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Cheap flights from Seattle to Chicago from $89

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 2/22. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
6:35 am - 12:30 pmSEA-MDW
3h 55mnonstop
Southwest Logo
10:35 am - 1:15 pmMDW-SEA
4h 40mnonstop
$177Southwest
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Thu, Jan 1 - Wed, Jan 7
Frontier Logo
12:48 pm - 11:08 amSEA-MDW
20h 20m1 stop
Frontier Logo
6:15 am - 4:36 pmMDW-SEA
12h 21m1 stop
$178Frontier
Find Deal
Sat, Dec 13 - Mon, Dec 15
Frontier Logo
12:48 pm - 11:08 amSEA-MDW
20h 20m1 stop
Frontier Logo
7:23 pm - 11:53 amMDW-SEA
18h 30m2 stops
$181Frontier
Find Deal
Sun, Dec 7 - Thu, Dec 11
Southwest Logo
6:35 am - 12:30 pmSEA-MDW
3h 55mnonstop
Southwest Logo
3:40 pm - 10:35 pmMDW-SEA
8h 55m1 stop
$187Southwest
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Thu, Jan 1 - Wed, Jan 7
Southwest Logo
5:15 am - 5:00 pmSEA-MDW
9h 45m2 stops
Southwest Logo
10:35 am - 1:15 pmMDW-SEA
4h 40mnonstop
$192Southwest
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Thu, Jan 15 - Tue, Jan 20
Southwest Logo
5:15 am - 2:45 pmSEA-MDW
7h 30m1 stop
Southwest Logo
5:35 pm - 10:30 pmMDW-SEA
6h 55m1 stop
$196Southwest
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Fri, Jan 9 - Mon, Jan 12
Southwest Logo
6:35 am - 12:30 pmSEA-MDW
3h 55mnonstop
Southwest Logo
5:25 pm - 8:00 pmMDW-SEA
4h 35mnonstop
$197Southwest
Find Deal
Sun, Dec 7 - Fri, Dec 12
Frontier Logo
3:40 pm - 1:59 pmSEA-MDW
20h 19m2 stops
Frontier Logo
7:24 pm - 4:36 pmMDW-SEA
23h 12m1 stop
$202Frontier
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Fri, Dec 5 - Sun, Dec 7
Southwest Logo
5:15 am - 3:00 pmSEA-MDW
7h 45m1 stop
Southwest Logo
4:10 pm - 11:05 pmMDW-SEA
8h 55m1 stop
$206Southwest
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Mon, Dec 8 - Thu, Jan 8
Southwest Logo
6:35 am - 12:30 pmSEA-MDW
3h 55mnonstop
Southwest Logo
5:15 pm - 10:55 pmMDW-SEA
7h 40m1 stop
$207Southwest
Find Deal
Thu, Dec 4 - Mon, Dec 8

Southwest flights from Seattle to Chicago Midway Airport

Our best Southwest deals on Seattle to Chicago Midway Airport flight tickets
Southwest
Jan 1
SEA6:35 amSeattle/Tacoma Intl
3h 55m
MDW12:30 pmChicago Midway
Jan 7
MDW10:35 amChicago Midway
4h 40m
SEA1:15 pmSeattle/Tacoma Intl
$177
Find similar
Southwest
Jan 1
SEA6:35 amSeattle/Tacoma Intl
3h 55m
MDW12:30 pmChicago Midway
Jan 7
MDW3:40 pmChicago Midway
8h 55m
1 stop
SEA10:35 pmSeattle/Tacoma Intl
$187
Find similar
Southwest
Jan 15
SEA8:35 amSeattle/Tacoma Intl
9h 05m
2 stops
MDW7:40 pmChicago Midway
Jan 19
MDW8:05 amChicago Midway
4h 45m
SEA10:50 amSeattle/Tacoma Intl
$192
Find similar

Frontier flights from Seattle to Chicago Midway Airport

Our best Frontier deals on Seattle to Chicago Midway Airport flight tickets
Frontier
Dec 13
SEA12:48 pmSeattle/Tacoma Intl
20h 20m
1 stop
MDW11:08 amChicago Midway
Dec 15
MDW6:15 amChicago Midway
12h 21m
1 stop
SEA4:36 pmSeattle/Tacoma Intl
$178
Find similar
Frontier
Dec 7
SEA12:48 pmSeattle/Tacoma Intl
20h 20m
1 stop
MDW11:08 amChicago Midway
Dec 11
MDW7:23 pmChicago Midway
18h 30m
2 stops
SEA11:53 amSeattle/Tacoma Intl
$181
Find similar
Frontier
Dec 5
SEA3:40 pmSeattle/Tacoma Intl
20h 19m
2 stops
MDW1:59 pmChicago Midway
Dec 7
MDW7:24 pmChicago Midway
23h 12m
1 stop
SEA4:36 pmSeattle/Tacoma Intl
$202
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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 November 12, 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

Thu 1/1

6:35 am-12:30 pm

Nonstop3h 55m

Chicago Midway

Wed 1/7

10:35 am-1:15 pm

Nonstop4h 40m

$177

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Sat 12/13

12:48 pm-11:08 am

1 stop20h 20m

Chicago Midway

Mon 12/15

6:15 am-4:36 pm

1 stop12h 21m

$178

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Sun 12/7

12:48 pm-11:08 am

1 stop20h 20m

Chicago Midway

Thu 12/11

7:23 pm-11:53 am

2 stops18h 30m

$181

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Thu 1/1

6:35 am-12:30 pm

Nonstop3h 55m

Chicago Midway

Wed 1/7

3:40 pm-10:35 pm

1 stop8h 55m

$187

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Thu 1/15

5:15 am-5:00 pm

2 stops9h 45m

Chicago Midway

Tue 1/20

10:35 am-1:15 pm

Nonstop4h 40m

$192

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Fri 1/9

5:15 am-2:45 pm

1 stop7h 30m

Chicago Midway

Mon 1/12

5:35 pm-10:30 pm

1 stop6h 55m

$196

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Sun 12/7

6:35 am-12:30 pm

Nonstop3h 55m

Chicago Midway

Fri 12/12

5:25 pm-8:00 pm

Nonstop4h 35m

$197

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Fri 12/5

3:40 pm-1:59 pm

2 stops20h 19m

Chicago Midway

Sun 12/7

7:24 pm-4:36 pm

1 stop23h 12m

$202

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Mon 12/8

5:15 am-3:00 pm

1 stop7h 45m

Chicago Midway

Thu 1/8

4:10 pm-11:05 pm

1 stop8h 55m

$206

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Thu 12/4

6:35 am-12:30 pm

Nonstop3h 55m

Chicago Midway

Mon 12/8

5:15 pm-10:55 pm

1 stop7h 40m

$207

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, Thursday is the cheapest day to fly to Chicago Midway Airport from Seattle. The lowest ticket price found for a Thursday departure recently was $401. 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 $547.

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 $372 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $432. 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

$168

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 $168. The best round-trip flight deal from Seattle to Chicago Midway Airport found on momondo in the last 72 hours is $316.
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
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 7 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 $370. 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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