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Cheap flights from Washington to Chicago from $159

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 8/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Washington to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
4:55 pm - 5:00 am
GEG
-
MDW
10h 05m
1 stop
Southwest Logo
5:15 pm - 10:55 pm
MDW
-
GEG
7h 40m
1 stop
$317Southwest
Wed, Aug 5 - Tue, Aug 11
Southwest Logo
2:40 pm - 5:45 am
GEG
-
MDW
13h 05m
1 stop
Southwest Logo
5:40 am - 10:45 am
MDW
-
GEG
7h 05m
1 stop
$322Southwest
Sat, Aug 8 - Sat, Aug 15
Southwest Logo
11:30 pm - 5:20 am
PDX
-
MDW
3h 50mnonstop
Southwest Logo
8:25 pm - 10:50 pm
MDW
-
PDX
4h 25mnonstop
$325Southwest
Sat, Jul 18 - Sat, Jul 25
Southwest Logo
6:15 am - 5:05 pm
GEG
-
MDW
8h 50m
2 stops
Southwest Logo
6:30 am - 1:15 pm
MDW
-
GEG
8h 45m
2 stops
$327Southwest
Wed, Sep 16 - Wed, Oct 7
Southwest Logo
1:40 pm - 10:15 pm
GEG
-
MDW
6h 35m
1 stop
Southwest Logo
4:45 pm - 10:05 pm
MDW
-
GEG
7h 20m
1 stop
$329Southwest
Sat, Aug 8 - Tue, Aug 25
Southwest Logo
4:55 pm - 5:00 am
GEG
-
MDW
10h 05m
1 stop
Southwest Logo
6:40 am - 1:05 pm
MDW
-
GEG
8h 25m
2 stops
$334Southwest
Wed, Aug 5 - Wed, Aug 12
Southwest Logo
7:45 pm - 5:00 am
PDX
-
MDW
7h 15m
1 stop
Southwest Logo
8:25 pm - 10:50 pm
MDW
-
PDX
4h 25mnonstop
$335Southwest
Sat, Jul 18 - Sat, Jul 25
Southwest Logo
5:50 am - 4:35 pm
PDX
-
MDW
8h 45m
2 stops
Southwest Logo
8:55 pm - 11:10 pm
MDW
-
PDX
4h 15mnonstop
$336Southwest
Tue, Sep 15 - Tue, Sep 22
Delta Logo
10:45 pm - 9:50 am
GEG
-
MDW
9h 05m
1 stop
Delta Logo
7:13 pm - 10:54 pm
MDW
-
GEG
5h 41m
1 stop
$341Delta
Mon, Sep 14 - Mon, Sep 21
Delta Logo
12:35 am - 8:39 am
PDX
-
MDW
6h 04m
1 stop
Delta Logo
1:51 pm - 8:17 pm
MDW
-
PDX
8h 26m
1 stop
$345Delta
Tue, Aug 4 - Tue, Aug 18

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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
Aug 5
GEG4:55 pmSpokane
10h 05m
1 stop
MDW5:00 amChicago Midway
Aug 11
MDW5:15 pmChicago Midway
7h 40m
1 stop
GEG10:55 pmSpokane
$317
Southwest
Aug 8
GEG2:40 pmSpokane
13h 05m
1 stop
MDW5:45 amChicago Midway
Aug 15
MDW5:40 amChicago Midway
7h 05m
1 stop
GEG10:45 amSpokane
$322
Southwest
Jul 18
PDX11:30 pmPortland
3h 50m
MDW5:20 amChicago Midway
Jul 25
MDW8:25 pmChicago Midway
4h 25m
PDX10:50 pmPortland
$325

