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Cheap flights from Seattle to Chicago from $94

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Seattle to Chicago departing on 11/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
5:45 am - 11:40 amSEA-MDW
3h 55mnonstop
Southwest Logo
10:50 am - 1:25 pmMDW-SEA
4h 35mnonstop
$213Southwest
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Sat, Dec 6 - Tue, Dec 9
Southwest Logo
5:45 am - 11:40 amSEA-MDW
3h 55mnonstop
Southwest Logo
5:15 am - 11:55 amMDW-SEA
8h 40m1 stop
$214Southwest
Find Deal
Sat, Dec 6 - Wed, Dec 10
Southwest Logo
5:45 am - 11:45 amSEA-MDW
4h 00mnonstop
Southwest Logo
5:25 pm - 8:00 pmMDW-SEA
4h 35mnonstop
$217Southwest
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Fri, Oct 31 - Thu, Nov 6
Frontier Logo
12:36 pm - 7:25 pmSEA-MDW
28h 49m1 stop
Frontier Logo
1:35 pm - 11:41 amMDW-SEA
24h 06m1 stop
$219Frontier
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Wed, Dec 24 - Thu, Jan 1
Frontier Logo
9:22 pm - 2:57 pmSEA-MDW
15h 35m1 stop
Frontier Logo
12:30 pm - 12:07 pmMDW-SEA
25h 37m1 stop
$226Frontier
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Fri, Oct 31 - Mon, Nov 10
Southwest Logo
12:35 pm - 8:20 pmSEA-MDW
5h 45m1 stop
Southwest Logo
5:25 pm - 8:00 pmMDW-SEA
4h 35mnonstop
$227Southwest
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Fri, Oct 31 - Thu, Nov 6
Frontier Logo
2:22 pm - 11:30 amSEA-MDW
19h 08m1 stop
Frontier Logo
6:27 pm - 12:07 pmMDW-SEA
19h 40m2 stops
$229Frontier
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Sun, Nov 2 - Mon, Nov 10
Frontier Logo
2:31 pm - 11:38 amSEA-MDW
19h 07m2 stops
Frontier Logo
12:30 pm - 12:13 pmMDW-SEA
25h 43m1 stop
$231Frontier
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Mon, Oct 27 - Fri, Oct 31
Southwest Logo
6:35 am - 12:30 pmSEA-MDW
3h 55mnonstop
Southwest Logo
7:55 am - 3:25 pmMDW-SEA
9h 30m2 stops
$232Southwest
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Thu, Dec 4 - Sun, Dec 7
Delta Logo
11:15 pm - 8:54 amSEA-MDW
7h 39m1 stop
Delta Logo
1:50 pm - 8:35 pmMDW-SEA
8h 45m1 stop
$237Delta
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Wed, Dec 3 - Mon, Dec 8

Southwest flights from Seattle to Chicago Midway Airport

Our best Southwest deals on Seattle to Chicago Midway Airport flight tickets
Southwest
Dec 6
SEA5:45 amSeattle/Tacoma Intl
3h 55m
MDW11:40 amChicago Midway
Dec 9
MDW10:50 amChicago Midway
4h 35m
SEA1:25 pmSeattle/Tacoma Intl
$213
Find similar
Southwest
Dec 6
SEA5:45 amSeattle/Tacoma Intl
3h 55m
MDW11:40 amChicago Midway
Dec 10
MDW5:15 amChicago Midway
8h 40m
1 stop
SEA11:55 amSeattle/Tacoma Intl
$214
Find similar
Southwest
Oct 31
SEA5:45 amSeattle/Tacoma Intl
4h 00m
MDW11:45 amChicago Midway
Nov 6
MDW5:25 pmChicago Midway
4h 35m
SEA8:00 pmSeattle/Tacoma Intl
$217
Find similar

Frontier flights from Seattle to Chicago Midway Airport

Our best Frontier deals on Seattle to Chicago Midway Airport flight tickets
Frontier
Oct 24
SEA10:16 amSeattle/Tacoma Intl
11h 04m
1 stop
MDW11:20 pmChicago Midway
Oct 27
MDW12:11 pmChicago Midway
26h 02m
1 stop
SEA12:13 pmSeattle/Tacoma Intl
$211
Find similar
Frontier
Dec 24
SEA12:36 pmSeattle/Tacoma Intl
28h 49m
1 stop
MDW7:25 pmChicago Midway
Jan 1
MDW1:35 pmChicago Midway
24h 06m
1 stop
SEA11:41 amSeattle/Tacoma Intl
$219
Find similar
Frontier
Oct 31
SEA9:22 pmSeattle/Tacoma Intl
15h 35m
1 stop
MDW2:57 pmChicago Midway
Nov 10
MDW12:30 pmChicago Midway
25h 37m
1 stop
SEA12:07 pmSeattle/Tacoma Intl
$226
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momondo Fare Finder

