Cheap Flights from Seattle (SEA) to Chicago (PWK)

Popular airlines from Seattle-Tacoma International Airport (SEA) to Chicago, IL (PWK-Chicago Executive)

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $307
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $307
Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $313
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $313
Flights from Seattle (SEA) to Chicago (PWK)
Origin airport
Seattle - Tacoma Intl.
Destination airport
Chicago Executive
Distance
1711 mi

Seattle to Chicago Flights

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

 

The best time to book a flight from Seattle to Chicago

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

 

Frequently asked questions

How much does a flight from Seattle - Tacoma Intl. Airport (SEA) to Chicago Executive Airport (PWK) cost?
Secure a cheap one-way flight or cheap return flight from Seattle - Tacoma Intl. Airport (SEA) to Chicago Executive Airport (PWK) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Seattle - Tacoma Intl. Airport (SEA) to Chicago Executive Airport (PWK)?
Planning your getaway for may help you find better deals, as it's the cheapest month for flights between SEA and PWK. You'll typically find the lowest fares during the off-season.
What is the cheapest airline that flies from Seattle - Tacoma Intl. Airport (SEA) to Chicago Executive Airport (PWK)?
To find the cheapest airline flying from SEA to PWK, use Expedia's filter tool. Tailor your search based on what's important to you, such as preferred carriers and flight duration. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Seattle - Tacoma Intl. Airport (SEA) to Chicago Executive Airport (PWK)?
There aren't any daily nonstop flights available from Seattle - Tacoma Intl. Airport (SEA) to Chicago Executive Airport (PWK). But you can book flights with layovers. Filter your search results 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 SEA to PWK?
Friday is generally the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can change depending on various factors, including the time of year and carrier.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Seattle - Tacoma Intl. Airport (SEA) to Chicago Executive Airport (PWK)?
To avoid possible delays on the Seattle - Tacoma Intl. Airport (SEA) to Chicago Executive Airport (PWK) route, travel before 3 PM. Departures after this hour 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.
What airports do you fly into for Chicago from Seattle - Tacoma Intl. Airport (SEA)?
If you're catching a direct flight from Seattle - Tacoma Intl. Airport (SEA) to Chicago, you can land at either O'Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Seattle - Tacoma Intl. Airport (SEA) to Chicago Executive Airport (PWK) last-minute?
Booking your ticket from SEA to PWK shortly before your trip is usually more expensive. However, if there's some wiggle room with your travel times and dates, you could land a cheap last-minute fare.
Is it cheaper to book a SEA to PWK flight and hotel package?
You'll typically save money by booking a SEA to PWK flight and hotel package compared to booking separately. In fact, you 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 flights and accommodations, consider adding extras such as tours, car rentals and activities.
Can I cancel or change the date of my flight from Seattle - Tacoma Intl. Airport (SEA) to Chicago Executive Airport (PWK)?
In most instances, you can cancel or reschedule your SEA to PWK flight. However, additional charges may apply, especially if your booking was made over 24 hours ago. Check your itinerary for the airline's policies and fees on flight changes, or if you'd like further information, head to our Customer Service portal.

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*Available to One Key members.