ORD - EAS

$375 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 10/9. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$838
British Airways
Mon 9/28Mon 10/5
ORD - EAS • 1 stop
Cheapest one-way
$375
Multiple Airlines
Fri 10/9
ORD - EAS • 3 stops
Top airlines
Cheapest • from $838 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and San Sebastian. You'll need at least 1 connection.
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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

Mon, Sep 28 - Mon, Oct 5
British Airways Logo
4:55 pm - 8:50 pm
ORD
-
EAS
20h 55m
1 stop
British Airways Logo
9:30 pm - 4:00 pm
EAS
-
ORD
25h 30m
1 stop
$838British Airways
Wed, Sep 30 - Wed, Oct 7
American Airlines Logo
11:37 am - 8:40 am
ORD
-
EAS
14h 03m
2 stops
American Airlines Logo
9:20 am - 7:35 pm
EAS
-
ORD
17h 15m
2 stops
$839American Airlines
Mon, Sep 28 - Mon, Oct 5
Multiple Airlines Logo
11:40 am - 8:40 am
ORD
-
EAS
14h 00m
2 stops
Multiple Airlines Logo
9:30 pm - 2:25 pm
EAS
-
ORD
23h 55m
1 stop
$842Multiple Airlines
Mon, Sep 28 - Mon, Oct 5
Multiple Airlines Logo
3:50 pm - 1:00 pm
ORD
-
EAS
14h 10m
2 stops
Multiple Airlines Logo
9:30 pm - 7:11 pm
EAS
-
ORD
28h 41m
2 stops
$852Multiple Airlines
Wed, Sep 30 - Wed, Oct 7
Iberia Logo
10:15 pm - 8:40 am
ORD
-
EAS
27h 25m
1 stop
Iberia Logo
9:20 am - 7:35 pm
EAS
-
ORD
17h 15m
2 stops
$874Iberia
Sat, Sep 19 - Wed, Sep 30
Iberia Logo
4:55 pm - 8:50 pm
ORD
-
EAS
20h 55m
1 stop
Iberia Logo
9:20 am - 2:25 pm
EAS
-
ORD
12h 05m
1 stop
$877Iberia
Sat, Sep 19 - Wed, Sep 30
Iberia Logo
11:37 am - 8:40 am
ORD
-
EAS
14h 03m
2 stops
Iberia Logo
9:20 am - 2:25 pm
EAS
-
ORD
12h 05m
1 stop
$881Iberia
Mon, Nov 23 - Sun, Nov 29
Iberia Logo
5:40 pm - 8:50 pm
ORD
-
EAS
20h 10m
1 stop
Iberia Logo
9:30 pm - 6:45 pm
EAS
-
ORD
52h 15m
2 stops
$886Iberia
Thu, Oct 15 - Mon, Oct 19
British Airways Logo
4:55 pm - 8:50 pm
ORD
-
EAS
20h 55m
1 stop
British Airways Logo
9:30 pm - 2:25 pm
EAS
-
ORD
23h 55m
1 stop
$888British Airways
Wed, Sep 30 - Wed, Oct 7
Iberia Logo
11:37 am - 8:40 am
ORD
-
EAS
14h 03m
2 stops
Iberia Logo
9:20 am - 2:25 pm
EAS
-
ORD
12h 05m
1 stop
$912Iberia
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 5 days.

In the past 5 days, the cheapest round-trip tickets from Chicago to San Sebastian were found on British Airways ($838) and American Airlines ($839).

Good to know

Cheapest flight$375
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 5 days, the lowest price for a flight from Chicago O'Hare Intl Airport to San Sebastian was $375 for a one-way ticket and $838 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.
7.1
American AirlinesOverall score based on 11686 reviews
6.8Entertainment
7.9Crew
7.2Comfort
7.5Boarding
6.4Food
Airline reviews

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

4.0 OkayVetrikkumaran, Jun 2026
ORD - MEM
Read more American Airlines reviews

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Our flight was cancelled while we are on our way to the airport. So, no notice. We were rescheduled to another airline with a 2 hour later takeoff and so arrived at our destination on time. We pre-paid American Airlines $190 to upgrade our seats. No refund. So no use for AA or Kayak.

Terrible, horrible, disappointing- without telling us they changed planes and moved and separated our seats to opposite sides - said they changed seats putting us together - got to airport to find no, they did not - we sat opposing sides of plane - food overly salty to inedible, never saw stewardess but once - it was terrible

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

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

Information on your arrival and departure airports