Skyscanner home

Cheap Flights from Chicago (CHIA) to San Sebastian (EAS)

Compare Chicago to San Sebastian flight deals

Find the cheapest month or even day of the year to fly to San Sebastian

Book the best San Sebastian fare with no extra fees

Flight deals from Chicago to San Sebastian

Looking for a cheap last-minute deal or the best return flight from Chicago to San Sebastian Airport? If you want to travel next month, return fares start from $1,213. Find the lowest prices on one-way and return tickets right here.
San Sebastian.$1,190 per passenger.Departing Wed, 4 Nov, returning Wed, 11 Nov.Return flight with Finnair.Outbound indirect flight with Finnair, departs from Chicago O'Hare International on Wed, 4 Nov, arriving in San Sebastian.Inbound indirect flight with Finnair, departs from San Sebastian on Wed, 11 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,190, select.
San Sebastian.$1,199 per passenger.Departing Tue, 6 Oct, returning Tue, 13 Oct.Return flight with Finnair.Outbound indirect flight with Finnair, departs from Chicago O'Hare International on Tue, 6 Oct, arriving in San Sebastian.Inbound indirect flight with Finnair, departs from San Sebastian on Tue, 13 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,199, select.
San Sebastian.$1,210 per passenger.Departing Mon, 28 Sep, returning Mon, 5 Oct.Return flight with Iberia.Outbound indirect flight with Iberia, departs from Chicago O'Hare International on Mon, 28 Sep, arriving in San Sebastian.Inbound indirect flight with Iberia, departs from San Sebastian on Mon, 5 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,210, select.
San Sebastian.$1,213 per passenger.Departing Mon, 17 Aug, returning Mon, 24 Aug.Return flight with Icelandair and Iberia.Outbound indirect flight with Icelandair, departs from Chicago O'Hare International on Mon, 17 Aug, arriving in San Sebastian.Inbound indirect flight with Iberia, departs from San Sebastian on Mon, 24 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,213, select.
San Sebastian.$1,216 per passenger.Departing Tue, 1 Dec, returning Wed, 9 Dec.Return flight with Iberia.Outbound indirect flight with Iberia, departs from Chicago O'Hare International on Tue, 1 Dec, arriving in San Sebastian.Inbound indirect flight with Iberia, departs from San Sebastian on Wed, 9 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,216, select.
San Sebastian.$1,241 per passenger.Departing Tue, 27 Oct, returning Tue, 3 Nov.Return flight with Finnair.Outbound indirect flight with Finnair, departs from Chicago O'Hare International on Tue, 27 Oct, arriving in San Sebastian.Inbound indirect flight with Finnair, departs from San Sebastian on Tue, 3 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,241, select.
San Sebastian.$1,285 per passenger.Departing Wed, 23 Sep, returning Wed, 30 Sep.Return flight with Iberia.Outbound indirect flight with Iberia, departs from Chicago O'Hare International on Wed, 23 Sep, arriving in San Sebastian.Inbound indirect flight with Iberia, departs from San Sebastian on Wed, 30 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,285, select.
San Sebastian.$1,365 per passenger.Departing Tue, 25 Aug, returning Tue, 1 Sep.Return flight with Iberia.Outbound indirect flight with Iberia, departs from Chicago O'Hare International on Tue, 25 Aug, arriving in San Sebastian.Inbound indirect flight with Iberia, departs from San Sebastian on Tue, 1 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,365, select.
San Sebastian.$1,532 per passenger.Departing Thu, 30 Jul, returning Thu, 6 Aug.Return flight with Iberia.Outbound indirect flight with Iberia, departs from Chicago O'Hare International on Thu, 30 Jul, arriving in San Sebastian.Inbound indirect flight with Iberia, departs from San Sebastian on Thu, 6 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,532, select.
San Sebastian.$1,707 per passenger.Departing Tue, 21 Jul, returning Tue, 28 Jul.Return flight with Iberia.Outbound indirect flight with Iberia, departs from Chicago O'Hare International on Tue, 21 Jul, arriving in San Sebastian.Inbound indirect flight with Iberia, departs from San Sebastian on Tue, 28 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,707, select.

Find the cheapest month to fly from Chicago to San Sebastian

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to San Sebastian flights are currently cheapest in November.
Jul
from $1,707
Aug
from $1,213
Sep
from $1,285
Oct
from $1,199
Nov
from $1,190
Dec
from $1,216
Jan
Find prices
Feb
Find prices
Mar
Find prices
Apr
Find prices
May
Find prices
Jun
Find prices

Chicago to San Sebastian: Alternative routes

Compare routes from Chicago to San Sebastian below. You may find an airport to fly into that's cheaper, faster, or easier than San Sebastian.

San Sebastian

16km from central San Sebastian
Closest
from $1,190
Search flights

Biarritz

41km from central San Sebastian
from $1,114
Search flights

Pamplona

67km from central San Sebastian
from $1,223
Search flights

Bilbao

75km from central San Sebastian
Cheapest
from $866
Search flights

Vitoria

77km from central San Sebastian
from $1,486
Search flights

Chicago to San Sebastian: Flight information

The things to know before you go.
Cheapest flight found$1,190
Cheapest month to flyNovember

Finding cheap flights from Chicago to San Sebastian: Frequently asked questions

The best price we found for a return flight from Chicago to San Sebastian is $1,190. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to San Sebastian. But we found flights with one stop from $1,190.
As of July 2026, there are no flights flying from Chicago to San Sebastian.
The cheapest month to fly from Chicago to San Sebastian is usually November.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to San Sebastian Airport on Wednesday, 4 November 2026.
No airlines currently offer direct flights between Chicago and San Sebastian Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to San Sebastian but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to San Sebastian is around 40 days in advance, so don’t leave your flight to the last minute.

