$29 Cheap flights to Thessaly

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Top places to visit in Thessaly

A coastal cliff with ruins and a metal staircase.

Skiathos

A coastal town with a turquoise bay, surrounded by lush green hills and a clear blue sky.

Skopelos

An aerial view of a coastal island with a beach, clear blue waters, and lush green hills.

Alonissos

Cheap flights to Thessaly from $29 One Way, $104 Round Trip

$104 return flights and $29 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.

Sun, Dec 6 - Sun, Dec 13

ATH

Athens

JSI

Skiathos

$104

Roundtrip

found 5 days ago

Sun, Dec 6 - Sun, Dec 13

ATH

Athens

JSI

Skiathos

$106

Roundtrip

found 5 days ago

Sat, Aug 29 - Thu, Sep 3

FCO

Rome

JSI

Skiathos

$112

Roundtrip

found 6 days ago

Thu, Oct 8 - Thu, Oct 15

ATH

Athens

IOA

Ioannina

$114

Roundtrip

found 2 hours ago

Fri, Sep 25 - Fri, Oct 2

ATH

Athens

SKU

Skiros

$121

Roundtrip

found 4 days ago

Mon, Mar 22 - Fri, Mar 26

ATH

Athens

JSI

Skiathos

$139

Roundtrip

found 4 days ago

Mon, Aug 17 - Thu, Aug 27

BOS

Boston

JSI

Skiathos

$981

Roundtrip

found 6 days ago

Mon, Aug 17 - Thu, Aug 27

BOS

Boston

JSI

Skiathos

$983

Roundtrip

found 6 days ago

Mon, Aug 17 - Thu, Aug 27

BOS

Boston

JSI

Skiathos

$992

Roundtrip

found 6 days ago

Mon, Aug 17 - Thu, Aug 27

BOS

Boston

JSI

Skiathos

$995

Roundtrip

found 6 days ago

Mon, Aug 17 - Thu, Aug 27

BOS

Boston

JSI

Skiathos

$995

Roundtrip

found 6 days ago

Mon, Aug 17 - Thu, Aug 27

BOS

Boston

JSI

Skiathos

$998

Roundtrip

found 6 days ago

Deals For This Weekend's Flights

Origin	Destination	Travel Dates	Flights From*
ATH	Skiros	July 3 to July 10	$162
ATH	Ioannina	July 4 to July 8	$164
ATH	Skiathos	July 5 to July 8	$209
EWR	Skiathos	July 4 to July 12	$1,807

*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Thessaly Accommodation Deals

Guesthouse Arsenis

East Road Of Meteora Kalabaka Thessalia

Fully refundableReserve now, pay when you stay

$55 nightly

$65 total

Jun 29 - Jun 30

Total with taxes and fees

Stay at this guesthouse in Kalabaka. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Meteora and Theopetra Cave are located ...

8.6/10 Excellent! (93 reviews)

"The Arsenis guesthouse is located between Kalambaka and the monasteries in a quiet picturesque location away from the hustle and bustle of the touristy town. Breakfast costed 10 euro and did not require any reservation, you just show up in the morning with cash in your hand. For dinner, the owner, ..."

Reviewed on Jun 14, 2026

Theatro Hotel Odysseon

54, Patriarchou Dimitriou St. Kalabaka Trikala

$63 nightly

$83 total

Jul 6 - Jul 7

Total with taxes and fees

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! (768 reviews)

"This was an amazing stay! The breakfast was the best part of the experience—fresh, delicious, and with so many options. I have traveled extensively in the United States, and I have never had a hotel breakfast that compares to this one."

Reviewed on Jun 20, 2026

Hotel Kaikis

146 Trikalon St Kalabaka Thessalia

Fully refundableReserve now, pay when you stay

$54 nightly

$67 total

Jun 30 - Jul 1

Total with taxes and fees

Stay at this hotel in Kalabaka. Enjoy free WiFi, room service, and a 24-hour front desk. Popular attractions Meteora and Theopetra Cave are located nearby.

9/10 Wonderful! (181 reviews)

"The staff is beautiful, breakfast excellent but air conditioning not good because the 2 room no down to 23 degrees and both room is hot"

Reviewed on May 27, 2026

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San Giorgio Villa

Kastraki Meteora Kalabaka Thessalia

Fully refundableReserve now, pay when you stay

$74 nightly

$86 total

Jul 1 - Jul 2

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! (340 reviews)

"Staff at the desk was very helpful and friendly. Location is the best part of this establishment. Not ideal for family with children."

Reviewed on Jun 26, 2026

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

Kastraki, Meteora Kalabaka Thessalia

Stay at this guesthouse in Kalabaka. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Meteora and Theopetra Cave are located ...

9.4/10 Exceptional! (94 reviews)

"Very welcoming and great room. Highly recommend."

Reviewed on Sep 19, 2025

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Alsos House

Kanari 5 Kalabaka Thessalia

$88 nightly

$102 total

Jul 22 - Jul 23

Total with taxes and fees

Book a stay at this family-friendly guesthouse in Kalabaka. Enjoy free WiFi, free parking, and an attached winery. Our guests praise the helpful staff in our ...

9.2/10 Wonderful! (323 reviews)

"Not many amenities to speak of but overall it was a very nice property with good views of the mountains up close. Super friendly staff got us checked in within minutes. Very cute town. 10 out of 10 would recommend."

Reviewed on Jun 25, 2026

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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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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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

Grecotel Larissa Imperial

182, Farsalon Str Larissa Thessalia

Fully refundableReserve now, pay when you stay

$105 nightly

$136 total

Jul 11 - Jul 12

Total with taxes and fees

Book a stay at this luxury hotel in Larissa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Municipal Art Gallery of Larisa and Archaeological ...

