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$143+ Cheap flights from Midway (MDW) to Seattle (SEA)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SEA
Jun 9 — Jun 161
Tue 6/9
Tue 6/16
1 adult, Economy
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Cheap flight deals from Midway to Seattle

Cheapest flights from Midway to Seattle
Explore the most affordable flight options available from Midway to Seattle. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 10, 2026.

This Southwest deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/510:00 pm
MDW
-
SEA
Nonstop4h 30m
Southwest
Fri 6/1211:05 pm
SEA
-
MDW
Nonstop3h 55m
Southwest
Deal found 5/7$355
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/39:40 pm
MDW
-
SEA
Nonstop4h 30m
Southwest
Wed 6/102:00 pm
SEA
-
MDW
1 stop7h 05m
Southwest
Deal found 5/8$361
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:22 am
MDW
-
SEA
1 stop15h 26m
Delta
Wed 6/36:00 am
SEA
-
MDW
1 stop9h 56m
Delta
Deal found 5/6$363
This Southwest deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/29:00 pm
MDW
-
SEA
Nonstop4h 35m
Southwest
Mon 9/75:15 am
SEA
-
MDW
Nonstop4h 00m
Southwest
Deal found 5/5$366
This Southwest deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:35 pm
MDW
-
SEA
1 stop8h 00m
Southwest
Tue 6/92:00 pm
SEA
-
MDW
1 stop7h 05m
Southwest
Deal found 5/7$370
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/236:15 am
MDW
-
SEA
1 stop13h 40m
Southwest
Fri 5/295:15 am
SEA
-
MDW
Nonstop3h 55m
Southwest
Deal found 5/8$371
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/169:50 pm
MDW
-
SEA
Nonstop4h 30m
Southwest
Wed 6/242:00 pm
SEA
-
MDW
1 stop7h 05m
Southwest
Deal found 5/8$372
This Southwest deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/289:35 pm
MDW
-
SEA
Nonstop4h 30m
Southwest
Mon 6/111:55 pm
SEA
-
MDW
Nonstop4h 00m
Southwest
Deal found 5/7$374
This Southwest deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:40 pm
MDW
-
SEA
1 stop9h 00m
Southwest
Mon 6/87:10 pm
SEA
-
MDW
1 stop8h 00m
Southwest
Deal found 5/7$375
This Southwest deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/310:10 am
MDW
-
SEA
2 stops12h 50m
Southwest
Sat 6/66:15 am
SEA
-
MDW
Nonstop3h 55m
Southwest
Deal found 5/8$376

Find flight deals from Midway to Seattle

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Seattle (SEA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$355
(Southwest)

One-way from

$143
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$445

Good round-trip deal

$355 or less

Good one-way deal

$177 or less
Provider with most accurate pricing for Chicago Midway-Seattle/Tacoma Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Seattle/Tacoma Intl flights.
Search Deals
From Chicago Midway to Seattle/Tacoma Intl
Search Deals
One-way flight from Chicago Midway to Seattle/Tacoma Intl
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($67 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Seattle/Tacoma Intl.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Seattle/Tacoma Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Seattle that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 10, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Seattle that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Tue 7/21

