Seattle

$149+ Cheap flights from Midway (MDW) to Seattle (SEA)

MDW — SEA
Dec 9 — Dec 161
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1. Tell us where you want to go

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Cheap flight deals from Midway to Seattle

Cheapest flights from Midway to Seattle

Wed 12/210:15 am -
2 stops10h 20m
Wed 12/91:35 pm -
1 stop5h 55m
Deal found 11/4$272
Fri 12/119:45 pm -
Nonstop4h 50m
Sun 12/1312:15 am -
Nonstop3h 50m
Deal found 11/4$277
Mon 12/710:00 am -
2 stops13h 40m
Mon 12/148:15 pm -
1 stop7h 40m
Deal found 11/8$278
Thu 12/38:45 pm -
Nonstop4h 50m
Wed 12/96:30 am -
Nonstop3h 55m
Deal found 11/5$292
Fri 12/48:45 pm -
Nonstop4h 50m
Sun 12/610:45 am -
1 stop11h 05m
Deal found 11/6$293
Sun 12/69:45 pm -
Nonstop4h 50m
Fri 12/115:30 am -
Nonstop3h 50m
Deal found 11/8$297
Mon 12/2110:30 pm -
Nonstop4h 50m
Fri 12/2511:20 am -
Nonstop3h 50m
Deal found 11/4$299
Sun 12/65:45 am -
1 stop8h 15m
Sun 12/136:15 am -
2 stops9h 30m
Deal found 11/8$302
Thu 12/179:45 pm -
Nonstop4h 50m
Thu 12/245:15 am -
1 stop9h 55m
Deal found 11/7$304
Fri 12/119:45 pm -
Nonstop4h 50m
Sun 12/135:30 am -
Nonstop3h 50m
Deal found 11/5$307

Find flight deals from Midway to Seattle

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$277
(Southwest)

One-way from

$149
(Southwest)

Popular in

January

Cheapest in

March

Average price

$573

Good round-trip deal

$330 or less

Good one-way deal

$154 or less
Provider with most accurate pricing for Chicago Midway-Seattle/Tacoma Intl flight deals.
Provider most trusted by Cheapflights users for Chicago Midway-Seattle/Tacoma Intl flights.
From Chicago Midway to Seattle/Tacoma Intl
One-way flight from Chicago Midway to Seattle/Tacoma Intl
Highest demand for flights based on searches. 22% potential increase in price ($126 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($23 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Chicago Midway to Seattle/Tacoma Intl.
Price to beat on a one-way flight from Chicago Midway to Seattle/Tacoma Intl.

Cheapflights Fare Finder

 
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

ChicagoSeattle

MDW Chicago Midway - SEA Seattle/Tacoma Intl

MDWSEA

Chicago Midway

Wed 11/25

2:35 pm-8:00 pm

1 stop7h 25m

Seattle/Tacoma Intl

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$149

ChicagoSeattle

MDW Chicago Midway - SEA Seattle/Tacoma Intl

MDWSEA

Chicago Midway

Wed 12/9

1:41 pm-10:03 pm

1 stop10h 22m

Seattle/Tacoma Intl

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$160

ChicagoSeattle

MDW Chicago Midway - SEA Seattle/Tacoma Intl

MDWSEA

Chicago Midway

Wed 12/16

1:20 pm-10:20 pm

2 stops11h 00m

Seattle/Tacoma Intl

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$169
Quickest round-trip

ChicagoSeattle

MDW Chicago Midway - SEA Seattle/Tacoma Intl

MDWSEA

Chicago Midway

Fri 1/8

6:15 am-11:15 am

1 stop7h 00m

Seattle/Tacoma Intl

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$185

ChicagoSeattle

MDW Chicago Midway - SEA Seattle/Tacoma Intl

MDWSEA

Chicago Midway

Tue 12/15

10:15 am-6:35 pm

2 stops10h 20m

Seattle/Tacoma Intl

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$189

ChicagoSeattle

MDW Chicago Midway - SEA Seattle/Tacoma Intl

MDWSEA

Chicago Midway

Wed 12/2

1:20 pm-10:50 pm

2 stops11h 30m

Seattle/Tacoma Intl

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$189

ChicagoSeattle

MDW Chicago Midway - SEA Seattle/Tacoma Intl

MDWSEA

Chicago Midway

Thu 12/24

8:45 pm-8:30 am

1 stop13h 45m

Seattle/Tacoma Intl

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$209

ChicagoSeattle

MDW Chicago Midway - SEA Seattle/Tacoma Intl

MDWSEA

Chicago Midway

Fri 11/27

12:05 pm-6:37 pm

1 stop8h 32m

Seattle/Tacoma Intl

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$229

ChicagoSeattle

MDW Chicago Midway - SEA Seattle/Tacoma Intl

MDWSEA

Chicago Midway

Sun 12/6

9:55 am-7:15 pm

2 stops11h 20m

Seattle/Tacoma Intl

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$229

ChicagoSeattle

MDW Chicago Midway - SEA Seattle/Tacoma Intl

MDWSEA

Chicago Midway

Thu 12/31

1:20 pm-10:20 pm

2 stops11h 00m

Seattle/Tacoma Intl

Wed 12/31

12:00 am-2:00 am

Nonstop0h 00m

$230

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

Compare providers for flights from Midway to Seattle

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Seattle in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice 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 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

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 January is currently the most expensive (average of $686). 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?

It’s typically best to fly out from Chicago Midway Airport to Seattle in the evening. Doing so could potentially save you 27% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Chicago Midway Airport to Seattle?

Travelers seeking maximum savings on their Chicago Midway Airport to Seattle flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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

Airfare is below average for this route at the moment.

Chicago Midway Airport to Seattle flights typically cost between $374 and $577 in December.
The cheapest round-trip price found within the last 5 days was $277 on Southwest (Dec 11-Dec 13).

The best insider tips for Chicago Midway Airport to Seattle flights

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.

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.

Reviews of airlines servicing Seattle

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.

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Boarding

8.1

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

  • 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 0 inbound flights 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 and Delta fly from Chicago Midway Airport to Seattle in about 4h 50m. The time it takes to get you to your destination can typically vary by up to 3h 33m. The distance between Chicago Midway Airport and Seattle is about 1728 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Southwest, at $233, was found to be the cheapest airline from Chicago Midway Airport to Seattle.. Users have found that Southwest is 47% 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 $138. On average you can expect to pay $383. The most popular route, (Chicago Midway - Seattle/Tacoma Intl), can usually be booked for $247.

  • 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 January is currently the most expensive (average of $686). 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
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Lacey
Tacoma
Leavenworth
Tukwila
Snoqualmie
Puyallup
Lynnwood
Centralia
Kent
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Ocean Shores
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Issaquah
Olympia
Lakewood
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Shoreline

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Top airline flying from Midway to Seattle

AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$233Average$396FlexibilityNo cancel feeOn-time63%

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