Delta flights from State of Washington to Chicago Midway Airport

Our best Delta deals on State of Washington to Chicago Midway Airport flight tickets
Delta
Sep 14
GEG10:45 pmSpokane
9h 05m
1 stop
MDW9:50 amChicago Midway
Sep 21
MDW7:13 pmChicago Midway
5h 41m
1 stop
GEG10:54 pmSpokane
$341
Delta
Aug 4
PDX12:35 amPortland
6h 04m
1 stop
MDW8:39 amChicago Midway
Aug 18
MDW1:51 pmChicago Midway
8h 26m
1 stop
PDX8:17 pmPortland
$345
Delta
Sep 14
GEG7:30 pmSpokane
11h 37m
2 stops
MDW9:07 amChicago Midway
Sep 21
MDW6:05 amChicago Midway
7h 23m
1 stop
GEG11:28 amSpokane
$346

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 June 23, 2026.
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

Cheapest round-trip

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Wed 8/5

4:55 pm-5:00 am

1 stop10h 05m

Chicago Midway

Tue 8/11

5:15 pm-10:55 pm

1 stop7h 40m

$317

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Sat 8/8

2:40 pm-5:45 am

1 stop13h 05m

Chicago Midway

Sat 8/15

5:40 am-10:45 am

1 stop7h 05m

$322
Quickest round-trip

PortlandChicago

PDX - MDW

PDXMDW

Portland

Sat 7/18

11:30 pm-5:20 am

Nonstop3h 50m

Chicago Midway

Sat 7/25

8:25 pm-10:50 pm

Nonstop4h 25m

$325

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Wed 9/16

6:15 am-5:05 pm

2 stops8h 50m

Chicago Midway

Wed 10/7

6:30 am-1:15 pm

2 stops8h 45m

$327

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Sat 8/8

1:40 pm-10:15 pm

1 stop6h 35m

Chicago Midway

Tue 8/25

4:45 pm-10:05 pm

1 stop7h 20m

$329

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Wed 8/5

4:55 pm-5:00 am

1 stop10h 05m

Chicago Midway

Wed 8/12

6:40 am-1:05 pm

2 stops8h 25m

$334

PortlandChicago

PDX - MDW

PDXMDW

Portland

Sat 7/18

7:45 pm-5:00 am

1 stop7h 15m

Chicago Midway

Sat 7/25

8:25 pm-10:50 pm

Nonstop4h 25m

$335

PortlandChicago

PDX - MDW

PDXMDW

Portland

Tue 9/15

5:50 am-4:35 pm

2 stops8h 45m

Chicago Midway

Tue 9/22

8:55 pm-11:10 pm

Nonstop4h 15m

$336

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Mon 9/14

10:45 pm-9:50 am

1 stop9h 05m

Chicago Midway

Mon 9/21

7:13 pm-10:54 pm

1 stop5h 41m

$341

PortlandChicago

PDX - MDW

PDXMDW

Portland

Tue 8/4

12:35 am-8:39 am

1 stop6h 04m

Chicago Midway

Tue 8/18

1:51 pm-8:17 pm

1 stop8h 26m

$345

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 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 September is, on average, the cheapest month to fly to Chicago Midway Airport from State of Washington, with most prices found around $125. If you are unable to visit Chicago Midway Airport during the month of September, then departing from State of Washington during the month December is also very affordable. Most momondo users find prices during this month for around $168.

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

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from State of Washington. The lowest ticket price found for a Tuesday departure recently was $394. 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, Saturday 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 $494.

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 at noon is the least expensive time of day to depart. momondo users have found prices as low as $394 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $441. 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 State of Washington to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on State of Washington to Chicago Midway Airport 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?

You could potentially save up to 42% on your flight if you consider stops on a State of Washington to Chicago Midway Airport flight.

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

$207

Fastest flight time

3h 30m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from State of Washington in the past 72 hours is $207. The best round-trip flight deal from State of Washington to Chicago Midway Airport found on momondo in the last 72 hours is $393.
The fastest flight from State of Washington to Chicago Midway Airport takes 3h 30m
Direct flights go from State of Washington to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Washington to Chicago Midway Airport

  • 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 $219Free CancellationRating
7.9
4,242 reviews
Search Southwest flights

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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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