Cheap flights from Chicago to San Sebastian from $241

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to San Sebastian departing on 10/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Chicago to San Sebastian (CHI-EAS)

Cheap round-trip flights

Iberia Logo
4:45 pm - 1:00 pmORD-EAS
13h 15m1 stop
Iberia Logo
9:30 pm - 2:30 pmEAS-ORD
24h 00m1 stop
$677Iberia
Find Deal
Tue, Feb 17 - Thu, Feb 26
American Airlines Logo
10:07 am - 8:40 amORD-EAS
15h 33m2 stops
American Airlines Logo
9:20 am - 10:01 pmEAS-ORD
19h 41m2 stops
$681American Airlines
Find Deal
Tue, Feb 17 - Thu, Feb 26
Iberia Logo
11:40 am - 8:40 amORD-EAS
14h 00m2 stops
Iberia Logo
9:20 am - 2:30 pmEAS-ORD
12h 10m1 stop
$721Iberia
Find Deal
Thu, Jan 15 - Thu, Jan 22
Iberia Logo
11:40 am - 1:00 pmORD-EAS
18h 20m2 stops
Iberia Logo
9:30 pm - 5:38 pmEAS-ORD
27h 08m2 stops
$742Iberia
Find Deal
Thu, Jan 15 - Thu, Jan 22
 Logo
4:20 pm - 8:50 pmORD-EAS
21h 30m2 stops
 Logo
9:30 pm - 6:25 pmEAS-ORD
27h 55m2 stops
Thu, Jan 8 - Wed, Jan 14
American Airlines Logo
11:46 am - 8:40 amORD-EAS
13h 54m2 stops
American Airlines Logo
9:20 am - 9:23 pmEAS-ORD
19h 03m2 stops
$848American Airlines
Find Deal
Sat, Sep 20 - Thu, Oct 9
Iberia Logo
4:45 pm - 1:00 pmORD-EAS
13h 15m1 stop
Iberia Logo
9:20 am - 2:30 pmEAS-ORD
12h 10m1 stop
$924Iberia
Find Deal
Thu, Jan 15 - Thu, Jan 22
American Airlines Logo
4:45 pm - 8:50 pmORD-EAS
21h 05m1 stop
American Airlines Logo
1:40 pm - 11:06 amEAS-ORD
28h 26m2 stops
$926American Airlines
Find Deal
Fri, Nov 7 - Tue, Nov 11
American Airlines Logo
4:45 pm - 8:50 pmORD-EAS
21h 05m1 stop
American Airlines Logo
1:40 pm - 2:30 pmEAS-ORD
31h 50m1 stop
$927American Airlines
Find Deal
Fri, Nov 7 - Tue, Nov 11
British Airways Logo
4:55 pm - 4:15 pmORD-EAS
16h 20m1 stop
British Airways Logo
1:25 pm - 4:05 pmEAS-ORD
57h 40m2 stops
$1,001British Airways
Find Deal
Sat, Sep 20 - Thu, Oct 9

Iberia flights from Chicago to San Sebastian

Our best Iberia deals on Chicago to San Sebastian flight tickets
Iberia
Feb 17
ORD4:45 pmChicago O'Hare Intl
13h 15m
1 stop
EAS1:00 pmSan Sebastián
Feb 26
EAS9:30 pmSan Sebastián
24h 00m
1 stop
ORD2:30 pmChicago O'Hare Intl
Iberia
Jan 15
ORD11:40 amChicago O'Hare Intl
14h 00m
2 stops
EAS8:40 amSan Sebastián
Jan 22
EAS9:20 amSan Sebastián
12h 10m
1 stop
ORD2:30 pmChicago O'Hare Intl
Iberia
Jan 15
ORD11:40 amChicago O'Hare Intl
18h 20m
2 stops
EAS1:00 pmSan Sebastián
Jan 22
EAS9:30 pmSan Sebastián
27h 08m
2 stops
ORD5:38 pmChicago O'Hare Intl

American Airlines flights from Chicago to San Sebastian

Our best American Airlines deals on Chicago to San Sebastian flight tickets
American Airlines
Feb 17
ORD10:07 amChicago O'Hare Intl
15h 33m
2 stops
EAS8:40 amSan Sebastián
Feb 26
EAS9:20 amSan Sebastián
19h 41m
2 stops
ORD10:01 pmChicago O'Hare Intl
American Airlines
Sep 20
ORD11:46 amChicago O'Hare Intl
13h 54m
2 stops
EAS8:40 amSan Sebastián
Oct 9
EAS9:20 amSan Sebastián
19h 03m
2 stops
ORD9:23 pmChicago O'Hare Intl
American Airlines
Nov 7
ORD4:45 pmChicago O'Hare Intl
21h 05m
1 stop
EAS8:50 pmSan Sebastián
Nov 11
EAS1:40 pmSan Sebastián
28h 26m
2 stops
ORD11:06 amChicago O'Hare Intl

momondo 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, momondo users made 832,500 searches. Data last updated August 28, 2025.
Use the filters below to find and compare flights from Chicago to San Sebastian that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Tue 2/17

