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San Sebastian

$737+ Cheap flights from Chicago (CHI) to San Sebastian (EAS)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — EAS
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Chicago to San Sebastian

Best flights from Chicago to San Sebastian
Discover carefully curated flight deals from Chicago to San Sebastian that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/411:38 amORD - EAS
2 stops18h 22mAmerican Airlines
Mon 2/99:30 pmEAS - ORD
2 stops19h 23mAmerican Airlines
Deal found 12/11$737
This Expedia deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/255:40 pmORD - EAS
1 stop20h 10mIberia
Sun 2/19:20 amEAS - ORD
1 stop12h 35mIberia
Deal found 12/11$767
This FlightHub deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/148:12 amORD - EAS
2 stops17h 28mMultiple Airlines
Sun 1/189:30 pmEAS - ORD
1 stop24h 25mMultiple Airlines
Deal found 12/10$794
This Iberia deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/2811:52 amORD - EAS
2 stops18h 08mIberia
Sun 2/19:20 amEAS - ORD
1 stop12h 35mIberia
Deal found 12/10$771
This American Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/2811:52 amORD - EAS
2 stops13h 48mAmerican Airlines
Sun 2/19:20 amEAS - ORD
2 stops17h 50mAmerican Airlines
Deal found 12/10$781
This FlightHub deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/1510:10 amORD - EAS
2 stops15h 30mMultiple Airlines
Sun 1/189:30 pmEAS - ORD
1 stop24h 25mMultiple Airlines
Deal found 12/10$844
This American Airlines deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/1510:10 amORD - EAS
2 stops15h 30mAmerican Airlines
Mon 1/199:30 pmEAS - ORD
1 stop24h 25mAmerican Airlines
Deal found 12/11$782
This Iberia deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/155:40 pmORD - EAS
1 stop12h 20mIberia
Mon 1/199:30 pmEAS - ORD
1 stop24h 25mIberia
Deal found 12/11$837

Find flight deals from Chicago to San Sebastian

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to San Sebastian (EAS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 12, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$732
(Orbitz)
Provider with most accurate pricing for Chicago (CHI)-San Sebastián flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-San Sebastián flights.
Search Deals
From Chicago (CHI) to San Sebastián
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to San Sebastian that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 12, 2025.
Use the filters below to find and compare flights from Chicago to San Sebastian that are best for you.

Fly from

Chicago

Fly to

San Sebastian

Route

Depart

Return

Price

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Wed 2/4

11:38 am-1:00 pm

2 stops18h 22m

San Sebastián

Mon 2/9

9:30 pm-9:53 am

2 stops19h 23m

$737

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Sun 1/25

5:40 pm-8:50 pm

1 stop20h 10m

San Sebastián

Sun 2/1

9:20 am-2:55 pm

1 stop12h 35m

$767

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Wed 1/28

11:52 am-1:00 pm

2 stops18h 08m

San Sebastián

Sun 2/1

9:20 am-2:55 pm

1 stop12h 35m

$771

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Wed 1/28

11:52 am-8:40 am

2 stops13h 48m

San Sebastián

Sun 2/1

9:20 am-8:10 pm

2 stops17h 50m

$781

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Thu 1/15

10:10 am-8:40 am

2 stops15h 30m

San Sebastián

Mon 1/19

9:30 pm-2:55 pm

1 stop24h 25m

$782

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Wed 1/14

8:12 am-8:40 am

2 stops17h 28m

San Sebastián

Sun 1/18

9:30 pm-2:55 pm

1 stop24h 25m

$794

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Thu 1/15

5:40 pm-1:00 pm

1 stop12h 20m

San Sebastián

Mon 1/19

9:30 pm-2:55 pm

1 stop24h 25m

$837

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Thu 1/15

10:10 am-8:40 am

2 stops15h 30m

San Sebastián

Sun 1/18

9:30 pm-2:55 pm

1 stop24h 25m

$844

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Compare providers for flights from Chicago to San Sebastian

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to San Sebastian in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*2 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-San Sebastian flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-San Sebastian flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-San Sebastian flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-San Sebastian flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-San Sebastian flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to San Sebastian

Have a flexible travel schedule? Discover the best time to fly to San Sebastian from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Chicago to San Sebastian?

