$915 Cheap Flights from Ermoupolis (JSY) to Chicago (ORD)

View $915 flight on Sun, Apr 26, 2026Opens in a new window

Popular airlines from Ermoupolis (JSY-Syros Island National) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Ermoupolis to Chicago (JSY-ORD)

Prices were available within the past 7 days and start at $915 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frequently asked questions

How much is a flight from Syros Island National Airport (JSY) to O'Hare Airport?
Round-trip journeys between JSY and ORD start from . This figure is based on fares quoted within the last 7 days on Expedia for flights departing within the next year — make your booking ASAP so you don't miss out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from JSY to O'Hare Airport?
This differs between air carriers, as each has its own terms and conditions. Head to the Customer Service Portal, where there are simple instructions on how to cancel online.
How do I find cheap flights from Syros Island National Airport (JSY) to ORD that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for JSY to ORD flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Syros Island National Airport (JSY) to O'Hare Airport?
The distance is around 5531 mi. Travel pillow? Check. A change of clothes? Check. We recommend you pack all the travel comforts for this long-haul Syros to Chicago flight.
Which airlines fly direct from Syros Island National Airport (JSY) to ORD?
Unfortunately, there are no airlines that fly direct between JSY and ORD. You'll need to book a flight with one or more stops.
Are Syros Island National Airport (JSY) to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
It is possible to score great last-minute deals from JSY to O'Hare Airport, but it's also possible to miss out entirely! As many airlines release seats up to a year in advance, it's worth keeping an eye on fares early and being ready to pounce when you spot a good bargain. Expedia compares carrier prices and updates flight deals regularly, so you can rest easy knowing you're always seeing the latest offers.

Travel information

Origin airport
Syros Island National
Destination airport
O'Hare Intl.
Distance
5513 mi

Book with confidence

Ermoupolis to Chicago Flights

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

 

The best time to book a flight from Ermoupolis to Chicago

Sunday is one of the best days to book for cheap flights from Ermoupolis 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 Ermoupolis 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 Ermoupolis to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $915 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 Ermoupolis 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 Ermoupolis 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.

 

Ermoupolis to Chicago Flights
*Available to One Key members.