ORD - EAS

$663 Find Cheap Flights from Chicago to San Sebastian - Compare and Save

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 9/21. 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

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Everything you should know

Cheapest round-trip
$853
Multiple Airlines
Wed 10/21Tue 11/3
ORD - EAS • 2 stops
Cheapest one-way
$663
Multiple Airlines
Mon 9/21
ORD - EAS • 2 stops
Top airlines
Cheapest • from $886 (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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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, Oct 21 - Tue, Nov 3
Multiple Airlines Logo
6:00 pm - 5:25 pmORD  Chicago O'Hare Intl-EAS San Sebastián
16h 25m2 stops Lisbon Humberto Delgado Barcelona-El Prat
Multiple Airlines Logo
2:10 pm - 3:30 pmEAS  San Sebastián-ORD Chicago O'Hare Intl
32h 20m2 stops Barcelona-El Prat Lisbon Humberto Delgado
$853Multiple Airlines
Wed, Oct 21 - Tue, Nov 3
Finnair Logo
4:55 pm - 1:00 pmORD  Chicago O'Hare Intl-EAS San Sebastián
13h 05m1 stop Madrid Barajas
Finnair Logo
9:20 am - 3:10 pmEAS  San Sebastián-ORD Chicago O'Hare Intl
12h 50m1 stop Madrid Barajas
$886Finnair
Sun, Sep 27 - Mon, Oct 12
Multiple Airlines Logo
4:55 pm - 12:35 pmORD  Chicago O'Hare Intl-EAS San Sebastián
12h 40m1 stop Madrid Barajas
Multiple Airlines Logo
9:30 pm - 4:00 pmEAS  San Sebastián-ORD Chicago O'Hare Intl
25h 30m1 stop Madrid Barajas
$895Multiple Airlines
Mon, Sep 28 - Mon, Oct 5
Multiple Airlines Logo
10:15 pm - 8:50 pmORD  Chicago O'Hare Intl-EAS San Sebastián
15h 35m1 stop Madrid Barajas
Multiple Airlines Logo
9:30 pm - 4:00 pmEAS  San Sebastián-ORD Chicago O'Hare Intl
25h 30m1 stop Madrid Barajas
$895Multiple Airlines
Wed, Sep 30 - Wed, Oct 7
Multiple Airlines Logo
11:37 am - 8:40 amORD  Chicago O'Hare Intl-EAS San Sebastián
14h 03m2 stops New York John F Kennedy Intl Madrid Barajas
Multiple Airlines Logo
9:20 am - 7:51 pmEAS  San Sebastián-ORD Chicago O'Hare Intl
17h 31m2 stops Madrid Barajas Charlotte Douglas
$898Multiple Airlines
Wed, Sep 30 - Wed, Oct 7
Multiple Airlines Logo
11:37 am - 8:40 amORD  Chicago O'Hare Intl-EAS San Sebastián
14h 03m2 stops New York John F Kennedy Intl Madrid Barajas
Multiple Airlines Logo
9:20 am - 7:56 pmEAS  San Sebastián-ORD Chicago O'Hare Intl
17h 36m2 stops Madrid Barajas Miami
$898Multiple Airlines
Tue, Sep 8 - Tue, Sep 15
American Airlines Logo
10:25 pm - 8:40 amORD  Chicago O'Hare Intl-EAS San Sebastián
27h 15m1 stop Madrid Barajas
American Airlines Logo
9:20 am - 9:35 pmEAS  San Sebastián-ORD Chicago O'Hare Intl
19h 15m2 stops Madrid Barajas Boston Logan Intl
$933American Airlines
Thu, Nov 5 - Mon, Nov 16
American Airlines Logo
11:45 am - 8:40 amORD  Chicago O'Hare Intl-EAS San Sebastián
13h 55m2 stops Charlotte Douglas Madrid Barajas
American Airlines Logo
9:30 pm - 3:10 pmEAS  San Sebastián-ORD Chicago O'Hare Intl
24h 40m1 stop Madrid Barajas
$949American Airlines
Tue, Sep 8 - Tue, Sep 15
American Airlines Logo
11:15 am - 8:40 amORD  Chicago O'Hare Intl-EAS San Sebastián
14h 25m2 stops New York John F Kennedy Intl Madrid Barajas
American Airlines Logo
9:20 am - 9:35 pmEAS  San Sebastián-ORD Chicago O'Hare Intl
19h 15m2 stops Madrid Barajas Boston Logan Intl
$979American Airlines
Wed, Sep 30 - Sun, Oct 11
American Airlines Logo
11:40 am - 8:40 amORD  Chicago O'Hare Intl-EAS San Sebastián
14h 00m2 stops Philadelphia Madrid Barajas
American Airlines Logo
9:20 am - 7:30 pmEAS  San Sebastián-ORD Chicago O'Hare Intl
17h 10m2 stops Madrid Barajas Toronto Pearson Intl
$1,060American Airlines
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 Finnair ($886) and Iberia ($909).

Good to know

Cheapest flight

$663
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 $663 for a one-way ticket and $853 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 11895 reviews
7.5Boarding
7.9Crew
6.4Food
7.2Comfort
6.8Entertainment
Airline reviews

gate crew was courteous and helpful, flight attendant was nice and friendly once we got going. But we pushed off from the gate relatively on time, then sat there like 10 ft away, for an hour, with no announcement or explanation. Taxiing then took forever, and I get that there was runway congestion, but would be helpful to keep us posted on whats going on

6.0 GoodSyarifah Nadirah, Aug 2026
Read more American Airlines reviews

gate crew was courteous and helpful, flight attendant was nice and friendly once we got going. But we pushed off from the gate relatively on time, then sat there like 10 ft away, for an hour, with no announcement or explanation. Taxiing then took forever, and I get that there was runway congestion, but would be helpful to keep us posted on whats going on

The power outlets were not working for my row. Also felt like the seats have gotten smaller. I was in the window seat and felt like suffocated, as the two passengers next to me were tall and wide.

Terrible. The flight I booked had a convenient departure time. Quick layover. And an arrival timed that worked for the people who had to pick me up. Thanks to delays and rebooking I got none of those things

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

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

Information on your arrival and departure airports