ORD - EAS

$288 Find Cheap Flights from Chicago to San Sebastian

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to San Sebastian departing on 9/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to San Sebastian

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Sebastian, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Sebastian, as well as popular online travel agencies
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Flights Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to San Sebastian that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to San Sebastian

Fri, Nov 7 - Tue, Nov 11
Iberia Logo
4:45 pm - 1:00 pmORD-EAS
13h 15m1 stop
Iberia Logo
9:20 am - 10:54 pmEAS-ORD
20h 34m2 stops
$727Iberia
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Fri, Nov 7 - Tue, Nov 11
Iberia Logo
4:45 pm - 1:00 pmORD-EAS
13h 15m1 stop
Iberia Logo
9:30 pm - 10:54 pmEAS-ORD
32h 24m2 stops
$737Iberia
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Fri, Nov 7 - Tue, Nov 11
Iberia Logo
11:45 am - 1:00 pmORD-EAS
18h 15m2 stops
Iberia Logo
9:30 pm - 5:37 pmEAS-ORD
27h 07m2 stops
$742Iberia
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Sun, Aug 10 - Tue, Aug 26
American Airlines Logo
4:30 pm - 8:50 pmORD-EAS
21h 20m1 stop
American Airlines Logo
9:20 am - 2:15 pmEAS-ORD
11h 55m1 stop
$746American Airlines
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Tue, Aug 19 - Tue, Aug 26
Iberia Logo
4:30 pm - 8:50 pmORD-EAS
21h 20m1 stop
Iberia Logo
9:20 am - 2:15 pmEAS-ORD
11h 55m1 stop
$749Iberia
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Sun, Aug 10 - Tue, Aug 26
American Airlines Logo
7:00 am - 8:40 amORD-EAS
18h 40m2 stops
American Airlines Logo
9:20 am - 2:15 pmEAS-ORD
11h 55m1 stop
$750American Airlines
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Tue, Aug 19 - Tue, Aug 26
Logo
9:30 pm - 8:40 amORD-EAS
28h 10m2 stops
Logo
9:30 pm - 7:44 pmEAS-ORD
29h 14m2 stops
$790
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Fri, Oct 3 - Fri, Oct 10
British Airways Logo
4:30 pm - 8:50 pmORD-EAS
21h 20m1 stop
British Airways Logo
1:40 pm - 12:40 pmEAS-ORD
30h 00m2 stops
$809British Airways
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Fri, Oct 3 - Fri, Oct 10
British Airways Logo
1:59 pm - 8:50 pmORD-EAS
23h 51m2 stops
British Airways Logo
1:40 pm - 9:27 amEAS-ORD
26h 47m2 stops
$813British Airways
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Tue, Nov 25 - Sat, Nov 29
Logo
4:20 pm - 8:50 pmORD-EAS
21h 30m2 stops
Logo
9:30 pm - 1:10 pmEAS-ORD
46h 40m2 stops
$848
Find Deal
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KAYAK's insights & trends for Chicago to San Sebastian flights

Get data-powered insights and trends into flights from Chicago to San Sebastian to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago to San Sebastian?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago to San Sebastian were found on Iberia ($727) and American Airlines ($746).

Find deals

Good to know

Cheapest flight$288
Flight from Chicago to San Sebastian

When to book flights from Chicago to San Sebastian

Are your dates flexible? Find out the best times to travel from Chicago to San Sebastian based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to San Sebastian flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to San Sebastian?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to San Sebastian was $288 for a one-way ticket and $727 for a round-trip.

  • Do I need a passport to fly between Chicago and San Sebastian?

    Yes, you’ll need a passport to travel to San Sebastian from Chicago.

  • Which aircraft models fly most regularly from Chicago to San Sebastian?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to San Sebastian?

    oneworld is the only airline alliance operating flights between Chicago and San Sebastian.

  • How does KAYAK find such low prices on flights from Chicago to San Sebastian?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to San Sebastian.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to San Sebastian?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Sebastian from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to San Sebastian?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San Sebastian with an airline and back to Chicago with another airline. Booking your flights between Chicago and EAS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to San Sebastian?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San Sebastian from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Chicago to San Sebastian

 
See real verified KAYAK customer reviews for airlines flying from Chicago to San Sebastian. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to San Sebastian? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.0
IberiaOverall score based on 2835 reviews
7.6Crew
7.1Boarding
6.6Entertainment
6.7Comfort
6.3Food
Airline reviews

Delayed and missed connections on leaving the states and returning Planes were old and small- very uncomfortable. Meals were good but very infrequent service for even water/drinks. No explanations for 3+ hour delay

2.0 MediocreJody, Jul 2025SPC - MAD
Read more Iberia reviews

Delayed and missed connections on leaving the states and returning Planes were old and small- very uncomfortable. Meals were good but very infrequent service for even water/drinks. No explanations for 3+ hour delay

Boarding on the buses isn’t efficient. Overall, it was great.

BEWARE!!! Iberia changes your seats at random. I paid for a window seat and they changed it to one in the middle aisle resting against the bathroom- can’t lean back + hear every flush. This on a 11 hour flight.. There were families that were broken up with separate seats all over the plane. Lots of upset passengers showing their seat confirmation to the besieged and helpless airline steward. Also, the gluten free meal was tasteless.

Iberia airlines was late on every flight I had. It was very difficult to communicate in English with iberia airlines and airport employees.

ground crew and check-in was pathetic - insisted on charging me for luggage even though the ticket said it was already included. They also accidentally sent my luggage through without a luggage tag and had to retrieve it. Generally, it was like a bad movie.

The app on phone and the online check in is not good, it would not give me the option of Spain or Madrid City in the drop down menu and I couldn't move forward with online check in.

It was a wonderful experience with great food, great staff, and no difficulties boarding!

Well my luggage was damaged and they lost the plastic cover. I need to file a claim and I would like for someone to follow up with me on this. Thanks.

Bag misplaced. Iberia claims bag has been forwarded. But AirTag shows that the bag is still in Madrid.

Not having to check carry on bags when plane wasn’t full. (The told us it was)

Everything you need to know for your flight from Chicago to San Sebastian

Information on your arrival and departure airports

Chicago (ORD)
San Sebastian (EAS)

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