4:45 pm-1:00 pm

1 stop13h 15m

San Sebastián

Thu 2/26

9:30 pm-2:30 pm

1 stop24h 00m

$677

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Tue 2/17

10:07 am-8:40 am

2 stops15h 33m

San Sebastián

Thu 2/26

9:20 am-10:01 pm

2 stops19h 41m

$681

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Thu 1/15

11:40 am-8:40 am

2 stops14h 00m

San Sebastián

Thu 1/22

9:20 am-2:30 pm

1 stop12h 10m

$721

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Thu 1/15

11:40 am-1:00 pm

2 stops18h 20m

San Sebastián

Thu 1/22

9:30 pm-5:38 pm

2 stops27h 08m

$742

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Thu 1/8

4:20 pm-8:50 pm

2 stops21h 30m

San Sebastián

Wed 1/14

9:30 pm-6:25 pm

2 stops27h 55m

$806

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Sat 9/20

11:46 am-8:40 am

2 stops13h 54m

San Sebastián

Thu 10/9

9:20 am-9:23 pm

2 stops19h 03m

$848

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Thu 1/15

4:45 pm-1:00 pm

1 stop13h 15m

San Sebastián

Thu 1/22

9:20 am-2:30 pm

1 stop12h 10m

$924

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Fri 11/7

4:45 pm-8:50 pm

1 stop21h 05m

San Sebastián

Tue 11/11

1:40 pm-11:06 am

2 stops28h 26m

$926

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Fri 11/7

4:45 pm-8:50 pm

1 stop21h 05m

San Sebastián

Tue 11/11

1:40 pm-2:30 pm

1 stop31h 50m

$927

ChicagoSan Sebastian

ORD - EAS

ORDEAS

Chicago O'Hare Intl

Sat 9/20

4:55 pm-4:15 pm

1 stop16h 20m

San Sebastián

Thu 10/9

1:25 pm-4:05 pm

2 stops57h 40m

$1,001

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

See travel insights to San Sebastian from

How to get the cheapest flight ticket from Chicago to San Sebastian

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to San Sebastian?

On average, the least expensive day to fly to San Sebastian from Chicago is on a Friday. momondo users have found tickets for Friday departures for as low as $827. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to San Sebastian for around $1,488.

What is the cheapest time of day to depart on your flight to San Sebastian?

Flying to San Sebastian from Chicago in the morning is the least expensive time of day to depart. momondo users have found prices as low as $962 when looking at flights departing in the morning. Flights to San Sebastian are more costly in the afternoon, with an average ticket price of $1,256. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from Chicago to San Sebastian

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to San Sebastian according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to San Sebastian (CHI to EAS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to San Sebastian

Direct flights

None
There are no direct flights from Chicago to San Sebastian. There are no popular flight routes from Chicago to San Sebastian.
  • How far is Chicago to San Sebastián by plane?

    Chicago and San Sebastián are 4147.4 mi apart from one another. Typically, this will take 13h 15m by plane in normal conditions.

  • When did momondo last update prices for flights from Chicago to San Sebastián Airport?

    Prices for flights from Chicago to San Sebastián Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to San Sebastián Airport?

  • How old do you have to be to fly from Chicago to San Sebastián Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to San Sebastián Airport.

  • What documentation or ID do you need to fly to San Sebastián Airport?

    The travel and health documents you'll need for your trip to San Sebastián Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at San Sebastián Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Chicago to San Sebastian?

Best airlines flying from Chicago to San Sebastian

Compare and see reviews for airlines that fly from Chicago to San Sebastian with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $1,039Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near San Sebastian?

Book flights to San Sebastian if you plan to visit one of these locations
Irun
Hondarribia

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to San Sebastian?

It is quick and easy to find Chicago to San Sebastian flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to San Sebastian that suits you.

Can I find flights from Chicago to San Sebastian with flexible booking policies on momondo?

All flight searches from Chicago to San Sebastian on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to San Sebastian?

momondo helps you find the best flight between Chicago and San Sebastian by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to San Sebastian right now. Can momondo alert me if prices change?

Price alerts on flights to San Sebastian from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your San Sebastian trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 9/2
Tue 9/9

Find better results for your trip to Spain

Airports servicing Basque Country