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Cheap flights from Washington to Chicago from $65

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Washington to Chicago departing on 1/15. 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

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Southwest Logo
6:35 am - 12:30 pmSEA-MDW
3h 55mnonstop
Southwest Logo
5:15 am - 11:55 amMDW-SEA
8h 40m1 stop
$177Southwest
Find Deal
fr., des. 5 - ti., des. 9
Southwest Logo
5:00 am - 4:30 pmSEA-MDW
9h 30m2 stops
Southwest Logo
1:35 pm - 9:15 pmMDW-SEA
9h 40m1 stop
$182Southwest
Find Deal
lø., des. 6 - lø., des. 13
Southwest Logo
5:15 am - 4:20 pmSEA-MDW
9h 05m1 stop
Southwest Logo
5:15 am - 11:55 amMDW-SEA
8h 40m1 stop
$186Southwest
Find Deal
fr., des. 5 - ti., des. 9
Southwest Logo
6:35 am - 12:30 pmSEA-MDW
3h 55mnonstop
Southwest Logo
6:05 pm - 12:05 amMDW-SEA
8h 00m1 stop
$187Southwest
Find Deal
fr., des. 5 - sø., des. 7
Frontier Logo
4:46 pm - 11:08 amSEA-MDW
40h 22m2 stops
Frontier Logo
6:15 am - 4:01 pmMDW-SEA
11h 46m1 stop
$204Frontier
Find Deal
fr., des. 5 - fr., des. 12
Frontier Logo
1:09 pm - 11:08 amSEA-MDW
19h 59m1 stop
Frontier Logo
7:23 pm - 11:53 amMDW-SEA
42h 30m2 stops
$205Frontier
Find Deal
to., des. 4 - to., des. 11
Frontier Logo
7:48 pm - 11:20 amSEA-MDW
13h 32m1 stop
Frontier Logo
9:07 pm - 12:30 pmMDW-SEA
17h 23m1 stop
$212Frontier
Find Deal
ma., jan. 5 - to., jan. 8
Delta Logo
1:12 pm - 11:47 pmGEG-MDW
8h 35m1 stop
Delta Logo
9:29 am - 3:40 pmMDW-GEG
8h 11m2 stops
$220Delta
Find Deal
sø., des. 7 - lø., des. 13
Delta Logo
6:30 am - 5:37 pmGEG-MDW
9h 07m2 stops
Delta Logo
1:28 pm - 10:56 pmMDW-GEG
11h 28m2 stops
$225Delta
Find Deal
ti., mar. 3 - on., mar. 4
Delta Logo
6:30 am - 5:37 pmGEG-MDW
9h 07m2 stops
Delta Logo
1:49 pm - 7:59 pmMDW-GEG
8h 10m1 stop
$238Delta
Find Deal
ti., mar. 3 - on., mar. 4

Southwest flights from State of Washington to Chicago Midway Airport

Our best Southwest deals on State of Washington to Chicago Midway Airport flight tickets
Southwest
Dec 5
SEA6:35 amSeattle/Tacoma Intl
3h 55m
MDW12:30 pmChicago Midway
Dec 9
MDW5:15 amChicago Midway
8h 40m
1 stop
SEA11:55 amSeattle/Tacoma Intl
$177
Find similar
Southwest
Dec 6
SEA5:00 amSeattle/Tacoma Intl
9h 30m
2 stops
MDW4:30 pmChicago Midway
Dec 13
MDW1:35 pmChicago Midway
9h 40m
1 stop
SEA9:15 pmSeattle/Tacoma Intl
$182
Find similar
Southwest
Dec 5
SEA5:15 amSeattle/Tacoma Intl
9h 05m
1 stop
MDW4:20 pmChicago Midway
Dec 9
MDW5:15 amChicago Midway
8h 40m
1 stop
SEA11:55 amSeattle/Tacoma Intl
$186
Find similar

