$693 Cheap flights to Thessaly

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Top places to visit in Thessaly

The abandoned fortress of Kastro in Skiathos island, Sporades, Greece.
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Skiathos

Skiathos
Best beaches of Skopelos - beautiful Panormos bay. Sporades islands of Greece
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Skopelos

Skopelos
Alonnisos (Greek: Αλόννησος), also transliterated as Alonissos or Alonisos, is a Greek island in the Aegean Sea. After Skiathos and Skopelos it is the third member of the Northern Sporades.
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Alonissos

Alonissos

Cheap flights to Thessaly from $693 One Way, $1,121 Round Trip

$1,121 return flights and $693 one-way flights to Thessaly were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Sep 22 - Tue, Oct 20
EWR
New York
JSI
Skiathos
$1,121 Roundtrip, found 4 days ago
$1,121
Roundtrip
found 4 days ago
Select Emirates flight, departing Tue, Sep 22 from New York to Skiathos, returning Tue, Oct 20, priced at $1,121 found 4 days ago
Wed, May 13 - Thu, May 21
EWR
New York
IOA
Ioannina
$1,185 Roundtrip, found 1 day ago
$1,185
Roundtrip
found 1 day ago
Select Aegean flight, departing Wed, May 13 from New York to Ioannina, returning Thu, May 21, priced at $1,185 found 1 day ago
Sun, Jun 14 - Tue, Jun 23
EWR
New York
JSI
Skiathos
$1,289 Roundtrip, found 2 days ago
$1,289
Roundtrip
found 2 days ago
Select Emirates flight, departing Sun, Jun 14 from New York to Skiathos, returning Tue, Jun 23, priced at $1,289 found 2 days ago
Wed, May 13 - Thu, May 21
EWR
New York
IOA
Ioannina
$1,291 Roundtrip, found 1 day ago
$1,291
Roundtrip
found 1 day ago
Select Aegean flight, departing Wed, May 13 from New York to Ioannina, returning Thu, May 21, priced at $1,291 found 1 day ago
Fri, Aug 14 - Fri, Aug 28
EWR
New York
JSI
Skiathos
$1,342 Roundtrip, found 21 hours ago
$1,342
Roundtrip
found 21 hours ago
Select Emirates flight, departing Fri, Aug 14 from New York to Skiathos, returning Fri, Aug 28, priced at $1,342 found 21 hours ago
Thu, Aug 13 - Mon, Aug 24
EWR
New York
JSI
Skiathos
$1,342 Roundtrip, found 3 days ago
$1,342
Roundtrip
found 3 days ago
Select Emirates flight, departing Thu, Aug 13 from New York to Skiathos, returning Mon, Aug 24, priced at $1,342 found 3 days ago

Deals For This Weekend's Flights

Find The Perfect Hotel For After Your Flight

Score Epic Thessaly Accommodation Deals

Guesthouse Arsenis

Guesthouse Arsenis

East Road Of Meteora Kalabaka Thessalia
Fully refundableReserve now, pay when you stay
$56 nightly
The price is $64 total per night from Mar 19 to Mar 20
$64 total
Mar 19 - Mar 20
Total with taxes and fees
Stay at this guesthouse in Kalabaka. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Meteora and Monastery of Agia Triada are located ...
8.6/10 Excellent! (92 reviews)
Family hotel in the beautiful surroundings Very friendly owner Room was clean No lift , but the steps for the second floor were not hard Good breakfast Very close to Meteora

Reviewed on Sep 18, 2025

Opens in a new windowGuesthouse Arsenis
Theatro Hotel Odysseon

Theatro Hotel Odysseon

4 out of 5
54, Patriarchou Dimitriou St. Kalabaka Trikala
Book a stay at this family-friendly hotel in Kalabaka. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (730 reviews)
Good value for money, really great staff and amazing breakfast

Reviewed on Mar 15, 2026

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Opens in a new windowTheatro Hotel Odysseon
San Giorgio Villa

San Giorgio Villa

Kastraki Meteora Kalabaka Thessalia
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $83 total per night from Mar 22 to Mar 23
$83 total
Mar 22 - Mar 23
Total with taxes and fees
Stay at this hotel in Kalabaka. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
8.6/10 Excellent! (321 reviews)
Excellent location.