8.8/10 Excellent! (205 reviews)

"Staff were pleasant and helpful. Breakfast was excellent. Lobb, breakfast area were clean and 5 stars. Rooms in main building on 3rd floor were not 5 star, closer to 3 star.. Carpet outside lift is functional but dated and water stained. Rooms dated need upgrades including painting and ..."

Reviewed on Jun 19, 2026

Radisson Resort Plaza Skiathos

Kanapitsa Skiathos Skiathos Island

Fully refundableReserve now, pay when you stay

$184 nightly

$221 total

Jun 29 - Jun 30

Total with taxes and fees

Stay at this hotel in Skiathos. Enjoy free breakfast, an outdoor pool, and room service. Popular attractions Achladies Beach and Port of Skianthos are located ...

7.8/10 Good! (43 reviews)

"The hotel itself it minimal & modern.which was lovely However our inland view was of a huge rock face absolutely no view at all so didn't inspire my husband and I to sit on the balcony on an evening. We ask if we could move several times but " no other rooms available apart from the next room which ..."

Reviewed on Jun 13, 2026

Divani Meteora Hotel

National Rd, Trikala - Ioannina Kalabaka Thessalia

Fully refundable

$139 nightly

$170 total

Jun 30 - Jul 1

Total with taxes and fees

Book a stay at this spa hotel in Kalabaka. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...

9/10 Wonderful! (531 reviews)

"We very much enjoyed our stay at the Divani Meteora while we were in the area exploring the famous monasteries and convents of Meteora. The hotel is very clean and the staff are exceptionally kind and welcoming. We traveled with our 8 year old daughter and they even gave her a welcome gift of drawing ..."

Reviewed on Jun 21, 2026

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Paradise

Katsarou Skiathos Skiathos Island

Book a stay at this business-friendly hotel in Skiathos. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Achladies Beach and Port of Skianthos ...

9/10 Wonderful! (81 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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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

Kalambaka Kalabaka Thessalia

Fully refundableReserve now, pay when you stay

$92 nightly

$106 total

Jul 6 - Jul 7

Total with taxes and fees

Book a stay at this luxury guesthouse in Kalabaka. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Meteora and Theopetra Cave are located ...

9/10 Wonderful! (113 reviews)

"Clean room, friendly staff and delicious breakfast!"

Reviewed on Jan 2, 2026

Guesthouse Arsenis

East Road Of Meteora Kalabaka Thessalia

Fully refundableReserve now, pay when you stay

$55 nightly

$65 total

Jun 29 - Jun 30

Total with taxes and fees

Stay at this guesthouse in Kalabaka. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Meteora and Theopetra Cave are located ...

8.6/10 Excellent! (93 reviews)

"The Arsenis guesthouse is located between Kalambaka and the monasteries in a quiet picturesque location away from the hustle and bustle of the touristy town. Breakfast costed 10 euro and did not require any reservation, you just show up in the morning with cash in your hand. For dinner, the owner, ..."

Reviewed on Jun 14, 2026

Skiathos Princess Resort

Agia Paraskevi Skiathos Skiathos Island

$318 nightly

$378 total

Jul 11 - Jul 12

Total with taxes and fees

Book a stay at this luxury hotel in Skiathos. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Achladies Beach and Koukounaries Beach are ...

8.6/10 Excellent! (209 reviews)

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

Travelers say...

"Wardrobe had a light in which kept clicking all night keeping us awake. People outside the hotel used the pool and beach seats making it difficult to get a seat. We did not get to go around the pool. Food choice was very poor if you are a vegetarian. Had the poorest food ever in Skiathos around the ..."

Reviewed on Jun 18, 2026

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Paradise

Katsarou Skiathos Skiathos Island

Book a stay at this business-friendly hotel in Skiathos. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Achladies Beach and Port of Skianthos ...

9/10 Wonderful! (81 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

Get rates

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

4 people

Compact

Ford Focus

4 people

Midsize

Toyota Corolla

5 people

SUV

Jeep Compass

5 people

Thessaly

Orbitz provides convenient, one-stop shopping for travelers looking for budget flights to Thessaly or any other low fare domestic or international air travel.

Innovative Orbitz Tools for the Trip Planner on the Move

Now it is even faster to find exclusive deals and book cheap Thessaly flights from any location with our new Orbitz apps. These cutting-edge mobile tools are available free to anyone with an Android device, iPad, or iPhone. Look up Thessaly's most popular attractions, best restaurants, and entertainment venues or check on your flights to Thessaly and make changes to your itinerary while waiting in line for your latte.

Stay on Budget, Earn Miles with Bargain Thessaly Flights

You can find amazing discount fares with Orbitz’s guaranteed low prices or take advantage of last-minute sales and special travel packages. You can also earn points towards your airline frequent flyer programs when you book qualified flights to Thessaly. That means you can rack up money-saving points and miles for future use while saving money now.

We Are Just a Phone Call Away If You Need Us

Booking, changing, or canceling your Thessaly flights is a breeze with Orbitz’s online and mobile tools, but that doesn't mean that we leave you hanging if you want to speak with one of our representatives. If you need help, just contact our Customer Service by email or phone. To enjoy a less stressful trip, be sure to sign up for instant alerts so we can send you any updates or delays relating to your flights to Thessaly to your mobile phone or email.

Frequently asked questions

Which airlines fly to Thessaly?

Look up the deals from the 24 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 $104 and $1,807. But it was travelers starting their trip from Rome (FCO) who landed the best bargains. One-way flights to Thessaly fell to just $29.

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.