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Midway

$76+ Cheap flights from Washington to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
SEA — MDW
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
1 adult, Economy
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Cheap flight deals from Washington to Midway

Keep the following information in mind while searching for Washington to Midway flight deals. Data was last updated July 1, 2025.

Round-trip from

$167
(Priceline)

One-way from

$76
(Priceline)

Popular in

December

Cheapest in

January

Average price

$326

Good round-trip deal

$337 or less

Good one-way deal

$162 or less
From Washington to Chicago Midway
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One-way flight from Washington to Chicago Midway
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Highest demand for flights based on searches. 4% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Washington to Chicago Midway.
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Price to beat on a one-way flight from Washington to Chicago Midway.
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Find flight deals from Washington to Midway

Cheapest flights from Washington to Midway
Explore the most affordable flight options available from Washington to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2025.

This Priceline deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/266:12 amSEA - MDW
1 stop7h 41mFrontier
Mon 9/294:48 pmMDW - SEA
1 stop9h 42mFrontier
Deal found 6/30$167
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2311:10 pmSEA - MDW
Nonstop4h 05mSouthwest
Sun 8/318:20 pmMDW - SEA
Nonstop4h 30mSouthwest
Deal found 6/30$184
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/306:50 amGEG - MDW
2 stops8h 05mSouthwest
Sat 8/212:00 pmMDW - GEG
Nonstop3h 55mSouthwest
Deal found 6/30$210
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/267:25 pmGEG - MDW
2 stops11h 28mDelta
Tue 9/309:20 amMDW - GEG
2 stops8h 50mDelta
Deal found 6/30$215
This Southwest deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/235:10 amPDX - MDW
2 stops9h 25mSouthwest
Sun 8/318:20 pmMDW - PDX
Nonstop4h 15mSouthwest
Deal found 7/1$218
This FlightHub deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/245:50 pmPDX - MDW
1 stop15h 51mFrontier
Fri 8/112:35 pmMDW - PDX
1 stop24h 55mFrontier
Deal found 6/30$219
This FlightHub deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2411:58 amGEG - MDW
1 stop6h 56mFrontier
Mon 8/1112:35 pmMDW - GEG
1 stop24h 31mFrontier
Deal found 6/30$242
This Delta deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1512:46 amPDX - MDW
1 stop6h 04mDelta
Tue 8/261:43 pmMDW - PDX
1 stop9h 16mDelta
Deal found 6/30$245
This Delta deal was found by Cheapflights users on 6/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/266:45 amPSC - MDW
1 stop8h 25mDelta
Sat 9/61:43 pmMDW - PSC
1 stop8h 02mDelta
Deal found 6/29$414

Cheapflights Fare Finder

Customize your flight search to find flights from Washington to Midway 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, Cheapflights users made 2,558,603 searches. Data last updated July 1, 2025.
Use the filters below to find and compare flights from Washington to Chicago Midway Airport that are best for you.

Fly from

Washington

Fly to

Midway

Route

Depart

Return

Price

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Fri 9/26

6:12 am-3:53 pm

1 stop7h 41m

Chicago Midway

Mon 9/29

4:48 pm-12:30 am

1 stop9h 42m

$167

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Sat 8/23

11:10 pm-5:15 am

Nonstop4h 05m

Chicago Midway

Sun 8/31

8:20 pm-10:50 pm

Nonstop4h 30m

$184

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Wed 7/30

6:50 am-4:55 pm

2 stops8h 05m

Chicago Midway

Sat 8/2

12:00 pm-1:55 pm

Nonstop3h 55m

$210

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Fri 9/26

7:25 pm-8:53 am

2 stops11h 28m

Chicago Midway

Tue 9/30

9:20 am-4:10 pm

2 stops8h 50m

$215

PortlandChicago

PDX - MDW

PDXMDW

Portland

Sat 8/23

5:10 am-4:35 pm

2 stops9h 25m

Chicago Midway

Sun 8/31

8:20 pm-10:35 pm

Nonstop4h 15m

$218

PortlandChicago

PDX - MDW

PDXMDW

Portland

Thu 7/24

5:50 pm-11:41 am

1 stop15h 51m

Chicago Midway

Fri 8/1

12:35 pm-11:30 am

1 stop24h 55m

$219

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Thu 7/24

11:58 am-8:54 pm

1 stop6h 56m

Chicago Midway

Mon 8/11

12:35 pm-11:06 am

1 stop24h 31m

$242

PortlandChicago

PDX - MDW

PDXMDW

Portland

Fri 8/15

12:46 am-8:50 am

1 stop6h 04m

Chicago Midway

Wed 8/20

7:17 pm-11:31 pm

1 stop6h 14m

$245

PascoChicago

PSC - MDW

PSCMDW

Pasco Tri Cities

Sat 7/26

6:45 am-5:10 pm

1 stop8h 25m

Chicago Midway

Sat 9/6

1:43 pm-7:45 pm

1 stop8h 02m

$414

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Thu 8/7

11:58 am-8:54 pm

1 stop6h 56m

$76

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 18 results
1
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Best time to book a flight from Washington to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Washington with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Washington to Chicago Midway Airport

What is the cheapest month to book a flight from State of Washington to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from State of Washington to Chicago Midway Airport (average of $160). Flying from State of Washington to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 WA to MDW?

Find hourly flight availability from Washington to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 1, 2025.

When flying from State of Washington to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated July 1, 2025.
Read reviews from past customers who have flown Southwest, Delta, and Frontier from Washington to Chicago Midway Airport. 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.
Southwest
8.0
Very good
4,275 reviews

Food

7.0

Comfort

8.0

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,275 reviews
Southwest
8.0
Very good
4,275 reviews

Food

7.0

Comfort

8.0

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,974 reviews
Southwest
8.0
Very good
4,275 reviews

Food

7.0

Comfort

8.0

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,289 reviews
Southwest
8.0
Very good
4,275 reviews

Food

7.0

Comfort

8.0

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Washington to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from State of Washington to Chicago Midway Airport one-way?

    One-way options have recently been found by users for as low as $76 on Frontier. Other airlines that offer cheap prices include Southwest from $90 and Delta from $98 one-way.

  • What are the most popular routes from State of Washington to Chicago Midway Airport?

    While some choose either Portland - Chicago Midway or Spokane - Chicago Midway, Seattle/Tacoma Intl - Chicago Midway is the most popular route from State of Washington to Chicago Midway Airport.

  • What are the cheapest flights from State of Washington to Chicago Midway Airport?

    Looking at all options, your cheapest flight can be booked for $84. While the most popular route (Seattle/Tacoma Intl - Chicago Midway) can be booked for $189 on average our data indicates $330 when flying from State of Washington to Chicago Midway Airport.

  • Can I find deals for flights from Washington to Midway that include hotel bookings?

    Yes. In addition to deals on Washington to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Washington to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Washington to Midway.

  • Can I find deals for business class flights from Washington to Midway?

    Yes. Cheapflights offers flight deals from Washington to Midway 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 State of Washington to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from State of Washington to Chicago Midway Airport (average of $160). Flying from State of Washington to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 Washington?

Book flights to Washington if you plan to visit one of these locations
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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Alternative routes for Washington to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Washington to Midway

Discover the top 3 airlines that operate flights from Washington to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$150Average$288FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$170Average$394FlexibilityNo cancel feeOn-time63%
DeltaCheapest$172Average$449FlexibilityNo cancel feeOn-timeN/A

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