ORD - EAS

$321 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 9/28. 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

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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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

Tue, Oct 7 - Tue, Oct 14
Iberia Logo
10:11 am - 8:40 amORD-EAS
15h 29m2 stops
Iberia Logo
9:30 pm - 2:00 pmEAS-ORD
23h 30m2 stops
$779Iberia
Find Deal
Tue, Oct 7 - Tue, Oct 14
Iberia Logo
10:11 am - 8:40 amORD-EAS
15h 29m2 stops
Iberia Logo
9:30 pm - 6:50 pmEAS-ORD
28h 20m1 stop
$792Iberia
Find Deal
Fri, Nov 7 - Tue, Nov 11
American Airlines Logo
4:45 pm - 8:50 pmORD-EAS
21h 05m1 stop
American Airlines Logo
9:20 am - 12:37 amEAS-ORD
22h 17m2 stops
$807American Airlines
Find Deal
Fri, Nov 7 - Tue, Nov 11
American Airlines Logo
11:48 am - 8:50 pmORD-EAS
26h 02m2 stops
American Airlines Logo
9:20 am - 10:15 pmEAS-ORD
19h 55m2 stops
$811American Airlines
Find Deal
Mon, Oct 20 - Mon, Nov 3
 Logo
9:41 am - 8:40 amORD-EAS
15h 59m2 stops
 Logo
9:30 pm - 2:30 pmEAS-ORD
24h 00m1 stop
Mon, Oct 20 - Mon, Nov 3
 Logo
10:30 pm - 8:40 amORD-EAS
27h 10m1 stop
 Logo
9:30 pm - 2:30 pmEAS-ORD
24h 00m1 stop
Tue, Oct 7 - Tue, Oct 14
Iberia Logo
4:30 pm - 8:50 pmORD-EAS
21h 20m1 stop
Iberia Logo
9:30 pm - 6:50 pmEAS-ORD
28h 20m1 stop
$879Iberia
Find Deal
Tue, Oct 21 - Sun, Oct 26
 Logo
10:30 pm - 8:40 amORD-EAS
27h 10m1 stop
 Logo
9:20 am - 11:53 pmEAS-ORD
20h 33m2 stops
Tue, Nov 25 - Sun, Nov 30
American Airlines Logo
8:20 am - 8:40 amORD-EAS
17h 20m2 stops
American Airlines Logo
9:20 am - 10:56 pmEAS-ORD
20h 36m2 stops
$1,279American Airlines
Find Deal
Thu, Nov 20 - Sun, Nov 30
American Airlines Logo
11:48 am - 8:40 amORD-EAS
13h 52m2 stops
American Airlines Logo
9:20 am - 10:56 pmEAS-ORD
20h 36m2 stops
$1,436American Airlines
Find Deal

Everything you should know

Top airlines
Iberia
Cheapest • from $779 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Cheapest round-trip
$779
Iberia
Tue 10/7Tue 10/14
ORD - EAS • 2 stops
Cheapest one-way
$321
Multiple Airlines
Sun 9/28
ORD - EAS • 3 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to San Sebastian!
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 Iberia ($779) and American Airlines ($807).

Good to know

Cheapest flight$321
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 $321 for a one-way ticket and $779 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 10000 reviews
8.0Crew
7.5Boarding
6.9Entertainment
6.4Food
7.2Comfort
Airline reviews

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

2.0 MediocreAnonymous, Jul 2025ORD - RIC
Read more American Airlines reviews

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.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

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

Information on your arrival and departure airports

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