$51 Cheap flights to Thessaly

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

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 $51 One Way, $72 Round Trip

$72 return flights and $51 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.

Thu, Nov 5 - Thu, Nov 12

ATH

Athens

SKU

Skiros

$72

Roundtrip

found 5 days ago

Thu, Nov 5 - Thu, Nov 12

ATH

Athens

SKU

Skiros

$73

Roundtrip

found 5 days ago

Thu, Nov 5 - Thu, Nov 12

ATH

Athens

SKU

Skiros

$73

Roundtrip

found 5 days ago

Sun, Jan 31 - Sun, Feb 7

ATH

Athens

JSI

Skiathos

$75

Roundtrip

found 3 days ago

Mon, Nov 2 - Mon, Nov 9

ATH

Athens

IOA

Ioannina

$104

Roundtrip

found 3 days ago

Sat, Sep 12 - Mon, Sep 14

ATH

Athens

JSI

Skiathos

$149

Roundtrip

found 1 day ago

Mon, Aug 24 - Tue, Sep 1

EWR

New York

JSI

Skiathos

$1,242

Roundtrip

found 1 day ago

Mon, Aug 24 - Tue, Sep 1

EWR

New York

JSI

Skiathos

$1,497

Roundtrip

found 1 day ago

Mon, Aug 24 - Tue, Sep 1

EWR

New York

JSI

Skiathos

$1,568

Roundtrip

found 1 day ago

Mon, Aug 24 - Tue, Sep 1

EWR

New York

JSI

Skiathos

$1,588

Roundtrip

found 1 day ago

Sat, Sep 26 - Sat, Oct 3

EWR

New York

IOA

Ioannina

$1,649

Roundtrip

found 17 hours ago

Tue, Aug 25 - Sat, Aug 29

SFO

San Francisco

JSI

Skiathos

$1,658

Roundtrip

found 9 hours ago

Deals For This Weekend's Flights

Origin	Destination	Travel Dates	Flights From*
ATH	Skiros	August 15 to August 30	$134
STN	Skiathos	August 14 to August 17	$144
STN	Skiathos	August 14 to August 17	$144
ATH	Skiathos	August 14 to August 16	$247
NAP	Skiathos	August 16 to August 30	$380
JFK	Skiathos	August 14 to August 24	$1,649

*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

$57 nightly

$67 total

Sep 1 - Sep 2

Total with taxes and fees

Stay at this guesthouse in Kalabaka. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Meteora and Delphi & Thermopilae Day Trip ...

Theatro Hotel Odysseon

54, Patriarchou Dimitriou St. Kalabaka Trikala

$69 nightly

$89 total

Aug 20 - Aug 21

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! (774 reviews)

"Pool area was disappointing. Breakfast was good and staff friendly. Parking on site limited but plenty on road nearby. Walking distance to town centre and restaurants."

Reviewed on Jul 2, 2026

Hotel Kaikis

146 Trikalon St Kalabaka Thessalia

$63 nightly

$77 total

Aug 11 - Aug 12

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 Delphi & Thermopilae Day Trip are located ...

9/10 Wonderful! (184 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

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

San Giorgio Villa

Kastraki Meteora Kalabaka Thessalia

Fully refundableReserve now, pay when you stay

$75 nightly

$88 total

Sep 8 - Sep 9

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! (343 reviews)

"Lovely place to stay!! What a view - the location is amazing! The hotel is a little on the older side, but also very charming! The staff were very very lovely! Breakfast was pretty good too, and some good recommendations for town. The hotel wifi signal didn't reach our room, which was a pity, but ..."

Reviewed on Aug 10, 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

$65 total

per night

Aug 23 - Aug 24

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

Alsos House

Kanari 5 Kalabaka Thessalia

Fully refundableReserve now, pay when you stay

$104 total

per night

Aug 25 - Aug 26

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! (332 reviews)

"Emplacement magnifique, hôtes cordiales et facile d'approche. Super rapport qualité/prix"

Reviewed on Aug 6, 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

Get rates

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

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

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.

