$334 Cheap flight deals from Chicago (CHI) to Thessaloniki (SKG)

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This Weekend's Flight Deals from Chicago to Thessaloniki

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jul 31 - Mon, Aug 3
ORD
O'Hare Intl.
SKG
Macedonia
$1,404 Roundtrip, found 6 days ago
$1,404
Roundtrip
found 6 days ago
Select Swiss International Air Lines flight, departing Fri, Jul 31 from O'Hare Intl. to Macedonia, returning Mon, Aug 3, priced at $1,404 found 6 days ago

Airfares from $334 One Way, $640 Round Trip from Chicago to Thessaloniki

Prices starting at $640 for return flights and $334 for one-way flights to Thessaloniki 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, Oct 15 - Tue, Oct 27
ORD
Chicago
SKG
Thessaloniki
$640 Roundtrip, found 1 day ago
$640
Roundtrip
found 1 day ago
Select Turkish Airlines flight, departing Thu, Oct 15 from Chicago to Thessaloniki, returning Tue, Oct 27, priced at $640 found 1 day ago
Tue, Nov 3 - Thu, Nov 12
ORD
Chicago
SKG
Thessaloniki
$715 Roundtrip, found 1 day ago
$715
Roundtrip
found 1 day ago
Select Swiss International Air Lines flight, departing Tue, Nov 3 from Chicago to Thessaloniki, returning Thu, Nov 12, priced at $715 found 1 day ago
Thu, Apr 8 - Thu, Apr 15
ORD
Chicago
SKG
Thessaloniki
$719 Roundtrip, found 2 days ago
$719
Roundtrip
found 2 days ago
Select Scandinavian Airlines flight, departing Thu, Apr 8 from Chicago to Thessaloniki, returning Thu, Apr 15, priced at $719 found 2 days ago
Tue, Nov 3 - Thu, Nov 12
ORD
Chicago
SKG
Thessaloniki
$751 Roundtrip, found 1 day ago
$751
Roundtrip
found 1 day ago
Select Austrian Airlines flight, departing Tue, Nov 3 from Chicago to Thessaloniki, returning Thu, Nov 12, priced at $751 found 1 day ago
Sat, Nov 7 - Thu, Nov 19
ORD
Chicago
SKG
Thessaloniki
$797 Roundtrip, found 1 day ago
$797
Roundtrip
found 1 day ago
Select Air Serbia flight, departing Sat, Nov 7 from Chicago to Thessaloniki, returning Thu, Nov 19, priced at $797 found 1 day ago

Thessaloniki economy flight packages

Price found within the past 48 hours. Click for updated prices.
Domes Noruz Kassandra - Adults Only, Halkidiki
5.0-star property

Domes Noruz Kassandra - Adults Only, Halkidiki

9.4/10 Exceptional! (143 reviews)

Sep 8 - Sep 12

4 night stay

Chicago (ORD) to Thessaloniki (SKG)

Air Serbia • Non-stop roundtrip • Coach
Price was $2,208, price is now $1,797 per person
$1,797
per person
found 1 day ago
This was our second stay at the Kassandra, we really enjoyed it , lovely room,plenty of storage, very clean. Beach gorgeous and stylish pool. Breakfast and dinner very good. Service from all staff is excellent

Reviewed on Jul 12, 2026

Pomegranate Wellness Spa Hotel
5.0-star property

Pomegranate Wellness Spa Hotel

9.4/10 Exceptional! (86 reviews)

Sep 2 - Sep 8

6 night stay

Chicago (ORD) to Thessaloniki (SKG)

Swiss International Air Lines • Non-stop roundtrip • Coach
Price was $3,347, price is now $2,566 per person
$2,566
per person
found 1 day ago
Ok stay, but some details did not match a 5-star luxury suite experience Overall, our stay was okay, and there were some very positive aspects. The service at the outdoor restaurant was great, and the spa service was exceptional. That said, considering this is a 5-star hotel and the Pomegranate Suite is presented as a luxury/high-end room, there were several details that could be improved. We had just spent a week at Sani Dunes, and the contrast was noticeable. A small touch such as fresh flowers, which is usually expected in this type of room, was missing. The QR code for ordering food from the room did not work and showed a “page not found” error. Some areas of the room also felt outdated, with a few items appearing broken, rusty, or worn. The bedroom could also benefit from modernization, especially as there was nowhere convenient to charge a phone. In addition, there appeared to be a water leak under one of the bathroom sinks, as we found a wet towel with a stain on it. The hotel has strong potential, and some areas provide excellent service, especially the spa. However, in other areas, the service felt less warm and not as service-oriented as expected for a hotel of this level.

Reviewed on May 1, 2026

Potidea Palace Hotel - All inclusive
4.0-star property

Potidea Palace Hotel - All inclusive

9/10 Wonderful! (58 reviews)

Sep 2 - Sep 8

6 night stay

Chicago (ORD) to Thessaloniki (SKG)

Swiss International Air Lines • Non-stop roundtrip • Coach
Price was $4,375, price is now $3,402 per person
$3,402
per person
found 1 day ago
The staff was outstanding!! Facilities were excellent, and a great location, too. Absolutely recommend!

Reviewed on May 17, 2026

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More About Flying To Thessaloniki from Chicago

Route Information for Flights from Chicago to Thessaloniki

Origin Airport IATA Code
CHI
Destination Airport IATA Code
SKG
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Thessaloniki

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Frequently asked questions

What is the shortest flight from Chicago to Thessaloniki?
The fastest flight time is 10 hours and 35 minutes, so take some precautions to avoid jet lag on your Chicago to Thessaloniki trip. Make sure you wander around the cabin, get some sleep and drink water.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

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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.