Reviewed on Dec 1, 2025

Opens in a new windowSan Giorgio Villa
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King Lodge

King Lodge

2 out of 5
97 Trikalon Str Kalabaka Thessaly
Stay at this hotel in Kalabaka. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Meteora and Delphi & Thermopilae Day Trip are ...
7.8/10 Good! (106 reviews)
El alojamiento es de los peores en los que he me quedado en mucho tiempo. Todo el mobiliario estaba roto, baño sucio y el secador de pelo precio fuego a los pocos segundos de encenderlo, dejando una estela de humo. Un desastre de hotel.

Reviewed on Dec 28, 2024

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Opens in a new windowKing Lodge
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.

Our Top Thessaly Apartment Hotels

Thalia Rooms Guest House

Thalia Rooms Guest House

Kastraki, Meteora Kalabaka Thessalia
$55 nightly
The price is $65 total per night from Apr 4 to Apr 5
$65 total
Apr 4 - Apr 5
Total with taxes and fees
Stay at this guesthouse in Kalabaka. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Meteora and Geological Museum of Meteora are ...
9.4/10 Exceptional! (94 reviews)
Very welcoming and great room. Highly recommend.

Reviewed on Sep 19, 2025

Opens in a new windowThalia Rooms Guest House
Alsos House

Alsos House

Kanari 5 Kalabaka Thessalia
$88 nightly
The price is $103 total per night from Apr 1 to Apr 2
$103 total
Apr 1 - Apr 2
Total with taxes and fees
Book a stay at this luxury guesthouse in Kalabaka. Enjoy free WiFi, free parking, and an attached winery. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (313 reviews)
Room was large, impeccably clean, nicely apportioned. Seemed like we were staying at a much more expensive hotel. We opted not to do the breakfast as it seemed a bit expensive. Staff was friendly and helpful.

Reviewed on Mar 8, 2026

Opens in a new windowAlsos House
Aegean Diamonds Boutique Villas

Aegean Diamonds Boutique Villas

Loutraki Skopelos Skopelos Skopelos Island
Stay at this villa in Skopelos. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Agios Ioannis Beach and Agios Ioannis Chapel are located ...
10/10 Exceptional! (2 reviews)
Traditional stone built villa
Full of character. Shady balconies front and back. Cool stone floors.

Reviewed on Aug 15, 2018

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Opens in a new windowAegean Diamonds Boutique Villas
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Villa Agape in Kala Nera Pelion

Villa Agape in Kala Nera Pelion

Rodia Area South Pelion Thessalia
Book a stay at this luxury villa in South Pelion. Enjoy free WiFi, free parking, and a garden. Popular attractions Museum of Olive and Oil and Koropi Beach are ...
10/10 Exceptional! (1 review)
One of the best apartments I got to stay in!
By far one of the best apartments I had in any of my trips abroad! Big, comfortable, fully equipped kitchen, air conditioner in every room (that freeze up the air in no time, despite the 34 degrees outside!), two balconies and a huge yard to have friends over (in this case - my sister's family that ...

Reviewed on Aug 7, 2024

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Opens in a new windowVilla Agape in Kala Nera Pelion
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.

Score Epic Thessaly Accommodation Deals

Theatro Hotel Odysseon

Theatro Hotel Odysseon

4 out of 5
54, Patriarchou Dimitriou St. Kalabaka Trikala
Book a stay at this family-friendly hotel in Kalabaka. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (730 reviews)
Good value for money, really great staff and amazing breakfast

Reviewed on Mar 15, 2026

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Opens in a new windowTheatro Hotel Odysseon
Aeolos Hotel

Aeolos Hotel

4 out of 5
Skopelos Beach Skopelos Thessalia
Book a stay at this beach hotel in Skopelos. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bakratsa Museum and Photo Centre of Skopelos ...
8.4/10 Very Good! (75 reviews)
It was a lovely property!

