Cheap flights To Montalcino (GRS) from $322

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Cheap Flights to Montalcino from $322 One Way, $500 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Feb 19 - Mon, Feb 22
JFK
John F. Kennedy Intl.
FLR
Peretola
$500 Roundtrip, found 2 days ago
$500
Roundtrip
found 2 days ago
Select Condor flight, departing Fri, Feb 19 from John F. Kennedy Intl. to Peretola, returning Mon, Feb 22, priced at $500 found 2 days ago
Sun, Oct 25 - Wed, Nov 25
JFK
John F. Kennedy Intl.
FLR
Peretola
$502 Roundtrip, found 12 hours ago
$502
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Sun, Oct 25 from John F. Kennedy Intl. to Peretola, returning Wed, Nov 25, priced at $502 found 12 hours ago
Wed, Oct 21 - Thu, Nov 5
JFK
John F. Kennedy Intl.
FLR
Peretola
$503 Roundtrip, found 2 hours ago
$503
Roundtrip
found 2 hours ago
Select Iberia flight, departing Wed, Oct 21 from John F. Kennedy Intl. to Peretola, returning Thu, Nov 5, priced at $503 found 2 hours ago
Wed, Jan 13 - Wed, Jan 20
JFK
John F. Kennedy Intl.
FLR
Peretola
$517 Roundtrip, found 3 days ago
$517
Roundtrip
found 3 days ago
Select British Airways flight, departing Wed, Jan 13 from John F. Kennedy Intl. to Peretola, returning Wed, Jan 20, priced at $517 found 3 days ago
Tue, Nov 10 - Thu, Nov 19
JFK
John F. Kennedy Intl.
FLR
Peretola
$521 Roundtrip, found 1 day ago
$521
Roundtrip
found 1 day ago
Select Swiss International Air Lines flight, departing Tue, Nov 10 from John F. Kennedy Intl. to Peretola, returning Thu, Nov 19, priced at $521 found 1 day ago
Tue, Nov 10 - Thu, Nov 19
JFK
John F. Kennedy Intl.
FLR
Peretola
$530 Roundtrip, found 1 day ago
$530
Roundtrip
found 1 day ago
Select Lufthansa flight, departing Tue, Nov 10 from John F. Kennedy Intl. to Peretola, returning Thu, Nov 19, priced at $530 found 1 day ago
Tue, Nov 10 - Thu, Nov 19
JFK
John F. Kennedy Intl.
FLR
Peretola
$531 Roundtrip, found 1 day ago
$531
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Nov 10 from John F. Kennedy Intl. to Peretola, returning Thu, Nov 19, priced at $531 found 1 day ago
Tue, Nov 10 - Thu, Nov 19
JFK
John F. Kennedy Intl.
FLR
Peretola
$569 Roundtrip, found 1 day ago
$569
Roundtrip
found 1 day ago
Select Air France flight, departing Tue, Nov 10 from John F. Kennedy Intl. to Peretola, returning Thu, Nov 19, priced at $569 found 1 day ago
Tue, Nov 10 - Thu, Nov 19
JFK
John F. Kennedy Intl.
FLR
Peretola
$587 Roundtrip, found 1 day ago
$587
Roundtrip
found 1 day ago
Select KLM flight, departing Tue, Nov 10 from John F. Kennedy Intl. to Peretola, returning Thu, Nov 19, priced at $587 found 1 day ago
Wed, Nov 4 - Fri, Nov 13
JFK
John F. Kennedy Intl.
FLR
Peretola
$599 Roundtrip, found 2 hours ago
$599
Roundtrip
found 2 hours ago
Select TAP Portugal flight, departing Wed, Nov 4 from John F. Kennedy Intl. to Peretola, returning Fri, Nov 13, priced at $599 found 2 hours ago

Montalcino Flight Information

Traveling To
Montalcino
Destination Airport IATA Code
GRS
Number of Airlines Serving
Airlines
Swiss International Air Lines, Brussels Airlines, Lufthansa, American Airlines, British Airways, Iberia, Delta, Finnair, Condor, Air France, KLM, TAP Portugal
Flight Price
$500
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Montalcino economy flight packages

