CA $298 Cheap Flights from Seattle (SEA) to Chicago (MDW)

View CA $298 flight on Fri, Jun 5, 2026Opens in a new window

Popular airlines from Seattle-Tacoma International Airport (SEA) to Chicago Midway Airport (MDW)

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Cheap flights from Seattle (SEA) to Chicago (MDW)

Prices were available within the past 7 days and start at CA $298 for one-way flights and CA $590 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, May 11 - Tue, May 12
SEA
Seattle
MDW
Chicago
CA $590 Roundtrip, found 4 days ago
CA $590
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, May 11 from Seattle to Chicago, returning Tue, May 12, priced at CA $590 found 4 days ago
Delta
Tue, Jun 23 - Fri, Jun 26
SEA
Seattle
MDW
Chicago
CA $597 Roundtrip, found 2 days ago
CA $597
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jun 23 from Seattle to Chicago, returning Fri, Jun 26, priced at CA $597 found 2 days ago
Delta
Tue, Jul 7 - Tue, Jul 14
SEA
Seattle
MDW
Chicago
CA $622 Roundtrip, found 1 day ago
CA $622
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 7 from Seattle to Chicago, returning Tue, Jul 14, priced at CA $622 found 1 day ago
Delta
Tue, Jul 7 - Mon, Jul 13
SEA
Seattle
MDW
Chicago
CA $624 Roundtrip, found 14 hours ago
CA $624
Roundtrip
found 14 hours ago
Select Delta flight, departing Tue, Jul 7 from Seattle to Chicago, returning Mon, Jul 13, priced at CA $624 found 14 hours ago
Delta
Wed, Jul 8 - Mon, Jul 13
SEA
Seattle
MDW
Chicago
CA $626 Roundtrip, found 6 hours ago
CA $626
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, Jul 8 from Seattle to Chicago, returning Mon, Jul 13, priced at CA $626 found 6 hours ago
Delta
Mon, May 11 - Wed, May 20
SEA
Seattle
MDW
Chicago
CA $636 Roundtrip, found 4 days ago
CA $636
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, May 11 from Seattle to Chicago, returning Wed, May 20, priced at CA $636 found 4 days ago
Delta
Sun, May 24 - Tue, May 26
SEA
Seattle
MDW
Chicago
CA $649 Roundtrip, found 1 day ago
CA $649
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, May 24 from Seattle to Chicago, returning Tue, May 26, priced at CA $649 found 1 day ago
Delta
Sun, May 10 - Sat, May 16
SEA
Seattle
MDW
Chicago
CA $662 Roundtrip, found 6 days ago
CA $662
Roundtrip
found 6 days ago
Select Delta flight, departing Sun, May 10 from Seattle to Chicago, returning Sat, May 16, priced at CA $662 found 6 days ago
Delta
Tue, Jul 7 - Mon, Jul 13
SEA
Seattle
MDW
Chicago
CA $665 Roundtrip, found 14 hours ago
CA $665
Roundtrip
found 14 hours ago
Select Delta flight, departing Tue, Jul 7 from Seattle to Chicago, returning Mon, Jul 13, priced at CA $665 found 14 hours ago
Delta
Sun, May 24 - Wed, May 27
SEA
Seattle
MDW
Chicago
CA $677 Roundtrip, found 2 days ago
CA $677
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, May 24 from Seattle to Chicago, returning Wed, May 27, priced at CA $677 found 2 days ago

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 centre is 23 minutes. Flights from CA $643
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from CA $643

Frequently asked questions

Which airlines fly direct from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.)?
Enter SEA to MDW and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.)?
To find a cheap flight from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.)?
The best airline to fly with from Seattle, WA (SEA-Seattle - Tacoma Intl.) (SEA) to Chicago, IL (MDW-Midway Intl.) (MDW) will differ from traveler to traveler. If you like to fly early, WN offers early morning flights. If price is the most important factor, WN typically offers the lowest fares. WN offers the most daily flights from Seattle, WA (SEA-Seattle - Tacoma Intl.) (SEA) to Chicago, IL (MDW-Midway Intl.) (MDW), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.)?
There are approximately 3 nonstop flights per day from Seattle - Tacoma Intl. (SEA) to Midway Intl. (MDW). For even more choice, look at flights that include layovers. You'll find around 47 connecting flights per day. Some common connection points include Denver Intl. (DEN), McCarran Intl. (LAS), and Sky Harbor Intl. (PHX).
What is the earliest flight from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.)?
The earliest flight from Seattle - Tacoma Intl. (SEA) to Midway Intl. (MDW) typically departs at approximately 12:40 AM local time, operated by Delta. This is a seasonal service active in September and October. An early departure like this can help maximize your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.)?
If you're flying from Seattle - Tacoma Intl. (SEA) to Midway Intl. (MDW), you'll typically find the most flights on a Wednesday, with around 23 flights available. This gives you plenty of options to choose from. Major airlines on this route include Southwest Airlines, Delta Air Lines, and United Airlines. Looking at the week, Wednesday offers notably more flight options compared to other days, making it a good day to consider for your travel.
What are the most popular departure times for flights from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.)?
The most popular departure times for flights from Seattle - Tacoma Intl. (SEA) to Midway Intl. (MDW) are in the early morning, from 6am to 9am. About 31% of passengers prefer this time. Many major carriers, including Southwest Airlines and Delta Air Lines, offer flights during this window. This timing works well because it allows you to get an early start on your travel day and arrive at your destination with plenty of time.
How long does it take to fly from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.)?
Flying nonstop from SEA to MDW takes around 4 hours, with the route covering approximately 1,729 miles. Flights with a layover typically take 3 hours 50 minutes longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.)?
Select the "Business class" and "First class" filters when looking for SEA to MDW flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.) flight with Expedia?
It's easy to earn miles on a Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Seattle - Tacoma Intl. (SEA)?
From Seattle - Tacoma Intl. (SEA), you can fly into O'Hare Intl. (ORD) and Midway Intl. (MDW) in Chicago. Some flights may connect through major hubs like McCarran Intl. (LAS), San Francisco Intl. (SFO), Sky Harbor Intl. (PHX) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.) at the last minute?
Typically, booking a last minute flight from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.) flight and hotel package?
Securing a Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.)?
If you booked your Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.) 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 this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Seattle - Tacoma Intl.
Destination airport
Midway Intl.
Airlines serving
Delta
Roundtrip price
CA $590
Distance
2766 km
Average flight time
6 hours 3 mins

Book with confidence

Seattle to Chicago Flights

The easy way to book your flights from Seattle to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Seattle whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Midway Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Seattle to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Seattle - Tacoma Intl., SEA to Midway Intl., MDW 

Sort your search results by price to find great deals on your flight from Seattle to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Seattle currently is just CA $590 rising to CA $677.  

Here are more money-saving tips: 

  • Fly in May when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Seattle 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Seattle to Chicago Flights

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