Search Cheap Flights to
Pienza

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Cheap Flights to Pienza

Fall in love at first flight with your vacation to Pienza by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Pienza on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Pienza, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Pienza

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Pienza with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the SAY airport.

What is the cheapest month to fly to Pienza?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Pienza are in , but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Pienza?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find  to choose from for your flight to Pienza.

What airport is best to fly into Pienza?

When you’re planning your trip to Pienza, convenience is the name of the game. Luckily, Pienza Perugia San Francesco d'Assisi – Umbria Intl. Airport Airport is nearby so you can deplane and get going on checking off everything on your Pienza must-do list.

How much are flights to Pienza?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Pienza on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as , you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Pienza?

The trick to saving a stack of cash on your flight to Pienza? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as  right now, why wait?

Pienza Flight Information
Destination airport
Pienza
Destination airport IATA code
SAY

Last Minute Hotel Deals in Pienza

Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
Book a stay at this business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and room service. Popular attractions RI Crea RE and Enoteca Di ...
9.2/10 Wonderful! (134 reviews)
Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!

Reviewed on Oct 25, 2025

Hotel San Gregorio
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11 Pienza SI
Book a stay at this family-friendly hotel in Pienza. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (324 reviews)
Amazing hotel completely walkable to all pienza has to offer. The breakfast is amazing. The room was so pretty. The jacuzzi topped of a perfect day

Reviewed on Nov 20, 2025

Hotel Corsignano
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26 Pienza SI
Stay at this hotel in Pienza. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Chiesa ...
8.6/10 Excellent! (610 reviews)
The room was beautiful and very clean. Breakfast staff was very kind.

Reviewed on Oct 29, 2025

Hotel Relais II Chiostro di Pienza
Agriturismo Il Macchione

Agriturismo Il Macchione

S.P. 71 Per S. Anna in Camprena Pienza SI
Book a stay at this family-friendly hotel in Pienza. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (56 reviews)
The owners and staff are hospitable .and accommodating very warm people

Reviewed on May 28, 2025

Agriturismo Il Macchione
Podere Spedalone

Podere Spedalone

1 out of 5
Strada per Cosona SP71 Pienza SI
Stay at this farm stay in Pienza. Enjoy free breakfast, free parking, and an outdoor pool. Popular attractions Monastery of Sant'Anna in Camprena and San Giovanni ...
9.4/10 Exceptional! (42 reviews)
Wow is an understatement. This was the most spectacular part of our entire Italy trip. From the moment we arrived we felt very welcomed. The sprawling property is spectacular to roam around. Lots of space to go for a run. Easy to get to Montepulciano and Pienza. Nice to meet so many other travelers. ...

Reviewed on Oct 16, 2025

Podere Spedalone
Sant'Anna in Camprena Agriturismo

Sant'Anna in Camprena Agriturismo

Loc. Sant'Anna in Camprena Pienza SI
Stay at this farm stay in Pienza. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Monastery of Sant'Anna in Camprena and San Giovanni ...
10/10 Exceptional! (5 reviews)
.

Reviewed on Aug 8, 2025

Sant'Anna in Camprena Agriturismo
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (254 reviews)
Our arrival experience was less than stellar for a warm welcome to property. Front desk associate was very cold and accusatory of the situation we encountered outside of the property. We have traveled extensively and I expected better arrival experience. It all changed for the better when we finally ...

Reviewed on Nov 23, 2025

Monastero di Cortona Hotel & Spa
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
Book a stay at this business-friendly country house in Montepulciano. Enjoy free WiFi, free parking, and an attached winery. Our guests praise the helpful staff ...
9.6/10 Exceptional! (275 reviews)
Great room and service

Reviewed on Nov 11, 2025

Relais Villa Grazianella - UNA Esperienze
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.