Frontier flights from State of Washington to Chicago Midway Airport

Our best Frontier deals on State of Washington to Chicago Midway Airport flight tickets
Frontier
Dec 5
SEA4:46 pmSeattle/Tacoma Intl
40h 22m
2 stops
MDW11:08 amChicago Midway
Dec 12
MDW6:15 amChicago Midway
11h 46m
1 stop
SEA4:01 pmSeattle/Tacoma Intl
$204
Find similar
Frontier
Dec 4
SEA1:09 pmSeattle/Tacoma Intl
19h 59m
1 stop
MDW11:08 amChicago Midway
Dec 11
MDW7:23 pmChicago Midway
42h 30m
2 stops
SEA11:53 amSeattle/Tacoma Intl
$205
Find similar
Frontier
Jan 5
SEA7:48 pmSeattle/Tacoma Intl
13h 32m
1 stop
MDW11:20 amChicago Midway
Jan 8
MDW9:07 pmChicago Midway
17h 23m
1 stop
SEA12:30 pmSeattle/Tacoma Intl
$212
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from State of Washington 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 8, 2025.
Use the filters below to find and compare flights from Washington to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

fr. 12/5

6:35 am-12:30 pm

Nonstop3h 55m

Chicago Midway

ti. 12/9

5:15 am-11:55 am

1 stop8h 40m

$177

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

lø. 12/6

5:00 am-4:30 pm

2 stops9h 30m

Chicago Midway

lø. 12/13

1:35 pm-9:15 pm

1 stop9h 40m

$182

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

fr. 12/5

5:15 am-4:20 pm

1 stop9h 05m

Chicago Midway

ti. 12/9

5:15 am-11:55 am

1 stop8h 40m

$186

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

fr. 12/5

6:35 am-12:30 pm

Nonstop3h 55m

Chicago Midway

sø. 12/7

6:05 pm-12:05 am

1 stop8h 00m

$187

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

fr. 12/5

4:46 pm-11:08 am

2 stops40h 22m

Chicago Midway

fr. 12/12

6:15 am-4:01 pm

1 stop11h 46m

$204

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

to. 12/4

1:09 pm-11:08 am

1 stop19h 59m

Chicago Midway

to. 12/11

7:23 pm-11:53 am

2 stops42h 30m

$205

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

ma. 1/5

7:48 pm-11:20 am

1 stop13h 32m

Chicago Midway

to. 1/8

9:07 pm-12:30 pm

1 stop17h 23m

$212

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

sø. 12/7

1:12 pm-11:47 pm

1 stop8h 35m

Chicago Midway

lø. 12/13

9:29 am-3:40 pm

2 stops8h 11m

$220

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

ti. 3/3

6:30 am-5:37 pm

2 stops9h 07m

Chicago Midway

on. 3/4

1:28 pm-10:56 pm

2 stops11h 28m

$225

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

ti. 3/3

6:30 am-5:37 pm

2 stops9h 07m

Chicago Midway

on. 3/4

1:49 pm-7:59 pm

1 stop8h 10m

$238

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from State of Washington 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 State of Washington, with most prices found around $208. If you are unable to visit Chicago Midway Airport during the month of January, then departing from State of Washington 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 State of Washington. 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 State of Washington 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 State of Washington 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 Washington to Chicago Midway flight route?

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

What cabin class options are available on Washington to Chicago Midway flights?

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

Can stopping save me money on State of Washington to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between State of Washington to Chicago Midway Airport.

Cheap State of Washington to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from State of Washington 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 State of Washington in the past 72 hours is $168. The best round-trip flight deal from State of Washington to Chicago Midway Airport found on momondo in the last 72 hours is $316.
The fastest flight from State of Washington to Chicago Midway Airport takes 3h 50m
Direct flights go from State of Washington to Chicago Midway Airport every day.
Search flight deals

  • When did momondo last update prices for flights from Washington to Chicago Midway Airport?

    Prices for flights from Washington to Chicago Midway Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Washington to Chicago Midway Airport?

  • How old do you have to be to fly from Washington to Chicago Midway Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Washington 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 State of Washington to Chicago Midway Airport?

Best airlines flying from State of Washington to Chicago Midway Airport

Compare and see reviews for airlines that fly from State of Washington to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $179Free CancellationRating
8.0
4,241 reviews
Search Southwest flights

Traveling to a place near Chicago?

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Why use momondo?

Why should I use momondo to find a flight deal from Washington 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 Washington to Chicago for you.

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

Yes. All flights to Chicago from Washington on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once you have performed a search for Washington to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes. momondo can track prices for Washington 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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ma. 12/8
ma. 12/15
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