Reviewed on Oct 3, 2025

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Opens in a new windowAeolos Hotel
Meteoritis Hotel

Meteoritis Hotel

3 out of 5
Meteora, Kastraki Kalabaka Thessalia
$49 nightly
The price is $62 total per night from Apr 2 to Apr 3
$62 total
Apr 2 - Apr 3
Total with taxes and fees
Stay at this hotel in Kalabaka. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Meteora and Geological Museum of Meteora are located ...
8.6/10 Excellent! (362 reviews)
Wonderful staff. Awesome breakfast. Beautiful and clean hotel.

Reviewed on Feb 20, 2026

Opens in a new windowMeteoritis Hotel
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Dellas Boutique Hotel

Dellas Boutique Hotel

3 out of 5
Kalambakas-Kastrakiou Street Kalabaka Thessalia
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $113 total per night from Mar 20 to Mar 21
$113 total
Mar 20 - Mar 21
Total with taxes and fees
Book a stay at this boutique hotel in Kalabaka. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff in our ...
9.6/10 Exceptional! (687 reviews)
The staff went out of thier way for us. The location is really close to the two main towns and the Monestaries. The hotel was exceptionally clean. The breakfast was the best we had in our months stay in Greece.

Reviewed on Oct 31, 2025

Opens in a new windowDellas Boutique Hotel
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 Thessaly

Epavlis Meteora Suites Hotel

Epavlis Meteora Suites Hotel

Kalambaka Kalabaka Thessalia
Fully refundableReserve now, pay when you stay
Book a stay at this luxury guesthouse in Kalabaka. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Meteora and Delphi & Thermopilae Day ...
9/10 Wonderful! (112 reviews)
Clean room, friendly staff and delicious breakfast!

Reviewed on Jan 2, 2026

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Opens in a new windowEpavlis Meteora Suites Hotel
Guesthouse Arsenis

Guesthouse Arsenis

East Road Of Meteora Kalabaka Thessalia
Fully refundableReserve now, pay when you stay
$56 nightly
The price is $64 total per night from Mar 19 to Mar 20
$64 total
Mar 19 - Mar 20
Total with taxes and fees
Stay at this guesthouse in Kalabaka. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Meteora and Monastery of Agia Triada are located ...
8.6/10 Excellent! (92 reviews)
Family hotel in the beautiful surroundings Very friendly owner Room was clean No lift , but the steps for the second floor were not hard Good breakfast Very close to Meteora

Reviewed on Sep 18, 2025

Opens in a new windowGuesthouse Arsenis
Skiathos Princess Resort
Great for families

Skiathos Princess Resort

5 out of 5
Agia Paraskevi Skiathos Skiathos Island
Book a stay at this luxury hotel in Skiathos. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Koukounaries Beach and Port of Skianthos ...
8.6/10 Excellent! (206 reviews)

Families like: Kids pool, playground, babysitting, on the beach

Travelers say...
Beautiful grounds, pool and beach, excellent staff, great location

Reviewed on Oct 9, 2025

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Opens in a new windowSkiathos Princess Resort
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Paradise

Paradise

3 out of 5
Katsarou Skiathos Skiathos Island
Book a stay at this business-friendly hotel in Skiathos. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Port of Skianthos and Koukounaries ...
9/10 Wonderful! (80 reviews)
A perfect stay
My partner and I apent a wonderful 7-night stay at Hotel Paradise. This is a family-run hotel in which each member of staff can’t do enough to help and accommodate you. The hotel itself is well-laid out to ensure privacy in your rooms/on the balconies. The pool area is beautiful and peaceful. The ...

Reviewed on Aug 20, 2025

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Opens in a new windowParadise
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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Thessaly

Reach your destination without breaking your budget by booking your flights to Thessaly using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Thessaly Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Thessaly flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Thessaly. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Thessaly, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Thessaly flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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Frequently asked questions

Which airlines fly to Thessaly?
Look up the deals from the 12 airlines that offer flights to Thessaly. Whether you want to get comfy in first class or save cash in economy, they'll have a seat for you. Jet off to Skiathos Island National Airport (JSI) with one of these carriers:

  • Jet2 - 9 flights to Thessaly per month
  • Condor - 1 flights to Thessaly per month
  • Edelweiss Air - 1 flights to Thessaly per month

