Cheap Flights from Seward (SWD) to Chicago (MDW)

Popular airlines from Seward, AK (SWD) to Chicago Midway Airport (MDW)

Frequently asked questions

How much does a flight from Seward, AK (SWD) to Midway Intl. Airport (MDW) cost?
Secure a cheap one-way flight or cheap return flight from Seward, AK (SWD) to Midway Intl. Airport (MDW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Seward, AK (SWD) to Midway Intl. Airport (MDW)?
Planning your getaway for is a great way to save, as it's the cheapest month for flights between SWD and MDW. You'll typically find the lowest prices during off-peak months.
What is the cheapest airline that flies from Seward, AK (SWD) to Midway Intl. Airport (MDW)?
Expedia's filter tool lets you easily compare different airlines, departure times and fares all in one place. Customize the search to your preferences, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest SWD to MDW flight.
How many flights per day from Seward, AK (SWD) to Midway Intl. Airport (MDW)?
There aren't any daily direct flights from Seward, AK (SWD) to Midway Intl. Airport (MDW). But you can choose flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be cruising above the clouds before you know it.
What day of the week has the most flights from SWD to MDW?
Friday is typically the busiest day for flights, while Tuesday is often the quietest.* Just remember that flight schedules can vary depending on various factors, including the season and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Seward, AK (SWD) to Midway Intl. Airport (MDW)?
To avoid potential delays on the Seward, AK (SWD) to Midway Intl. Airport (MDW) route, aim to fly before 3 PM. Departures after this time have a 22% higher chance of cancellation.**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 Seward, AK (SWD) to Midway Intl. Airport (MDW) last-minute?
Holding off until just before your trip to book your flight from SWD to MDW often results in higher prices. While you may find some last-minute offers, they're not always guaranteed. Keep your travel schedule open for a better chance of scoring a bargain.
Is it cheaper to book a SWD to MDW flight and hotel package?
Opting for a SWD to MDW flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip all in one place. Choose from our wide range of accommodations and then add car rentals, activities and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Seward, AK (SWD) to Midway Intl. Airport (MDW)?
If you booked your SWD to MDW flight in the last 24 hours, you may be able to modify or cancel it without 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, go to our Customer Service portal for more details.

Travel information

Origin airport
Seward
Destination airport
Midway Intl.
Distance
2836 mi

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Seward to Chicago Flights

The cheapest times to fly from Seward 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 Seward to Chicago are during the month of . You can find some of the cheapest flights from Seward to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Seward to Chicago

Sunday is one of the best days to book for cheap flights from Seward 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 Seward 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 Seward 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 Seward 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 Seward 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.

 

Seward to Chicago Flights

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*Available to One Key members.