 
Customize your flight search to find flights from Seattle to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated October 13, 2025.
Use the filters below to find and compare flights from Seattle to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Sat 12/6

5:45 am-11:40 am

Nonstop3h 55m

Chicago Midway

Tue 12/9

10:50 am-1:25 pm

Nonstop4h 35m

$213

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Sat 12/6

5:45 am-11:40 am

Nonstop3h 55m

Chicago Midway

Wed 12/10

5:15 am-11:55 am

1 stop8h 40m

$214

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Fri 10/31

5:45 am-11:45 am

Nonstop4h 00m

Chicago Midway

Thu 11/6

5:25 pm-8:00 pm

Nonstop4h 35m

$217

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Wed 12/24

12:36 pm-7:25 pm

1 stop28h 49m

Chicago Midway

Thu 1/1

1:35 pm-11:41 am

1 stop24h 06m

$219

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Fri 10/31

9:22 pm-2:57 pm

1 stop15h 35m

Chicago Midway

Mon 11/10

12:30 pm-12:07 pm

1 stop25h 37m

$226

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Fri 10/31

12:35 pm-8:20 pm

1 stop5h 45m

Chicago Midway

Thu 11/6

5:25 pm-8:00 pm

Nonstop4h 35m

$227

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Sun 11/2

2:22 pm-11:30 am

1 stop19h 08m

Chicago Midway

Mon 11/10

6:27 pm-12:07 pm

2 stops19h 40m

$229

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Mon 10/27

2:31 pm-11:38 am

2 stops19h 07m

Chicago Midway

Fri 10/31

12:30 pm-12:13 pm

1 stop25h 43m

$231

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Thu 12/4

6:35 am-12:30 pm

Nonstop3h 55m

Chicago Midway

Sun 12/7

7:55 am-3:25 pm

2 stops9h 30m

$232

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Wed 12/3

11:15 pm-8:54 am

1 stop7h 39m

Chicago Midway

Mon 12/8

1:50 pm-8:35 pm

1 stop8h 45m

$237

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Seattle to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from Seattle, with most prices found around $208. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Seattle during the month September is also very affordable. Most momondo users find prices during this month for around $292.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Seattle. The lowest ticket price found for a Wednesday departure recently was $400. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Seattle because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $544.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Seattle in the evening is the least expensive time of day to depart. momondo users have found prices as low as $371 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $430. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Seattle/Tacoma Intl to Chicago Midway flight route?

Fly from Seattle/Tacoma Intl to Chicago Midway for the best Seattle/Tacoma Intl - Chicago Midway flight prices

What cabin class options are available on Seattle/Tacoma Intl to Chicago Midway flights?

There is only 1 cabin class available to choose from on Seattle/Tacoma Intl to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Seattle to Chicago Midway Airport flight prices changed over time?

When to book flights from Seattle to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Seattle to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Seattle to Chicago Midway Airport (SEA to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Seattle to Chicago Midway Airport

Best Price Found

$221

Fastest flight time

3h 50m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Seattle in the past 72 hours is $221. The best round-trip flight deal from Seattle to Chicago Midway Airport found on momondo in the last 72 hours is $277.
The fastest flight from Seattle to Chicago Midway Airport takes 3h 50m
Direct flights go from Seattle to Chicago Midway Airport every day.
Search flight deals

  • How far is Seattle/Tacoma Intl to Chicago Midway by plane?

    The distance between Seattle/Tacoma Intl and Chicago Midway is about 1729.4 mi. In terms of flight time, this usually takes a little over 3h 55m.

  • When did momondo last update prices for flights from Seattle/Tacoma Intl Airport to Chicago Midway Airport?

    Prices for flights from Seattle/Tacoma Intl Airport to Chicago Midway Airport refresh daily.

  • How many operators does momondo search for flights from Seattle/Tacoma Intl Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Seattle/Tacoma Intl Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Seattle/Tacoma Intl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents you'll need for your trip to Chicago Midway Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Seattle to Chicago Midway Airport?

  • What is the most popular airline from Seattle to Chicago Midway Airport?

Best airlines flying from Seattle to Chicago Midway Airport

Compare and see reviews for airlines that fly from Seattle to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $160Free CancellationRating
5.8
3,135 reviews
Search Frontier flights
SouthwestPriceFrom $179Free CancellationRating
8.0
4,235 reviews
Search Southwest flights

  • Southwest Flights From Seattle to Chicago Midway Airport

    Southwest is one of the most popular airlines flying from Seattle to Chicago Midway Airport, operating 5 flights/week on average for this route. A good Southwest flight deal for Seattle to Chicago Midway Airport starts from $179 round-trip, up to an average price of $381. Our users have rated Southwest at 8.0/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Seattle to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Seattle to Chicago for you.

Can I find flights from Seattle to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Seattle to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Seattle to Chicago?

momondo helps you find the best flight between Seattle and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Seattle to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Seattle to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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