Price found within the past 48 hours. Click for updated prices.
Columbus Urban Resort
5.0-star property

Columbus Urban Resort

Oct 31 - Nov 7

7 night stay

New York (JFK) to Florence (FLR)

Iberia • Non-stop roundtrip • Coach
Price was $1,765, price is now $1,196 per person
$1,196
per person
found 14 hours ago
Hotel La Scaletta Al Ponte Vecchio
4.0-star property

Hotel La Scaletta Al Ponte Vecchio

Oct 21 - Oct 25

4 night stay

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

Swiss International Air Lines • Non-stop roundtrip • Coach
Price was $2,171, price is now $1,489 per person
$1,489
per person
found 8 hours ago
Dimora Palanca Boutique & SPA
5.0-star property

Dimora Palanca Boutique & SPA

Oct 31 - Nov 7

7 night stay

New York (JFK) to Florence (FLR)

Iberia • Non-stop roundtrip • Coach
Price was $2,089, price is now $1,530 per person
$1,530
per person
found 14 hours ago
Don't see what you're looking for?
See all available trips from New York to Montalcino
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Montalcino first class flight packages

Price found within the past 48 hours. Click for updated prices.
Bernini Palace
5.0-star property

Bernini Palace

9.8/10 Exceptional! (1,008 reviews)

Oct 27 - Oct 31

4 night stay

Medford (MFR) to Florence (FLR)

United • Roundtrip • FirstClass
Price was $11,838, price is now $11,321 per person
$11,321
per person
found 23 hours ago
L’hôtel est très très bien situé au cœur de l’héritage de Florence…. Le personnel est attentif et dévoué…. Les lieux sont propre et accueillant et le petit déjeuner est honnête…. Recommandé sans hésitation Michel de St Bruno Québec Canada

Reviewed on Sep 13, 2026

Villa Cora
5.0-star property

Villa Cora

9.8/10 Exceptional! (482 reviews)

Oct 27 - Oct 31

4 night stay

Medford (MFR) to Florence (FLR)

United • Roundtrip • FirstClass
Price was $12,251, price is now $11,607 per person
$11,607
per person
found 23 hours ago

The St. Regis Florence
5.0-star property

The St. Regis Florence

9.6/10 Exceptional! (278 reviews)

Oct 27 - Oct 31

4 night stay

Medford (MFR) to Florence (FLR)

United • Roundtrip • FirstClass
Price was $13,180, price is now $12,733 per person
$12,733
per person
found 23 hours ago

Don't see what you're looking for?
See all available trips from Medford to Montalcino
View all trips

Montalcino

Orbitz uses cutting edge mobile technology to help get you the best deals on Montalcino flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

Find Cheap Montalcino Flights And Hotel Rooms Using Our Mobile App

Orbitz not only guarantees low prices for flights to Montalcino, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.

Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Montalcino can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Montalcino. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Montalcino to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.

Frequently asked questions

Which airlines fly to Montalcino?
With 20 airlines to pick from, finding the best flight that matches your travel plans and budget will be a breeze. Fiumicino - Leonardo da Vinci Intl. Airport (FCO) is a major gateway to Montalcino and where you're likely to be touching down. These top international airlines are ready when you are:

  • ITA Airways - 666 flights to Montalcino per month
  • Ryanair - 423 flights to Montalcino per month
  • Vueling - 286 flights to Montalcino per month

How much is a flight to Montalcino?
Travelers from near and far snapped up round-trip bargains ranging from $500 to $599 this week. Kicking off your journey from New York (JFK)? The best one-way fares were just $322.
How to book the cheapest flight to Montalcino?
With some of the most competitive flight deals around, you'll always jet for less with Orbitz. The following useful tips will help you find cheap flights to Montalcino — and leave you with extra cash in your wallet:

  • Departing from or arriving at nearby airports can often be more affordable. Type in your preferred departure and arrival points. Next, select the 'Nearby airports' function below the form fields to explore your options.
  • If your travel plans aren't etched in stone, click on the 'Show flexible dates' link to see the flight deals for different departure dates. If you find a suitable cheaper fare, go with it.
  • Hit 'Show options' to filter your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even select whether you want to fly in the morning, afternoon or evening.
  • The early bird gets the most impressive deals, so book your tickets the moment you know your travel dates. The most affordable fares are quick to sell out and prices normally increase as the departure date gets closer.
  • Make greater savings on your adventure by bundling your flights, hotels and car rental into one handy package. Your bank account will thank you.
  • Whenever possible, don't travel in the most popular seasons. Airfares are often at their highest during summer, school breaks and around other vacation times like Easter and Christmas.

What is the best time to book a flight to Montalcino?
If possible, purchase your tickets to Montalcino in January. This is the best month to reserve low airfares, followed by February and August. With a bit of organizing, you're bound to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Montalcino?
To pick up an incredible flight deal, book on a Tuesday, Wednesday or Saturday. Usually, these are the cheapest days to purchase tickets to Montalcino.
What is the cheapest day of the week to fly to Montalcino?
Look into leaving early in the week to score cheap flights to Montalcino. Orbitz data from 2020 suggests Monday is normally the cheapest day to hop on a plane, followed by Tuesday. Saturdays were shown to have the highest ticket prices. This is probably because many travelers prefer to kick off their escape when the weekend rolls around.
What is the cheapest month to fly to Montalcino?
To secure cheap flights to Montalcino, you should pack your suitcase and depart in August. Orbitz data shows that generally, this is an excellent month to save big on your airfare. If you want to jet to Montalcino during June, be aware that this is the most expensive time of year to travel.
Which airlines allow free cancellation?
We know that plans change and flexibility matters. That's why you can easily search for flights that include free cancellation and no change fees on Orbitz. Simply click on "Filter by flexible change policies" and we'll find you fares more flexible than candy in a car on a hot day!
What do I need for the flight to Montalcino?
The trick to having a seamless flight is to come prepared. Below are some handy tips to take note of before departure:

  • You'll need identification such as a valid passport. To avoid delays while checking in, make sure you book your flight tickets using the same name as your government-issued ID. It's worth having electronic copies of important documents too, just in case!
  • If you're jetting directly to Montalcino, it's likely you'll be in the air for quite a while. Take some snacks and things to keep you occupied. Now is the time to get stuck into that book you've been eyeing off!
  • Cabin temperatures can make your teeth chatter. Carry a sweater even if you're heading off during the height of Montalcino summer.

How do I get cheap first-class/business deals to Montalcino?
Smart travelers have mastered the art of finding business or first-class airfares to Montalcino without the steep price tag. Take their lead with these handy tips:

  • Be flexible with your travel dates and wait for big sales on first or business-class airfares.
  • Plenty of low-cost carriers these days offer comfortable business or premium-class seating that doesn't cost a bundle.
  • Make a bid for an upgrade. Some airlines hold online auctions that let you offer a price for a seat up the front. You can also try upgrading with points earned through a loyalty scheme.

What is the best time to go to Montalcino?
There's loads of fun to be had whatever time of year you decide to go to Montalcino, but February, April and May are when this place is at its busiest. Like to fill up your itinerary with warm-weather experiences? Book your vacation around June 20. This is when the summer season kicks off in the Northern Hemisphere. Expect the mercury to sit anywhere between 60 ºF and 85 ºF during this time.
Travel tips for Montalcino

  • Downtown Montalcino has loads of exciting attractions. Hot spots like Tenuta Greppo Franco Biondi Santi and Fortress of Montalcino will keep your feet on the move and your adventurous spirit full.
  • If you're in the mood for a nice little day trip, there are more sights that'll impress you a short drive from the hustle and bustle. Discover why Siena Cathedral and Torre del Mangia are on the to-do lists of most Montalcino adventurers.
  • Get your butt in the driver's seat and find out what else makes Province of Siena a huge hit with travelers. Organize a car rental with Orbitz and enjoy the wonders of two more top-rated cities — San Gimignano and Poggibonsi.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.