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$104+ 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 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
SEA — MDW
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 July 29, 2025.

Round-trip from

$184
(Southwest)

One-way from

$104
(Southwest)

Popular in

August

Cheapest in

September

Average price

$294

Good round-trip deal

$241 or less

Good one-way deal

$165 or less
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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High demand for flights, 5% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 29, 2025.

This Southwest deal was found by Cheapflights users on 7/28. 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.
Sat 8/3011:10 pmSEA - MDW
Nonstop4h 05mSouthwest
Sat 9/65:25 pmMDW - SEA
Nonstop4h 30mSouthwest
Deal found 7/28$184
This Frontier deal was found by Cheapflights users on 7/27. 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.
Thu 8/146:25 amSEA - MDW
1 stop12h 29mFrontier
Sat 8/162:44 pmMDW - SEA
1 stop10h 58mFrontier
Deal found 7/27$248

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 July 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

Sat 8/30

11:10 pm-5:15 am

Nonstop4h 05m

Chicago Midway

Sat 9/6

5:25 pm-7:55 pm

Nonstop4h 30m

$184

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Thu 8/14

6:25 am-8:54 pm

1 stop12h 29m

Chicago Midway

Sat 8/16

2:44 pm-11:42 pm

1 stop10h 58m

$248

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Wed 10/22

11:00 am-8:05 pm

1 stop7h 05m

$104

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Fri 9/19

6:12 am-2:51 pm

1 stop6h 39m

$123

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Fri 8/29

10:55 pm-8:35 am

2 stops31h 40m

$194

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Thu 9/25

6:31 pm-4:43 pm

2 stops20h 12m

$195

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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 July 29, 2025.

It’s optimal to fly from Seattle to Chicago Midway Airport in the afternoon. By choosing this option you can save up to 19% on the cost of your flight, compared to a flight in the morning.

Weekly flight availability from Seattle to Chicago Midway Airport

Explore weekly flight availability from Seattle to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 29, 2025.

The most flights from SEA to MDW are scheduled on a Monday (3 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

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 July 29, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and Frontier from Seattle to Chicago Midway Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,977 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,238 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 2 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 ($184), and Frontier ($248) offers the cheapest pricing from Seattle to Chicago Midway Airport. You may be able to fly from Seattle to Chicago Midway Airport for 51% 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 $104 on Southwest. Other airlines that offer cheap prices include Frontier from $123 and Delta from $194 one-way.

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

    Looking at all options, your cheapest flight can be booked for $97. While the most popular route (Seattle/Tacoma Intl - Chicago Midway) can be booked for $189 on average our data indicates $282 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$150Average$287FlexibilityNo cancel feeOn-time62%
DeltaCheapest$172Average$490FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$179Average$387FlexibilityNo cancel feeOn-time63%

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