Currently, August is the cheapest month in which you can book a flight from Chicago to San Sebastian (average of $547). Flying from Chicago to San Sebastian in December is currently the most expensive (average of $866). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing San Sebastian

Get insights into the airlines that provide service to San Sebastian. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Sebastian. Reviews last updated December 12, 2025.
Read reviews from past customers who have flown Iberia from Chicago to San Sebastian. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Iberia
7.0
Good
3,045 reviews

Comfort

6.7

Boarding

7.1

Food

6.3

Crew

7.7

Entertainment

6.6

Overall

7.0

Reviews

1 / 20
2.0
Mediocre

Stiphan,Nov 2025

SVQ - MAD

Ground staff in Seville are incompetent. I fly over 300K KM per year and understand rules. Had to waste time to try to get baggage checked through for entire reservation but ground crew insisted I had to claim in Madrid. Once in Madrid, Ground staff said that it should have been checked through and did recheck the baggage. Wasted time and energy. Not level of service expected when flying business class with family and 10 suitcases. And one suitcase got lost.
Iberia
7.0
Good
3,045 reviews
Iberia
7.0
Good
3,045 reviews

Comfort

6.7

Boarding

7.1

Food

6.3

Crew

7.7

Entertainment

6.6

Overall

7.0

Reviews

1 / 20
2.0
Mediocre

Stiphan,Nov 2025

SVQ - MAD

Ground staff in Seville are incompetent. I fly over 300K KM per year and understand rules. Had to waste time to try to get baggage checked through for entire reservation but ground crew insisted I had to claim in Madrid. Once in Madrid, Ground staff said that it should have been checked through and did recheck the baggage. Wasted time and energy. Not level of service expected when flying business class with family and 10 suitcases. And one suitcase got lost.

Related info for your journey

Find useful and relevant information for your journey from Chicago to San Sebastian. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to San Sebastian from Chicago?

    San Sebastián (EAS), located 9.7 mi from the city center, is the airport you fly into when you book flights from Chicago to San Sebastian. 1 airline have flights to San Sebastián from Chicago on a regular basis. Booking flights from Chicago to San Sebastián should not be difficult; the airport handles an average of 0 inbound flights from Chicago per day.

  • How long is the flight from Chicago to San Sebastian?

    American Airlines and Iberia can get you from Chicago to San Sebastian in just under 18h 22m. Your travel time can differ by up to 1h 48m. There are 4162 mi between Chicago and San Sebastian. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What is the cheapest airline to fly from Chicago to San Sebastian round-trip?

    Flying on American Airlines is currently your cheapest option to San Sebastian, with prices starting at $694.

  • Can I find deals for flights from Chicago to San Sebastian that include hotel bookings?

    Yes. In addition to deals on Chicago to San Sebastian flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to San Sebastian?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to San Sebastian.

  • Can I find deals for business class flights from Chicago to San Sebastian?

    Yes. Cheapflights offers flight deals from Chicago to San Sebastian by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to San Sebastian?

    Currently, August is the cheapest month in which you can book a flight from Chicago to San Sebastian (average of $547). Flying from Chicago to San Sebastian in December is currently the most expensive (average of $866). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chicago to San Sebastian

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to San Sebastian flights
O'Hare Intl to Bilbao flights
Midway to Bilbao flights
St. Louis to Bilbao flights
St. Louis to San Sebastian flights

Top airline flying from Chicago to San Sebastian

Discover the top airline that operate flights from Chicago to San Sebastian. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$694Average$1,754FlexibilityNo cancel feeOn-time71%

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