ORD - EAS

$646 Find Cheap Flights from Chicago to San Sebastian

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to San Sebastian departing on 1/28. 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, 0 bags

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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Everything you should know

Cheapest round-trip
$573
American Airlines
Wed 1/28Sun 2/1
ORD - EAS • 2 stops
Cheapest one-way
$715
Multiple Airlines
Thu 1/15
ORD - EAS • 2 stops
Top airlines
American Airlines
Cheapest • from $573 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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We hope you love your trip to San Sebastian!
Flight Deals
Booking Insights
Flight 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

Wed, Jan 28 - Sun, Feb 1
American Airlines Logo
2:50 pm - 1:00 pm
ORD
-
EAS
15h 10m2 stops
American Airlines Logo
9:20 am - 2:55 pm
EAS
-
ORD
12h 35m1 stop
$573American Airlines
Wed, Jan 28 - Sun, Feb 1
American Airlines Logo
11:52 am - 1:00 pm
ORD
-
EAS
18h 08m2 stops
American Airlines Logo
9:20 am - 8:10 pm
EAS
-
ORD
17h 50m2 stops
$583American Airlines
Sun, Mar 1 - Tue, Mar 17
Multiple Airlines Logo
7:20 pm - 8:50 pm
ORD
-
EAS
18h 30m2 stops
Multiple Airlines Logo
9:20 am - 5:45 pm
EAS
-
ORD
38h 25m2 stops
$646Multiple Airlines
Tue, Feb 17 - Tue, Feb 24
Iberia Logo
5:40 pm - 1:00 pm
ORD
-
EAS
12h 20m1 stop
Iberia Logo
9:20 am - 2:55 pm
EAS
-
ORD
12h 35m1 stop
$662Iberia
Mon, Mar 30 - Wed, Apr 8
Iberia Logo
4:30 pm - 8:50 pm
ORD
-
EAS
21h 20m1 stop
Iberia Logo
9:20 am - 2:15 pm
EAS
-
ORD
11h 55m1 stop
$674Iberia
Sun, Mar 1 - Tue, Mar 17
Iberia Logo
5:40 pm - 8:50 pm
ORD
-
EAS
20h 10m1 stop
Iberia Logo
1:40 pm - 3:55 pm
EAS
-
ORD
32h 15m1 stop
$678Iberia
Sun, Mar 1 - Tue, Mar 17
Iberia Logo
5:40 pm - 1:00 pm
ORD
-
EAS
12h 20m1 stop
Iberia Logo
9:30 pm - 9:30 pm
EAS
-
ORD
30h 00m2 stops
$688Iberia
Mon, Apr 13 - Sun, Apr 19
Iberia Logo
4:30 pm - 8:50 pm
ORD
-
EAS
21h 20m1 stop
Iberia Logo
9:30 pm - 1:20 pm
EAS
-
ORD
46h 50m2 stops
$689Iberia
Tue, Feb 17 - Tue, Feb 24
Multiple Airlines Logo
5:40 pm - 1:30 pm
ORD
-
EAS
36h 50m2 stops
Multiple Airlines Logo
2:05 pm - 2:55 pm
EAS
-
ORD
31h 50m2 stops
$701Multiple Airlines
Tue, Feb 17 - Tue, Feb 24
Iberia Logo
8:45 pm - 8:40 am
ORD
-
EAS
28h 55m2 stops
Iberia Logo
9:20 am - 2:55 pm
EAS
-
ORD
12h 35m1 stop
$714Iberia
Booking Insights

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 American Airlines ($573) and Iberia ($662).

Which airlines fly non-stop between Chicago O'Hare Intl Airport and San Sebastian?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Chicago O'Hare Intl Airport to San Sebastian.

There is just one airline that flies from Chicago O'Hare Intl Airport to San Sebastian direct and that is American Airlines. The best round-trip deal found from American Airlines for the route is $694.

Good to know

Cheapest flight$573
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 $715 for a one-way ticket and $573 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.
7.2
American AirlinesOverall score based on 11083 reviews
8.0Crew
6.9Entertainment
6.4Food
7.5Boarding
7.2Comfort
Airline reviews

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

8.0 ExcellentKim, Jan 2026
ORD - PHL
Read more American Airlines reviews

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

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

Information on your arrival and departure airports