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

Popular airlines from San Sebastian (EAS) to Chicago Midway Airport (MDW)

Frequently asked questions

How much does a flight from San Sebastian Airport (EAS) to Midway Intl. Airport (MDW) cost?
Snag a cheap one-way flight or cheap return flight from San Sebastian Airport (EAS) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from San Sebastian Airport (EAS) to Midway Intl. Airport (MDW)?
Flying in can help you save, as it's the cheapest month for flights between EAS and MDW. You'll often find the lowest prices during the off-season.
What is the cheapest airline that flies from San Sebastian Airport (EAS) to Midway Intl. Airport (MDW)?
To find the cheapest airline flying from EAS to MDW, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from San Sebastian Airport (EAS) to Midway Intl. Airport (MDW)?
You'll need to take a flight with a layover when traveling from San Sebastian Airport (EAS) to Midway Intl. Airport (MDW). There are no daily direct flights on this route. However, just filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from EAS to MDW?
You'll usually find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can vary from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from San Sebastian Airport (EAS) to Midway Intl. Airport (MDW)?
To avoid possible delays on the San Sebastian Airport (EAS) to Midway Intl. Airport (MDW) route, travel before 3 PM. Later flights have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from San Sebastian Airport (EAS) to Midway Intl. Airport (MDW) last-minute?
Holding off until just before your trip to book a flight from EAS to MDW generally means paying more. While you might find some last-minute discounts, there's no guarantee. Keep your travel schedule open for a better chance of getting a bargain.
Is it cheaper to book an EAS to MDW flight and hotel package?
You'll typically save money by securing an EAS to MDW flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. Once you've selected your preferred accommodations and flights, consider adding extras including activities, car rentals and tours.
Can I cancel or change the date of my flight from San Sebastian Airport (EAS) to Midway Intl. Airport (MDW)?
If you reserved your EAS to MDW flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for more information.

Travel information

Origin airport
San Sebastian
Destination airport
Midway Intl.
Distance
4164 mi

Book with confidence

San Sebastian to Chicago Flights

The cheapest times to fly from San Sebastian to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from San Sebastian to Chicago are during the month of . You can find some of the cheapest flights from San Sebastian to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from San Sebastian to Chicago

Sunday is one of the best days to book for cheap flights from San Sebastian to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from San Sebastian to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from San Sebastian to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap San Sebastian to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your San Sebastian to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

San Sebastian to Chicago Flights

Explore a world of travel with Expedia

*Available to One Key members.