$508 Cheap Flights from Chicago (ORD) to San Sebastian (EAS)

View $508 flight on Wed, Jan 21, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to San Sebastian (EAS)

Cheap Flights from Chicago to San Sebastian (ORD-EAS)

Prices were available within the past 7 days and start at $508 for one-way flights and $663 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Iberia
Sun, Oct 26 - Tue, Nov 11
ORD
Chicago
EAS
San Sebastián
$663 Roundtrip, found 1 day ago
$663
Roundtrip
found 1 day ago
Select Iberia flight, departing Sun, Oct 26 from Chicago to San Sebastián, returning Tue, Nov 11, priced at $663 found 1 day ago
Iberia
Sun, Oct 26 - Tue, Nov 11
ORD
Chicago
EAS
San Sebastián
$666 Roundtrip, found 1 day ago
$666
Roundtrip
found 1 day ago
Select Iberia flight, departing Sun, Oct 26 from Chicago to San Sebastián, returning Tue, Nov 11, priced at $666 found 1 day ago
Iberia
Sun, Oct 26 - Tue, Nov 11
ORD
Chicago
EAS
San Sebastián
$674 Roundtrip, found 1 day ago
$674
Roundtrip
found 1 day ago
Select Iberia flight, departing Sun, Oct 26 from Chicago to San Sebastián, returning Tue, Nov 11, priced at $674 found 1 day ago
Iberia
Sun, Oct 26 - Tue, Nov 11
ORD
Chicago
EAS
San Sebastián
$675 Roundtrip, found 1 day ago
$675
Roundtrip
found 1 day ago
Select Iberia flight, departing Sun, Oct 26 from Chicago to San Sebastián, returning Tue, Nov 11, priced at $675 found 1 day ago
Iberia
Sun, Oct 26 - Tue, Nov 11
ORD
Chicago
EAS
San Sebastián
$677 Roundtrip, found 1 day ago
$677
Roundtrip
found 1 day ago
Select Iberia flight, departing Sun, Oct 26 from Chicago to San Sebastián, returning Tue, Nov 11, priced at $677 found 1 day ago
Iberia
Mon, Dec 1 - Mon, Dec 8
ORD
Chicago
EAS
San Sebastián
$682 Roundtrip, found 4 days ago
$682
Roundtrip
found 4 days ago
Select Iberia flight, departing Mon, Dec 1 from Chicago to San Sebastián, returning Mon, Dec 8, priced at $682 found 4 days ago
Iberia
Sun, Oct 26 - Tue, Nov 11
ORD
Chicago
EAS
San Sebastián
$686 Roundtrip, found 1 day ago
$686
Roundtrip
found 1 day ago
Select Iberia flight, departing Sun, Oct 26 from Chicago to San Sebastián, returning Tue, Nov 11, priced at $686 found 1 day ago
Iberia
Mon, Dec 1 - Mon, Dec 8
ORD
Chicago
EAS
San Sebastián
$686 Roundtrip, found 4 days ago
$686
Roundtrip
found 4 days ago
Select Iberia flight, departing Mon, Dec 1 from Chicago to San Sebastián, returning Mon, Dec 8, priced at $686 found 4 days ago
British Airways
Mon, Dec 1 - Mon, Dec 8
ORD
Chicago
EAS
San Sebastián
$702 Roundtrip, found 4 days ago
$702
Roundtrip
found 4 days ago
Select British Airways flight, departing Mon, Dec 1 from Chicago to San Sebastián, returning Mon, Dec 8, priced at $702 found 4 days ago
American Airlines
Wed, Oct 29 - Sun, Nov 9
ORD
Chicago
EAS
San Sebastián
$738 Roundtrip, found 3 days ago
$738
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Oct 29 from Chicago to San Sebastián, returning Sun, Nov 9, priced at $738 found 3 days ago
Flights from Chicago (ORD) to San Sebastian (EAS)
Origin airport
O'Hare Intl.
Destination airport
San Sebastian
Airlines serving
American Airlines, British Airways, Iberia
Roundtrip price
$663
Distance
4164 mi

Chicago to San Sebastian Flights

The cheapest times to fly from Chicago to San Sebastian

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

 

The best time to book a flight from Chicago to San Sebastian

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

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 San Sebastian in 2025. You can also book with separate airlines for your outbound and return journeys, from $508 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 San Sebastian 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 San Sebastian 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 San Sebastian Airport (EAS) cost?
Get a cheap one-way flight from $508 or cheap return flight from $663 from O'Hare Intl. Airport (ORD) to San Sebastian Airport (EAS) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to San Sebastian Airport (EAS)?
Flying in October can help you save, as it's the cheapest month for flights between ORD and EAS. You'll often find the lowest fares during off-peak months.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to San Sebastian Airport (EAS)?
To find the cheapest airline flying from ORD to EAS, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and cabin class. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from O'Hare Intl. Airport (ORD) to San Sebastian Airport (EAS)?
There aren't any daily nonstop flights available from O'Hare Intl. Airport (ORD) to San Sebastian Airport (EAS). But you can book flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be cruising above the clouds before you know it.
What day of the week has the most flights from ORD to EAS?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can vary based on various factors, such as the airline and season.*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 San Sebastian Airport (EAS)?
To arrive at San Sebastian Airport (EAS) without delays, book a flight that takes off from O'Hare Intl. Airport (ORD) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**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 San Sebastian Airport (EAS) last-minute?
Booking your flight from ORD to EAS just before your getaway is typically more expensive. But if there's some wiggle room with your itinerary, you could land a cheap last-minute fare.
Is it cheaper to book an ORD to EAS flight and hotel package?
You'll typically save money by booking an ORD to EAS 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 accommodations and flights, consider other add-ons like activities, car rentals and tours.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to San Sebastian Airport (EAS)?
It's generally possible to cancel or reschedule your ORD to EAS flight. However, for bookings made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find more details on our Customer Service portal.

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*Available to One Key members.