$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.

Sun, Sep 6 - Thu, Sep 10
ORD
O'Hare Intl.
SKG
Macedonia
$1,076 Roundtrip, found 4 days ago
$1,076
Roundtrip
found 4 days ago
Select Scandinavian Airlines flight, departing Sun, Sep 6 from O'Hare Intl. to Macedonia, returning Thu, Sep 10, priced at $1,076 found 4 days ago

Airfares from $334 One Way, $716 Round Trip from Chicago to Thessaloniki

Prices starting at $716 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.

Sun, Feb 21 - Tue, Mar 2
ORD
Chicago
SKG
Thessaloniki
$716 Roundtrip, found 4 days ago
$716
Roundtrip
found 4 days ago
Select Swiss International Air Lines flight, departing Sun, Feb 21 from Chicago to Thessaloniki, returning Tue, Mar 2, priced at $716 found 4 days ago
Sun, Oct 4 - Tue, Oct 20
ORD
Chicago
SKG
Thessaloniki
$741 Roundtrip, found 10 hours ago
$741
Roundtrip
found 10 hours ago
Select Turkish Airlines flight, departing Sun, Oct 4 from Chicago to Thessaloniki, returning Tue, Oct 20, priced at $741 found 10 hours ago
Sat, Apr 10 - Tue, Apr 20
ORD
Chicago
SKG
Thessaloniki
$741 Roundtrip, found 3 days ago
$741
Roundtrip
found 3 days ago
Select Air Serbia flight, departing Sat, Apr 10 from Chicago to Thessaloniki, returning Tue, Apr 20, priced at $741 found 3 days ago
Thu, Oct 15 - Thu, Oct 22
ORD
Chicago
SKG
Thessaloniki
$750 Roundtrip, found 1 day ago
$750
Roundtrip
found 1 day ago
Select Scandinavian Airlines flight, departing Thu, Oct 15 from Chicago to Thessaloniki, returning Thu, Oct 22, priced at $750 found 1 day ago
Wed, Oct 14 - Thu, Nov 26
ORD
Chicago
SKG
Thessaloniki
$825 Roundtrip, found 19 hours ago
$825
Roundtrip
found 19 hours ago
Select Austrian Airlines flight, departing Wed, Oct 14 from Chicago to Thessaloniki, returning Thu, Nov 26, priced at $825 found 19 hours 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! (151 reviews)

Oct 5 - Oct 10

5 night stay

Chicago (CHI) to Thessaloniki (SKG)

Turkish Airlines • Non-stop roundtrip • Coach
Price was $1,702, price is now $1,505 per person
$1,505
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

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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.