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CA $206 Cheap Flights from Seattle (SEA) to Chicago (MDW)

View CA $206 flight on Wed, Nov 11, 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 $206 for one-way flights and CA $411 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Sat, Nov 14 - Mon, Nov 16
SEA
Seattle
MDW
Chicago
CA $411 Roundtrip, found 13 hours ago
CA $411
Roundtrip
found 13 hours ago
Select Southwest Airlines flight, departing Sat, Nov 14 from Seattle to Chicago, returning Mon, Nov 16, priced at CA $411 found 13 hours ago
Delta
Tue, Oct 6 - Sat, Oct 17
SEA
Seattle
MDW
Chicago
CA $411 Roundtrip, found 9 hours ago
CA $411
Roundtrip
found 9 hours ago
Select Delta flight, departing Tue, Oct 6 from Seattle to Chicago, returning Sat, Oct 17, priced at CA $411 found 9 hours ago
Delta
Tue, Oct 6 - Fri, Oct 16
SEA
Seattle
MDW
Chicago
CA $480 Roundtrip, found 13 hours ago
CA $480
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Oct 6 from Seattle to Chicago, returning Fri, Oct 16, priced at CA $480 found 13 hours ago
Delta
Tue, Oct 6 - Fri, Oct 16
SEA
Seattle
MDW
Chicago
CA $488 Roundtrip, found 13 hours ago
CA $488
Roundtrip
found 13 hours ago
Select Delta flight, departing Tue, Oct 6 from Seattle to Chicago, returning Fri, Oct 16, priced at CA $488 found 13 hours ago
Delta
Wed, Oct 7 - Sat, Oct 17
SEA
Seattle
MDW
Chicago
CA $506 Roundtrip, found 9 hours ago
CA $506
Roundtrip
found 9 hours ago
Select Delta flight, departing Wed, Oct 7 from Seattle to Chicago, returning Sat, Oct 17, priced at CA $506 found 9 hours ago
Delta
Wed, Oct 21 - Mon, Oct 26
SEA
Seattle
MDW
Chicago
CA $508 Roundtrip, found 13 hours ago
CA $508
Roundtrip
found 13 hours ago
Select Delta flight, departing Wed, Oct 21 from Seattle to Chicago, returning Mon, Oct 26, priced at CA $508 found 13 hours ago
Delta
Mon, Oct 12 - Wed, Oct 14
SEA
Seattle
MDW
Chicago
CA $511 Roundtrip, found 9 hours ago
CA $511
Roundtrip
found 9 hours ago
Select Delta flight, departing Mon, Oct 12 from Seattle to Chicago, returning Wed, Oct 14, priced at CA $511 found 9 hours ago
Delta
Wed, Oct 21 - Mon, Oct 26
SEA
Seattle
MDW
Chicago
CA $513 Roundtrip, found 13 hours ago
CA $513
Roundtrip
found 13 hours ago
Select Delta flight, departing Wed, Oct 21 from Seattle to Chicago, returning Mon, Oct 26, priced at CA $513 found 13 hours ago
Delta
Tue, Oct 6 - Thu, Oct 15
SEA
Seattle
MDW
Chicago
CA $525 Roundtrip, found 9 hours ago
CA $525
Roundtrip
found 9 hours ago
Select Delta flight, departing Tue, Oct 6 from Seattle to Chicago, returning Thu, Oct 15, priced at CA $525 found 9 hours ago
Delta
Wed, Nov 11 - Fri, Nov 13
SEA
Seattle
MDW
Chicago
CA $531 Roundtrip, found 9 hours ago
CA $531
Roundtrip
found 9 hours ago
Select Delta flight, departing Wed, Nov 11 from Seattle to Chicago, returning Fri, Nov 13, priced at CA $531 found 9 hours 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. Average driving time to city centre is 23 minutes. Flights from CA $675
ORD
O'Hare Intl.
Average driving time to city centre23 min
Flights from CA $675

Find the cheapest month to fly from Seattle (SEA) to Chicago (MDW)

May is typically the cheapest month to fly

From CA $274 - CA $537 per traveller.

Frequently asked questions

How much does a flight from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.) cost?
You can find one-way and return flights from SEA to MDW with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when SEA to MDW ticket fares go up or down.
What is the cheapest month to fly from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.)?
The cheapest months to fly from SEA to MDW are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.)?
Only one airline offers direct flights from Seattle - Tacoma Intl. (SEA) to Midway Intl. (MDW). Southwest Airlines operates 19 direct flights from Seattle - Tacoma Intl. (SEA) to Midway Intl. (MDW) every week.
What is the cheapest airline that flies from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.)?
Southwest Airlines is one of the cheapest airlines offering nonstop return flights from Seattle - Tacoma Intl. (SEA) to Midway Intl. (MDW), with tickets starting from around CA$128 for flights that can be booked for departure within the next year. Southwest Airlines also offers one of the cheapest connecting return flights on this route, with a layover in Harry Reid Intl. (LAS), starting from around CA$142. These prices are for economy/coach class per adult. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
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.) to Chicago, IL (MDW-Midway Intl.) will differ from traveler to traveler. If you like to fly early, Southwest Airlines offers early morning flights. If price is the most important factor, Southwest Airlines typically offers the lowest fares. Southwest Airlines offers the most daily flights from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.), 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.)?
You'll find approximately 3 nonstop flights per day from Seattle - Tacoma Intl. (SEA) to Midway Intl. (MDW). For even more choices, look at flights that include layovers, as there are around 61 connecting flights per day. Some common connection points include Denver Intl. (DEN), Harry Reid International Airport (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 around 12:15 AM local time. This flight is operated by Southwest Airlines. Please note that this is a seasonal service, active only in October. An early departure like this can be great for maximizing your time in Chicago. 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.)?
You'll typically find the most flights from Seattle - Tacoma Intl. (SEA) to Chicago, IL (MDW-Midway Intl.) on a Wednesday, with around 25 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include Southwest Airlines, Delta, and United.
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 morning, from 6am to 9am. Many major carriers, including Southwest Airlines, Delta and United, offer flights during this window. Many travellers prefer these early morning flights as they allow you to arrive at your destination with plenty of time to start your day.
How long does it take to fly from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.)?
A nonstop flight from Seattle - Tacoma Intl. (SEA) to Midway Intl. (MDW) typically takes around 4 hours. This route covers a distance of approximately 2,782 kilometres. If you opt for a flight with one stop, your travel time will be longer, usually around 7 hours 48 minutes. Flights with two or more stops generally take about 9 hours 30 minutes. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some extra time when planning your trip.
Can you fly business or first class from Seattle, WA (SEA-Seattle - Tacoma Intl.) to Chicago, IL (MDW-Midway Intl.)?
Yes, you can fly business class or first class between SEA and MDW. You can fly business class with Delta.First class cabins are available on Delta.
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, IL (MDW) from Seattle, WA (SEA)?
If you're planning to travel to Chicago from Seattle - Tacoma Intl. (SEA), you can fly directly into Midway Intl. (MDW). Some flights may connect through major hubs like Denver Intl. (DEN), Harry Reid International Airport (LAS), or 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, Southwest Airlines
Roundtrip price
CA $410
Distance
2766 km
Average flight time
6 hours 46 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 $411 rising to CA $531.  

Here are more money-saving tips: 

  • Fly in November 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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