The cheapest airline that flies to San Sebastian is Finnair .

Flying from Chicago to San Sebastian Airport (EAS): What you need to know

  • San Sebastian Airport is located in San Sebastian. The city follows the UTC+1 timezone and is seven hours ahead of Chicago.

  • Arrive at the airport on time so you don't miss your flight from Chicago to EAS. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid the mad dash to your gate.

  • If you're flying during a peak month like July, arrive at the terminal even earlier. It's smart to arrive up to four hours before an international flight and two hours ahead of domestic departures. Check-in and security lines will be longer during peak periods like Christmas and New Year.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • Think about adding a stopover to find cheap flights from Chicago to EAS. Just deselect 'Direct flights only' when searching for departures from Chicago O'Hare International Airport (ORD). Pause your trip (and maybe pocket some savings) with a stop at one of these airports:

    • Adolfo Suarez Madrid-Barajas Airport (MAD)

    • Barcelona-El Prat Airport (BCN)

    • Edinburgh Airport (EDI)

  • The journey from central Chicago to ORD takes around 45 minutes on public transport. If you ride-share, drive or grab a taxi, you'll cover the 27 kilometres in 30 minutes or so, depending on traffic.

  • Want an easy start to your trip? Stay near Chicago O'Hare International Airport. Whether you've booked an early flight from Chicago to San Sebastian Airport or prefer not to rush, these hotels have you covered:

  • When it comes to Chicago O'Hare International Airport's on-time performance, 70% of flights arrive within the scheduled time frame.

  • ORD's address is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • MDW is around 16 kilometres from central Chicago. It takes 25 minutes or so to get to the airport in a car from the city centre. Public transport takes roughly 30 minutes.

  • Start your holiday sooner with an additional night away from home. Before catching your Chicago to EAS flight, stay in one of these hotels near Chicago Midway International Airport:

  • 76% of flights out of Chicago Midway International Airport arrive according to schedule.

  • The street address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • The journey time to RFD from central Chicago is around 2 hours on public transport. If you're going by car, it'll take you about 1 hour 40 minutes to cover the 145 kilometres or so.

  • Wake up, take it easy and still make your Chicago to San Sebastian Airport flight without having to rush. These hotels near Chicago Rockford International Airport make getting to the terminal a breeze if you're flying out early:

  • Flights that depart from RFD land at their destination on schedule 71% of the time.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

About San Sebastian Airport (EAS)

  • The last thing you want is a lengthy journey to your hotel if you're arriving on a late flight from Chicago to San Sebastian Airport. Stay at one of these accommodation options near EAS instead:

  • Lock in the best possible rate by booking your vehicle around two weeks ahead of your Chicago to San Sebastian Airport flight.

Getting from San Sebastian Airport (EAS) to central San Sebastian

  • From San Sebastian Airport, central San Sebastian is around 19 kilometres away. It takes about 25 minutes to get to the city centre by car.

  • It typically takes 40 minutes when travelling by public transport.

How to find the cheapest flights from Chicago to San Sebastian Airport (EAS)

  • The cheapest price we've found for a one-way ticket from Chicago to San Sebastian Airport is $503. For a return flight on this route, the best price is $1,190. Depending on the availability and when you book, these fares could change.

  • Booking in advance is often the key to scoring a cheap flight from Chicago to EAS. Flight prices rise as demand increases, so the closer you get to departure, the more you'll likely spend.

  • If you have some flexibility with your travel plans, try using the 'Whole month' search tool. It'll give you the lowest price across the month when searching for your Chicago to San Sebastian Airport ticket.

  • Never miss a deal on plane tickets from Chicago to EAS by creating a Price Alert. We'll send you an email or notification on the app when a new discounted fare appears.

  • Lock in a cheap flight from Chicago to San Sebastian Airport by using the search filters. Choose your preferred times, airlines and number of stops, then sort the results by 'Cheapest' for the best deals.

The best time to fly from Chicago to San Sebastian Airport (EAS)

  • It's time to decide when to book your flight from Chicago to San Sebastian Airport (EAS). June is when most people travel to San Sebastian. If you like things a bit more low-key, think about going in January.

  • Book a Chicago to EAS plane ticket departing in August if you want to explore the city during its warmest month. Expect temperatures in San Sebastian to range from 15ºC (59ºF) to 25ºC (77ºF).

  • January has temperatures of between 4ºC (39ºF) and 13ºC (55ºF). Look for cheap tickets from Chicago to San Sebastian Airport around that time if you want to travel in cooler conditions.

More about San Sebastian

  • Start your San Sebastian trip off on the right foot by choosing the ideal place to stay. Once you've booked your flight from Chicago to San Sebastian Airport, check out our selection of hotels including:

  • There are so many things to discover in this city, it can be difficult to know where to begin. Parte Vieja, San Sebastian - Donostia and San Sebastian are major attractions which should feature on any well-planned San Sebastian itinerary.

Explore more of Spain

  • You've done San Sebastian, now it's time to discover other parts of Spain. Journey around 209 kilometres southeast to Zaragoza to tick off its leading attractions. From Plaza del Pilar to La Seo del Salvador and Basílica de Nuestra Senora del Pilar, your itinerary will be busy.

  • If you're interested in discovering another corner of Spain, head for Logroño, roughly 113 kilometres southwest of San Sebastian. Bodegas Faustino, Bodegas Campo Viejo and Bodegas Valoria are key reasons to visit.

Plan smart, explore more

Where should Australians travel this year?

What are the cheapest days and weeks to fly?

5 best premium economy airlines worth paying for

How to search for multi-city flights with Skyscanner

Plan the rest of your trip from Chicago to San Sebastian

Prices shown on this page are estimated lowest prices only. Found in the last 12 days.