$375 Cheap Flights from Thessaloniki (SKG) to Chicago (ORD)

View $375 flight on Sat, Oct 18, 2025Opens in a new window

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

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Find available prices by choosing your travel dates.

Cheap Flights from Thessaloniki to Chicago (SKG-ORD)

Prices were available within the past 7 days and start at $375 for one-way flights and $580 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

LOT-Polish Airlines
Sat, Jul 12 - Thu, Jul 24
SKG
Thessaloniki
ORD
Chicago
$580 Roundtrip, found 6 days ago
$580
Roundtrip
found 6 days ago
Select LOT-Polish Airlines flight, departing Sat, Jul 12 from Thessaloniki to Chicago, returning Thu, Jul 24, priced at $580 found 6 days ago
Swiss International Air Lines
Wed, Jul 9 - Sun, Aug 24
SKG
Thessaloniki
ORD
Chicago
$583 Roundtrip, found 7 hours ago
$583
Roundtrip
found 7 hours ago
Select Swiss International Air Lines flight, departing Wed, Jul 9 from Thessaloniki to Chicago, returning Sun, Aug 24, priced at $583 found 7 hours ago
Swiss International Air Lines
Thu, May 15 - Fri, May 30
SKG
Thessaloniki
ORD
Chicago
$585 Roundtrip, found 1 day ago
$585
Roundtrip
found 1 day ago
Select Swiss International Air Lines flight, departing Thu, May 15 from Thessaloniki to Chicago, returning Fri, May 30, priced at $585 found 1 day ago
Austrian Airlines
Wed, Jul 9 - Sun, Aug 24
SKG
Thessaloniki
ORD
Chicago
$586 Roundtrip, found 7 hours ago
$586
Roundtrip
found 7 hours ago
Select Austrian Airlines flight, departing Wed, Jul 9 from Thessaloniki to Chicago, returning Sun, Aug 24, priced at $586 found 7 hours ago
Austrian Airlines
Thu, May 15 - Fri, May 30
SKG
Thessaloniki
ORD
Chicago
$588 Roundtrip, found 1 day ago
$588
Roundtrip
found 1 day ago
Select Austrian Airlines flight, departing Thu, May 15 from Thessaloniki to Chicago, returning Fri, May 30, priced at $588 found 1 day ago
Lufthansa
Wed, Oct 15 - Tue, Oct 21
SKG
Thessaloniki
ORD
Chicago
$589 Roundtrip, found 9 hours ago
$589
Roundtrip
found 9 hours ago
Select Lufthansa flight, departing Wed, Oct 15 from Thessaloniki to Chicago, returning Tue, Oct 21, priced at $589 found 9 hours ago
Swiss International Air Lines
Wed, Jul 9 - Sun, Aug 24
SKG
Thessaloniki
ORD
Chicago
$592 Roundtrip, found 7 hours ago
$592
Roundtrip
found 7 hours ago
Select Swiss International Air Lines flight, departing Wed, Jul 9 from Thessaloniki to Chicago, returning Sun, Aug 24, priced at $592 found 7 hours ago
Swiss International Air Lines
Thu, Feb 12 - Wed, Mar 4
SKG
Thessaloniki
ORD
Chicago
$593 Roundtrip, found 1 day ago
$593
Roundtrip
found 1 day ago
Select Swiss International Air Lines flight, departing Thu, Feb 12 from Thessaloniki to Chicago, returning Wed, Mar 4, priced at $593 found 1 day ago
Austrian Airlines
Wed, Jul 9 - Sun, Aug 24
SKG
Thessaloniki
ORD
Chicago
$595 Roundtrip, found 7 hours ago
$595
Roundtrip
found 7 hours ago
Select Austrian Airlines flight, departing Wed, Jul 9 from Thessaloniki to Chicago, returning Sun, Aug 24, priced at $595 found 7 hours ago
British Airways
Wed, Jun 18 - Mon, Jun 23
SKG
Thessaloniki
ORD
Chicago
$601 Roundtrip, found 18 hours ago
$601
Roundtrip
found 18 hours ago
Select British Airways flight, departing Wed, Jun 18 from Thessaloniki to Chicago, returning Mon, Jun 23, priced at $601 found 18 hours ago
Flights from Thessaloniki (SKG) to Chicago (ORD)
Origin airport
Macedonia
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, Air France, Austrian Airlines, British Airways, KLM, LOT-Polish Airlines, Lufthansa, Swiss International Air Lines, TAP Portugal, Turkish Airlines
Roundtrip price
$580
Distance
5286 mi

Thessaloniki to Chicago Flights

The cheapest times to fly from Thessaloniki to Chicago

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 Thessaloniki to Chicago are during the month of July. You can find some of the cheapest flights from Thessaloniki to Chicago with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Thessaloniki to Chicago

Sunday is one of the best days to book for cheap flights from Thessaloniki to Chicago: 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 Thessaloniki to Chicago

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 Thessaloniki to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $375 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 Thessaloniki to Chicago 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 Thessaloniki to Chicago 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 Macedonia Airport (SKG) to O'Hare Intl. Airport (ORD) cost?
Discover the latest flight deals from SKG to ORD 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 SKG to ORD?
The cheapest flights from SKG to ORD 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 SKG to ORD?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from SKG to ORD. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from Macedonia Airport (SKG) to O'Hare Intl. Airport (ORD)?
Nonstop flights from Macedonia Airport (SKG) to O’Hare Intl. Airport (ORD) aren’t available daily, so you’ll need to take a flight with a layover. Explore your options with Expedia’s filters. Enter your travel dates and select either “1 Stop” or “2+ Stops.”
What day of the week has the most flights from SKG to ORD?
Friday is generally the busiest day for flights, while Tuesday tends to be the quietest.* Keep in mind that flight schedules can change depending on a range of factors, including the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Macedonia Airport (SKG) to O'Hare Intl. Airport (ORD)?
Book a flight from Macedonia Airport (SKG) to O’Hare Intl. Airport (ORD) that leaves before 3 PM to reduce the risk of cancellations. Departures after this time have a 22% higher chance of being canceled, on average.**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 Macedonia Airport (SKG) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute bookings from SKG to ORD are usually more expensive. To secure the best rates, start looking for flights as soon as possible. That being said, if you can play around with your travel dates, it’s possible to find a cheap fare right before you leave.
Is it cheaper to book a SKG to ORD flight and hotel package?
You’ll generally save money by booking a SKG to ORD flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it’s easy to manage it all in one place. After selecting your preferred flights and accommodations, consider other add-ons like car rentals, activities and tours.
Can I cancel or change the date of my flight from Macedonia Airport (SKG) to O'Hare Intl. Airport (ORD)?
In most instances, you can cancel or modify your SKG to ORD flight. However, additional fees may apply, especially if you booked over 24 hours ago. Double-check your itinerary for the airline’s fees and guidelines on flight changes, or if you want further information, go to our Customer Service portal.

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*Available to One Key members.