$361 Cheap Flights from Chicago (ORD) to Thessaloniki (SKG)

View $361 flight on Sat, Oct 4, 2025Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Macedonia Airport (SKG)

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Thessaloniki (ORD-SKG)

Prices were available within the past 7 days and start at $361 for one-way flights and $649 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Swiss International Air Lines
Sun, Feb 8 - Tue, Feb 24
ORD
Chicago
SKG
Thessaloniki
$649 Roundtrip, found 2 days ago
$649
Roundtrip
found 2 days ago
Select Swiss International Air Lines flight, departing Sun, Feb 8 from Chicago to Thessaloniki, returning Tue, Feb 24, priced at $649 found 2 days ago
Swiss International Air Lines
Tue, Nov 18 - Tue, Nov 25
ORD
Chicago
SKG
Thessaloniki
$650 Roundtrip, found 16 hours ago
$650
Roundtrip
found 16 hours ago
Select Swiss International Air Lines flight, departing Tue, Nov 18 from Chicago to Thessaloniki, returning Tue, Nov 25, priced at $650 found 16 hours ago
United
Tue, Nov 18 - Tue, Nov 25
ORD
Chicago
SKG
Thessaloniki
$662 Roundtrip, found 16 hours ago
$662
Roundtrip
found 16 hours ago
Select United flight, departing Tue, Nov 18 from Chicago to Thessaloniki, returning Tue, Nov 25, priced at $662 found 16 hours ago
Air Serbia
Wed, Oct 8 - Sat, Oct 18
ORD
Chicago
SKG
Thessaloniki
$680 Roundtrip, found 2 days ago
$680
Roundtrip
found 2 days ago
Select Air Serbia flight, departing Wed, Oct 8 from Chicago to Thessaloniki, returning Sat, Oct 18, priced at $680 found 2 days ago
Air Serbia
Wed, Oct 8 - Sat, Oct 11
ORD
Chicago
SKG
Thessaloniki
$680 Roundtrip, found 1 day ago
$680
Roundtrip
found 1 day ago
Select Air Serbia flight, departing Wed, Oct 8 from Chicago to Thessaloniki, returning Sat, Oct 11, priced at $680 found 1 day ago
Air Serbia
Sat, Oct 11 - Sat, Oct 18
ORD
Chicago
SKG
Thessaloniki
$689 Roundtrip, found 6 days ago
$689
Roundtrip
found 6 days ago
Select Air Serbia flight, departing Sat, Oct 11 from Chicago to Thessaloniki, returning Sat, Oct 18, priced at $689 found 6 days ago
United
Tue, Oct 21 - Sun, Nov 9
ORD
Chicago
SKG
Thessaloniki
$704 Roundtrip, found 2 days ago
$704
Roundtrip
found 2 days ago
Select United flight, departing Tue, Oct 21 from Chicago to Thessaloniki, returning Sun, Nov 9, priced at $704 found 2 days ago
Air Serbia
Wed, Oct 8 - Wed, Oct 29
ORD
Chicago
SKG
Thessaloniki
$705 Roundtrip, found 1 day ago
$705
Roundtrip
found 1 day ago
Select Air Serbia flight, departing Wed, Oct 8 from Chicago to Thessaloniki, returning Wed, Oct 29, priced at $705 found 1 day ago
Turkish Airlines
Thu, Oct 9 - Mon, Oct 20
ORD
Chicago
SKG
Thessaloniki
$716 Roundtrip, found 6 days ago
$716
Roundtrip
found 6 days ago
Select Turkish Airlines flight, departing Thu, Oct 9 from Chicago to Thessaloniki, returning Mon, Oct 20, priced at $716 found 6 days ago
Scandinavian Airlines
Fri, Sep 5 - Sat, Sep 20
ORD
Chicago
SKG
Thessaloniki
$749 Roundtrip, found 2 days ago
$749
Roundtrip
found 2 days ago
Select Scandinavian Airlines flight, departing Fri, Sep 5 from Chicago to Thessaloniki, returning Sat, Sep 20, priced at $749 found 2 days ago
Flights from Chicago (ORD) to Thessaloniki (SKG)
Origin airport
O'Hare Intl.
Destination airport
Macedonia
Airlines serving
Air Canada, Air France, Air Serbia, Austrian Airlines, British Airways, KLM, LOT-Polish Airlines, Lufthansa, Scandinavian Airlines, Swiss International Air Lines, Turkish Airlines
Roundtrip price
$648
Distance
5286 mi

Chicago to Thessaloniki Flights

The cheapest times to fly from Chicago to Thessaloniki

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Thessaloniki are during the month of February. You can find some of the cheapest flights from Chicago to Thessaloniki with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Chicago to Thessaloniki

Sunday is one of the best days to book for cheap flights from Chicago to Thessaloniki: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Chicago to Thessaloniki

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Thessaloniki in 2025. You can also book with separate airlines for your outbound and return journeys, from $361 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Thessaloniki flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Thessaloniki airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Macedonia Airport (SKG) cost?
Discover the latest flight deals from ORD to SKG by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from ORD to SKG?
The cheapest flights from ORD to SKG are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from ORD to SKG?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from ORD to SKG. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from O'Hare Intl. Airport (ORD) to Macedonia Airport (SKG)?
You’ll need to catch a flight with a layover if you’re traveling from O’Hare Intl. Airport (ORD) to Macedonia Airport (SKG). There are no daily direct flights on this route. However, simply filter your search to include one or more stops to find the best option for your trip.
What day of the week has the most flights from ORD to SKG?
You’ll usually find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Macedonia Airport (SKG)?
To avoid potential delays on the O’Hare Intl. Airport (ORD) to Macedonia Airport (SKG) route, aim to travel before 3 PM. Departures after this hour have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Macedonia Airport (SKG) last-minute?
Holding off until just before your trip to book your flight from ORD to SKG generally means paying more. While you might find some last-minute offers, there’s no guarantee. Keep your travel plans flexible for the best chance of scoring a bargain.
Is it cheaper to book an ORD to SKG flight and hotel package?
Opting for an ORD to SKG flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip all in one place. Select from our wide range of hotels and then add car rentals, activities and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Macedonia Airport (SKG)?
It’s usually possible to cancel or reschedule your ORD to SKG flight. However, if it’s been more than 24 hours since booking, additional fees may apply. Refer to your airline’s policies in your itinerary to see what changes are allowed and if any costs are involved. You’ll also find further details on our Customer Service portal.

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*Available to One Key members.