Score Epic Thessaly Accommodation Deals

Divani Meteora Hotel

National Rd, Trikala - Ioannina Kalabaka Thessalia

Fully refundable

$117 nightly

$145 total

Aug 14 - Aug 15

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! (550 reviews)

"We arrived here right after our stay at Divani Acropolis , so hard not to compare ! Divani Meteora needs some updating , the lobby felt dingy at first impression. The rooms were clean and comfortable , they are just lacking aesthetic appeal. The staff was very friendly and accommodating. The breakfast ..."

Reviewed on Aug 8, 2026

Grecotel Larissa Imperial

182, Farsalon Str Larissa Thessalia

Fully refundableReserve now, pay when you stay

$101 nightly

$132 total

Aug 18 - Aug 19

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 ...

Nostalgia

Riga Fereou 5 kai Papadiamanti Skiathos thessalia

$52 nightly

$62 total

Sep 7 - Sep 8

Total with taxes and fees

Stay at this pension in Skiathos. Enjoy free WiFi and daily housekeeping. Popular attractions Port of Skianthos and Koukounaries Beach are located nearby.

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Radisson Resort Plaza Skiathos

Kanapitsa Skiathos Skiathos Island

$209 nightly

$249 total

Sep 3 - Sep 4

Total with taxes and fees

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

7.8/10 Good! (48 reviews)

"Nice and newly renovated property. Not too far from town, but not walking distance. We took taxis and the water taxi a couple times. Only disappointment was our rooms that had children booked in each were not placed on the same floor. I think they could’ve made a greater effort to ensure this since ..."

Reviewed on Jul 19, 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.

Family Friendly Hotels in Thessaly

Epavlis Meteora Suites Hotel

Kalambaka Kalabaka Thessalia

Fully refundableReserve now, pay when you stay

$90 nightly

$104 total

Aug 11 - Aug 12

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 Delphi & Thermopilae Day ...

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

$57 nightly

$67 total

Sep 1 - Sep 2

Total with taxes and fees

Stay at this guesthouse in Kalabaka. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Meteora and Delphi & Thermopilae Day Trip ...

Skiathos Princess Resort

Agia Paraskevi Skiathos Skiathos Island

$238 nightly

$288 total

Aug 24 - Aug 25

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! (213 reviews)

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

Travelers say...

"Overall nice hotel in a nice area. Beach was lovely. Pool was smaller than we expected but it didn't bother us. It was never crowded even in peak August season. We always found a sun bed. Bus stop 16 was just a minute walk away and took you straight into town in 15 mins. Very affordable than using ..."

Reviewed on Aug 8, 2026

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

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 Port of Skianthos and Koukounaries ...

9/10 Wonderful! (84 reviews)

"Loved our stay! Staff were amazing and incredibly helpful. Even organized a taxi for us to visit the local winery. Would highly recommend and would stay here again!"

Reviewed on Aug 5, 2026

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

Are you in the mood for a cruise? Shop Orbitz today for cheap cruises and flights to Thessaly. Our award-winning cruise site features exclusive offers, information for first-timers and top destinations and activities. Make discount domestic and international travel plans in an instant with cutting-edge mobile tools from Orbitz.

Top Pick

Orbitz holds a “Best of the Web” Cruise Site Award from Forbes Magazine. You won’t find better deals anywhere on low cost cruises and low fare Thessaly flights. Our Customer Care and guaranteed low prices make Orbitz the team to beat in budget cruises and air ticket sales.

Exclusive Offers

Register for Orbitz email updates and our cruise experts will notify you of bargain tickets on cruises as they’re posted. Install our free mobile apps on your iPad, iPhone or Android for easy booking and mobile-only savings on flights to Thessaly. Visit www.Orbitz.com to learn more about these amazing benefits and our 110% Best Price Guarantee.

First-Timers

Are you and your family cruise newbies? Orbitz offers Cruising 101 and Cruise FAQ to answer any questions you may have. Book your cruise and air travel with Orbitz On the Go for greater savings on Thessaly flights.

Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Thessaly and Thessaly flights. Get more bang for your travel buck at Orbitz.

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 $72 and $1,658. But it was travelers starting their trip from Athens (ATH) who landed the best bargains. One-way flights to Thessaly fell to just $51.

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.