay when you stay
The price is ฿6,522 per night from 5 Jul to 6 Jul
฿6,522
฿7,174 total
5 Jul - 6 Jul
includes taxes & fees
9.4/10 Exceptional! (396 reviews)
"Absolutely stunning building and grounds, our room was beautiful and full of character."

Reviewed on 24 Jun 2026

Castello Vicchiomaggio
Relais Vignale & Spa

Relais Vignale & Spa

4 out of 5
Via Pianigiani 9 Radda in Chianti SI
Fully refundableReserve now, pay when you stay
The price is ฿6,879 per night from 21 Jul to 22 Jul
฿6,879
฿8,733 total
21 Jul - 22 Jul
includes taxes & fees
9.2/10 Wonderful! (296 reviews)
"We had a wonderful stay at Relais Vignale! Our room was wonderful and we had a beautiful terrace. The breakfast was lovely and included and the pool was relaxing. We also used the spa for a morning which we loved before the winery tour we booked through the resort. It made the trip so easy and relaxing ..."

Reviewed on 25 Jun 2026

Relais Vignale & Spa
See all 4,937 properties in Chianti Region
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.

Stay near popular Chianti Region attractions

A spiral staircase with a person standing on it.

Antinori nel Chianti Classico

9.4/5 (16 reviews)
You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Visit the stunning cathedral and wineries in this walkable area.
See properties

What to do in Chianti Region

Skip-the-Line Duomo: Priority-Access 30-Minute Guided Tour

Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour

฿758
per adult
82% of travellers recommend
Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour
Florence: Reserved Entrance Ticket to the Medici Chapel

Florence: Reserved Entrance Ticket to the Medici Chapel

฿673
per adult
Florence: Reserved Entrance Ticket to the Medici Chapel
City Sightseeing Florence Hop-on Hop-off

City Sightseeing Florence Hop-on Hop-off Bus Tour

฿1,099
per adult
76% of travellers recommend
City Sightseeing Florence Hop-on Hop-off Bus Tour
See all activities in Chianti Region

Frequently asked questions

Can I cancel my flight booking to Chianti Region due to COVID-19?
Our Customer Service Portal is your one-stop shop for almost every travel question, including about flight changes related to COVID-19. For more peace of mind, we suggest looking over the terms and conditions of your preferred airline before reserving a seat.
What's the best way to find cheap flights to Chianti Region that have flexible change policies?
It's as easy as can be with Expedia. Step 1: Type in your travel dates and click the "Search" button. Second step: Check the "No change fee" box below the "Flexible change policies" filter to the left of your screen. Step 3. Reserve your flexible and cheap flight to Chianti Region.
What are some of the general tips for travellers to Chianti Region during the COVID-19 outbreak?
COVID-19 has changed how the world works in countless ways, including how we're able to travel safely. These tips will help you understand these new challenges and prepare you for your trip to Chianti Region:
  • Look into if any restrictions apply to both your destination and origin. You may not be able to travel depending on local circumstances, so make sure you check before you book.
  • Wear a face mask even during airport screening. A TSA employee will require you to adjust your mask for ID purposes.
  • Avoid handing your boarding pass directly to a TSA officer. Rather, position the pass on the reader and then hold it up for inspection.
  • TSA is now allowing passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on bags. This will need to be removed from your bag to be screened.
  • To reduce handling during the screening process, place items such as your phone, keys and wallet into your carry-on rather than into the bins.
  • If you're taking food through the security checkpoint, place it in a clear plastic bag and then into a screening bin. This lessens the likelihood that a TSA agent will need to touch your carry-on bag or food container for closer inspection.

Which airlines fly to Chianti Region?
Alitalia offers flights into or near Chianti Region, including 121 that fly into Peretola Airport (FLR) each month. Select your travel dates and then book your seat early for the biggest bargain.
How can I find cheap tickets to Chianti Region?
To nab a terrific deal to Chianti Region, book well in advance. Also think about using Expedia's handy "flexible dates" link at the top of your search results. This will list prices for similar time frames. In the last seven days, was the best price for a flight to Chianti Region.
How much is a flight to Chianti Region?
One-way flights from () sold for as little as in the last seven days. During this time, the cost of a return air ticket to Chianti Region ranged between and . If you find a fantastic deal, book quickly — these prices don't stick around.
What are the most popular airports to fly into in Chianti Region?
Peretola Airport (FLR) is the main entryway for those headed to Chianti Region. Roughly 1323 flights a month land at this airport.
When is the cheapest time to fly to Chianti Region?
Fly out on a Tuesday to better your chances of securing the cheapest airfare to Chianti Region. Mondays are usually the next most affordable day to depart. Saturday is typically the priciest day to fly anywhere.
How much is a plane ticket to Chianti Region?
In the last seven days, tickets to Chianti Region varied between and . Prices usually rise as your travel date nears, so book a great deal today.
Which airlines with flights to Chianti Region employ COVID-19 cleanliness policies?
As passengers and cabin crew begin travelling again, many airlines have introduced social distancing and other vital measures to reduce the impact of COVID-19. Here are some good examples:
  • Ryanair - this airline is known for cleaning with disinfectant and providing passenger masks.
  • Vueling - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Air Dolomiti - this airline is known for cleaning with disinfectant and conducting passenger temperature checks.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.