9:50 pm-12:20 am

Nonstop4h 30m

Seattle/Tacoma Intl

Tue 7/28

11:05 pm-5:00 am

Nonstop3h 55m

$355

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Wed 7/8

9:50 pm-12:20 am

Nonstop4h 30m

Seattle/Tacoma Intl

Wed 7/15

2:00 pm-11:05 pm

1 stop7h 05m

$361

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Mon 6/1

9:35 pm-12:05 am

Nonstop4h 30m

Seattle/Tacoma Intl

Sat 6/6

5:00 am-2:45 pm

2 stops7h 45m

$370

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Fri 7/24

6:55 pm-11:50 pm

1 stop6h 55m

Seattle/Tacoma Intl

Fri 7/31

6:05 pm-5:45 am

1 stop9h 40m

$375

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Sat 7/25

9:00 pm-11:30 pm

Nonstop4h 30m

Seattle/Tacoma Intl

Mon 8/3

11:05 pm-5:00 am

Nonstop3h 55m

$386

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Tue 8/4

10:10 am-4:50 pm

2 stops8h 40m

Seattle/Tacoma Intl

Mon 8/10

11:05 pm-5:05 am

Nonstop4h 00m

$391

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Tue 6/9

5:50 pm-12:30 am

2 stops8h 40m

Seattle/Tacoma Intl

Tue 6/16

7:55 pm-6:00 am

1 stop8h 05m

$401

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Sat 6/20

4:50 pm-12:10 am

1 stop9h 20m

Seattle/Tacoma Intl

Sat 6/27

7:50 pm-5:10 am

1 stop7h 20m

$417

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Wed 7/1

9:50 pm-12:20 am

Nonstop4h 30m

Seattle/Tacoma Intl

Fri 7/10

11:05 pm-5:00 am

Nonstop3h 55m

$423

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Tue 7/21

5:50 pm-12:30 am

2 stops8h 40m

Seattle/Tacoma Intl

Sun 7/26

8:05 pm-9:20 am

1 stop11h 15m

$437

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/9

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Midway to Seattle

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Seattle in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Seattle flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Seattle flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Seattle flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Seattle flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Seattle flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Seattle

Have a flexible travel schedule? Discover the best time to fly to Seattle from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Seattle

What is the cheapest month to book a flight from Chicago Midway Airport to Seattle?

Currently, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Seattle (average of $267). Flying from Chicago Midway Airport to Seattle in December is currently the most expensive (average of $564). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to SEA?

Find hourly flight availability from Midway to Seattle. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 10, 2026.

It’s typically best to fly out from Chicago Midway Airport to Seattle in the evening. Doing so could potentially save you 38% on the flight price compared to flying in the afternoon, which is usually more expensive.

How much does it cost to fly round-trip from Chicago Midway Airport to Seattle?

The best insider tips for Chicago Midway Airport to Seattle flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Seattle trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Brandon Schultz

Brandon Schultz

Expert on SEA

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more

Reviews of airlines servicing Seattle

Get insights into the airlines that provide service to Seattle. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Seattle. Reviews last updated May 10, 2026.
Read reviews from past customers who have flown Southwest from Chicago Midway Airport to Seattle. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,304 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,304 reviews
Southwest
8.0
Very good
4,304 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Midway to Seattle. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Seattle from Chicago Midway?

    For a flight from Chicago Midway to Seattle, you will be flying into Seattle/Tacoma Intl. Seattle/Tacoma Intl (SEA) is just 11.4 mi from the center of the city. Seattle/Tacoma Intl is the only Seattle airport and it handles 1 inbound flight from Chicago Midway per day. 1 airline has flights to Seattle/Tacoma Intl from Chicago Midway on a regular basis.

  • How long is the flight from Chicago Midway Airport to Seattle?

    Airlines like Southwest fly from Chicago Midway Airport to Seattle in about 4h 30m. The time it takes to get you to your destination is usually consistent. The distance between Chicago Midway Airport and Seattle is about 1728 mi. Most flights are nonstop.

  • What is the cheapest airline to fly from Chicago Midway Airport to Seattle round-trip?

    Southwest, at $194, was found to be the cheapest airline from Chicago Midway Airport to Seattle.. Users have found that Southwest is 52% cheaper than the other options available to this destination.

  • What are the cheapest flights from Chicago Midway Airport to Seattle?

    The cheapest flight price from Chicago Midway Airport to Seattle is $127. On average you can expect to pay $316. The most popular route, (Chicago Midway - Seattle/Tacoma Intl), can usually be booked for $355.

  • Can I find deals for flights from Midway to Seattle that include hotel bookings?

    Yes. In addition to deals on Midway to Seattle flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Seattle?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Seattle.

  • Can I find deals for business class flights from Midway to Seattle?

    Yes. Cheapflights offers flight deals from Midway to Seattle by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Seattle?

    Currently, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Seattle (average of $267). Flying from Chicago Midway Airport to Seattle in December is currently the most expensive (average of $564). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Seattle?

Book flights to Seattle if you plan to visit one of these locations
SeaTac
Tacoma
Ocean Shores
Olympia
Lacey
Edmonds
Leavenworth
Snoqualmie
Tumwater
Tukwila
Puyallup
Kent
Lynnwood
Renton
Ellensburg
Fife
Lakewood
Kirkland
Issaquah
Shoreline

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Midway to Seattle

Discover the top airline that operate flights from Midway to Seattle. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$194Average$356FlexibilityNo cancel feeOn-time63%

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