$337 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.

Sat, Aug 29 - Sat, Sep 12
ORD
O'Hare Intl.
SKG
Macedonia
$1,091 Roundtrip, found 2 hours ago
$1,091
Roundtrip
found 2 hours ago
Select Air Serbia flight, departing Sat, Aug 29 from O'Hare Intl. to Macedonia, returning Sat, Sep 12, priced at $1,091 found 2 hours ago

Airfares from $337 One Way, $720 Round Trip from Chicago to Thessaloniki

Prices starting at $720 for return flights and $337 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.

Mon, Mar 1 - Tue, Mar 9
ORD
Chicago
SKG
Thessaloniki
$720 Roundtrip, found 2 days ago
$720
Roundtrip
found 2 days ago
Select Air Canada flight, departing Mon, Mar 1 from Chicago to Thessaloniki, returning Tue, Mar 9, priced at $720 found 2 days ago
Sat, Dec 12 - Fri, Dec 18
ORD
Chicago
SKG
Thessaloniki
$741 Roundtrip, found 13 hours ago
$741
Roundtrip
found 13 hours ago
Select Air Serbia flight, departing Sat, Dec 12 from Chicago to Thessaloniki, returning Fri, Dec 18, priced at $741 found 13 hours ago
Mon, Mar 1 - Tue, Mar 9
ORD
Chicago
SKG
Thessaloniki
$787 Roundtrip, found 2 days ago
$787
Roundtrip
found 2 days ago
Select KLM flight, departing Mon, Mar 1 from Chicago to Thessaloniki, returning Tue, Mar 9, priced at $787 found 2 days ago
Mon, Mar 29 - Thu, Apr 8
ORD
Chicago
SKG
Thessaloniki
$805 Roundtrip, found 1 day ago
$805
Roundtrip
found 1 day ago
Select Scandinavian Airlines flight, departing Mon, Mar 29 from Chicago to Thessaloniki, returning Thu, Apr 8, priced at $805 found 1 day ago
Mon, Mar 1 - Tue, Mar 9
ORD
Chicago
SKG
Thessaloniki
$816 Roundtrip, found 2 days ago
$816
Roundtrip
found 2 days ago
Select Turkish Airlines flight, departing Mon, Mar 1 from Chicago to Thessaloniki, returning Tue, Mar 9, priced at $816 found 2 days 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! (148 reviews)

Oct 17 - Oct 20

3 night stay

Chicago (ORD) to Thessaloniki (SKG)

Turkish Airlines • Non-stop roundtrip • Coach
Price was $1,111, price is now $953 per person
$953
per person
found 1 day ago
A beautiful resort, with both, an amazing pool adjoining a beautiful seaside. Plenty of lounge area everywhere. Staff was ridiculously attentive and concerned about your stay. If I have to put anything adverse comments, its minor..... the gym is small, but theres one inside and outside (but only idiots like me work out on vacation); room safe had no instructions (but they came and programmed it for me); shower didn't have a shelf for amenities (but they came and installed it immediately)... did I mention the staff was attentive? lol. So there's really nothing at all to complain about. Perfect place to stay and have an amazing time in Cassandra. The city center is a mere 5 minute walk away. I will stay there again, no doubt.

Reviewed on Aug 5, 2026

MERAVIA Leonardo Limited Edition - Adult Only
5.0-star property

MERAVIA Leonardo Limited Edition - Adult Only

8.6/10 Excellent! (73 reviews)

Sep 25 - Sep 29

4 night stay

Chicago (ORD) to Thessaloniki (SKG)

ITA Airways • Non-stop roundtrip • Coach
Price was $1,635, price is now $1,407 per person
$1,407
per person
found 10 hours ago
The food does not meet 5-star hotel standards—certainly not those of an "Ultra All-Inclusive" resort. At breakfast, there are no yogurts or high-quality pastries, and the variety is lacking. Dinner is nothing short of embarrassing; it falls far short of 5-star quality. The selection is very limited, and the flavors are extremely basic. Quite a few things are missing... As for room service—you have to request it, and even then, the service is very basic. In short, the place is nice, but there is room for improvement. To me, it felt like a mediocre 4-star hotel, nothing more. It has a lovely pool and a good location—though a car is definitely necessary.

Reviewed on Jul 3, 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.