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$85+ Cheap flights from Seattle (SEA) to Midway (MDW)

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 5/28. Fares are subject to change and may not be available on all flights or dates of travel.
SEA — MDW
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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Cheap flight deals from Seattle to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Seattle (SEA) to Midway (MDW). 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 April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$179
(Southwest)

One-way from

$85
(Southwest)

Popular in

August

Cheapest in

June

Average price

$380

Good round-trip deal

$330 or less

Good one-way deal

$203 or less
Provider with most accurate pricing for Seattle/Tacoma Intl-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Seattle/Tacoma Intl-Chicago Midway flights.
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From Seattle/Tacoma Intl to Chicago Midway
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One-way flight from Seattle/Tacoma Intl to Chicago Midway
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Highest demand for flights based on searches. 7% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Seattle/Tacoma Intl to Chicago Midway.
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Price to beat on a one-way flight from Seattle/Tacoma Intl to Chicago Midway.
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Find flight deals from Seattle to Midway

Cheapest flights from Seattle to Midway
Explore the most affordable flight options available from Seattle to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.

This Southwest deal was found by Cheapflights users on 4/28. 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 7/1610:40 pmSEA - MDW
1 stop9h 05mSouthwest
Wed 8/138:55 pmMDW - SEA
Nonstop4h 30mSouthwest
Deal found 4/28$179
This Frontier deal was found by Cheapflights users on 4/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/179:42 pmSEA - MDW
1 stop13h 43mFrontier
Sat 5/312:44 pmMDW - SEA
1 stop11h 53mFrontier
Deal found 4/28$198
This Delta deal was found by Cheapflights users on 4/28. 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.
Sat 7/511:35 amSEA - MDW
2 stops19h 06mDelta
Sun 8/101:09 pmMDW - SEA
1 stop6h 42mDelta
Deal found 4/28$416

Cheapflights Fare Finder

Customize your flight search to find flights from Seattle to Midway 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 April 29, 2025.
Use the filters below to find and compare flights from Seattle to Chicago Midway Airport that are best for you.

Fly from

Seattle

Fly to

Midway

Route

Depart

Return

Price

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Wed 7/16

10:40 pm-9:45 am

1 stop9h 05m

Chicago Midway

Wed 8/13

8:55 pm-11:25 pm

Nonstop4h 30m

$179

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Sat 5/17

9:42 pm-1:25 pm

1 stop13h 43m

Chicago Midway

Sat 5/31

2:44 pm-12:37 am

1 stop11h 53m

$198

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Sat 7/5

11:35 am-8:41 am

2 stops19h 06m

Chicago Midway

Sun 8/10

1:09 pm-5:51 pm

1 stop6h 42m

$416

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Wed 5/28

6:00 am-12:10 pm

Nonstop4h 10m

$85

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Sat 5/17

9:42 pm-1:25 pm

1 stop13h 43m

$105

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Thu 5/29

6:00 am-6:10 pm

2 stops34h 10m

$183

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Tue 5/20

3:55 pm-8:40 am

2 stops14h 45m

$190

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Compare providers for flights from Seattle to Midway

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 Seattle to Midway in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy2 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 Seattle-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Seattle-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Seattle-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Seattle-Chicago Midway Airport flights, Cheapflights users trust eDreams the most. eDreams 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 Seattle-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

The best insider tips for Seattle to Chicago Midway Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Seattle to Chicago Midway Airport trip
Airports
SEA

Plan to arrive at SEA two hours before your flight. Use SEA Spot Saver for free security appointments to reduce wait times.

Read more about SEAby Brandon Schultz
MDW

Take the Orange Line from MDW to downtown Chicago in under 30 minutes. It's affordable and runs almost 24 hours.

Read more about MDWby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW

Ramsey Qubein

Ramsey Qubein

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

Brandon Schultz

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

Best time to book a flight from Seattle to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Seattle 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 Seattle to Chicago Midway Airport

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

Currently, April is the cheapest month in which you can book a flight from Seattle to Chicago Midway Airport (average of $160). Flying from Seattle to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 SEA to MDW?

Find hourly flight availability from Seattle to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2025.

It’s optimal to fly from Seattle to Chicago Midway Airport at noon. By choosing this option you can save up to 5% on the cost of your flight, compared to a flight in the afternoon.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated April 29, 2025.
Read through reviews of airlines operating flights from Seattle to Chicago, such as Southwest, Delta and Frontier. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,292 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Crew

8.6

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,292 reviews
Southwest
8.0
Very good
4,292 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Crew

8.6

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,929 reviews
Southwest
8.0
Very good
4,292 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Crew

8.6

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Frontier
6.0
Okay
3,284 reviews
Southwest
8.0
Very good
4,292 reviews

Overall

8.0

Entertainment

7.6

Food

7.1

Crew

8.6

Boarding

8.2

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Seattle to Midway. 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 from for flights from Seattle to Chicago Midway?

    For a flight from Seattle to Chicago Midway, you will be flying from 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 0 outbound flights to Chicago Midway per day. 3 airlines have flights to Chicago Midway from Seattle/Tacoma Intl on a regular basis.

  • What are the cheapest airlines flying from Seattle to Chicago Midway Airport round-trip?

    According to our current data, Southwest ($179), Frontier ($198), and Delta ($416) offers the cheapest pricing from Seattle to Chicago Midway Airport. You may be able to fly from Seattle to Chicago Midway Airport for 54% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Seattle to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $85 on Southwest. Other airlines that offer cheap prices include Frontier from $105 and Delta from $190 one-way.

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

    Looking at all options, your cheapest flight can be booked for $134. While the most popular route (Seattle/Tacoma Intl - Chicago Midway) can be booked for $169 on average our data indicates $346 when flying from Seattle to Chicago Midway Airport.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Seattle to Midway 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 Seattle to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Seattle to Chicago Midway Airport (average of $160). Flying from Seattle to Chicago Midway Airport in November is currently the most expensive (average of $249). 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?

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Top 3 airlines flying from Seattle to Midway

Discover the top 3 airlines that operate flights from Seattle to Midway. 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$131Average$288FlexibilityNo cancel feeOn-time62%
DeltaCheapest$197Average$581FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$199Average$397FlexibilityNo cancel feeOn-time63%

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