How much is a flight to Thessaly?
Loads of fabulous deals were had this week, with round-trip flights to Thessaly ranging between $1,121 and $1,342. But it was travelers starting their trip from New York (EWR) who landed the best bargains. One-way flights to Thessaly fell to just $693.
How to book the cheapest flight to Thessaly?
Scoring cheap flights to Thessaly is as easy as booking with Orbitz. But if you're eager to make sure you're getting the best flight deals around, here are some tips to keep your wallet happy:

  • Departing from or arriving at other airports can sometimes help you save on airfares. Type in your preferred departure and arrival points. Next, select the 'Nearby airports' function below the form fields to explore your options.
  • If your plans aren't carved in stone, click on the 'Show flexible dates' link to view the flight deals for alternative departure dates. You may find a cheaper fare.
  • You can also use the 'Show options' function to filter results for your preferred carrier, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you'd prefer to fly.
  • Lock in your airfare as soon as you've worked out your travel dates. While it does happen on occasion, airline tickets rarely fall in price as your departure date nears.
  • Combine your flights, hotels and car rentals into an impressive package deal. Save your dollars for things you're really excited about, like exploring Thessaly.
  • If it's an option, avoid flying in the busy season. Airfares soar during school breaks, summer and other vacation periods like Easter, Thanksgiving and Christmas.

What is the best time to book a flight to Thessaly?
Book in January, February or August for the best airfares to Thessaly. Once you've located a bargain, snap it up — cheap flights are known to appear and then vanish in the blink of an eye.
What day of the week is the cheapest to book a flight to Thessaly?
You can get a great flight deal by booking on a Tuesday, Wednesday or Saturday. These are typically the best days of the week to land cheap tickets to Thessaly.
What is the cheapest day of the week to fly to Thessaly?
Based on Orbitz data from 2020, Monday tends to be the best day to nab cheap flights to Thessaly. Tuesday also has wallet-friendly fares, while Saturday has the highest ticket prices. Even though flying out at the weekend can be more convenient, you'll have more cash in your pocket to play with if you jet out early in the week.
What is the cheapest month to fly to Thessaly?
Based on Orbitz data, you'll want to fly out in August. This is generally the best month to land cheap flights to Thessaly. Keep in mind that the most expensive time to fly is during the month of June.
Which airlines allow free cancellation?
When searching for your Thessaly flights on Orbitz, click on "Filter by flexible change policies." This filter will quickly find all the carriers offering free cancellation and no change fees. That means you can relax knowing that if your travel dates change, your ticket can too.
What do I need for the flight to Thessaly?
The trick to having a worry-free flying experience is to plan ahead. Below are some tips to keep in mind before you take off:

  • Nothing is more important than your identification documents. Which to bring and how many depend on whether you're flying domestic or international. It's best to check with your airline. In both cases, you'll need to present some type of government-issued ID.
  • Take a good book or a laptop crammed with your favorite films — it'll help to while away time during your journey to Thessaly. Or if you're hoping to get some sleep, a comfy eye mask will block out those bright cabin lights.
  • Cabin temperatures are often cold enough to give you goose pimples. Bring an extra warm layer even if you're heading off during the summertime.

How do I get cheap first-class/business deals to Thessaly?
If you think a first or business-class ticket is out of your price range, think again. Here are some tips to help you nab a premium flight to Thessaly for a whole lot less:

  • Be more flexible with your travel dates and hold out for exclusive offers or sales on first or business-class airfares.
  • Plenty of low-cost carriers have superb business or premium-class seating without the pricey fees.
  • Bid for an upgrade. Some carriers hold online auctions that let you put down a price for a seat at the front of the plane. You can also try upgrading with points earned through a flight loyalty program.

Travel tips for Thessaly

  • The possibilities for a great time in Thessaly are endless — and Acropolis is just one place you'll find it. Organize a car rental, work out how to reach this superb attraction and then get cruisin'!
  • Kalabaka offers tons of exciting experiences and is a wonderful place to start your getaway. Whether you're into museums, food, art or something else, this city will keep you on the move.

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.