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$95+ Cheap flights from Midway (MDW) to Washington

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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SEA
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Midway to Washington

Keep the following information in mind while searching for Midway to Washington flight deals. Data was last updated August 14, 2025.

Round-trip from

$176
(FlightHub)

One-way from

$95
(Southwest)

Popular in

December

Cheapest in

February

Average price

$289

Good round-trip deal

$249 or less

Good one-way deal

$124 or less
From Chicago Midway to Washington
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One-way flight from Chicago Midway to Washington
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Highest demand for flights based on searches. 5% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago Midway to Washington.
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Price to beat on a one-way flight from Chicago Midway to Washington.
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Find flight deals from Midway to Washington

Cheapest flights from Midway to Washington
Explore the most affordable flight options available from Midway to Washington. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This FlightHub deal was found by Cheapflights users on 8/14. 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.
Fri 9/54:48 pmMDW - PDX
1 stop9h 24mFrontier
Mon 9/156:05 amPDX - MDW
1 stop7h 48mFrontier
Deal found 8/14$176
This FlightHub deal was found by Cheapflights users on 8/14. 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 9/41:53 pmMDW - SEA
1 stop29h 40mFrontier
Mon 9/156:12 amSEA - MDW
1 stop7h 41mFrontier
Deal found 8/14$183
This Southwest deal was found by Cheapflights users on 8/12. 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 9/109:05 pmMDW - SEA
Nonstop4h 30mSouthwest
Tue 9/1611:10 pmSEA - MDW
Nonstop4h 05mSouthwest
Deal found 8/12$189
This Southwest deal was found by Cheapflights users on 8/13. 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 10/253:55 pmMDW - SEA
1 stop8h 50mSouthwest
Fri 10/315:45 amSEA - MDW
Nonstop4h 00mSouthwest
Deal found 8/13$194
This Delta deal was found by Cheapflights users on 8/13. 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.
Tue 11/119:20 amMDW - GEG
1 stop5h 50mDelta
Tue 11/185:45 amGEG - MDW
2 stops10h 22mDelta
Deal found 8/13$198
This Frontier deal was found by Cheapflights users on 8/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/124:48 pmMDW - SEA
1 stop9h 42mFrontier
Sun 9/148:35 pmSEA - MDW
2 stops17h 18mFrontier
Deal found 8/13$201
This Priceline deal was found by Cheapflights users on 8/13. 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 9/54:48 pmMDW - PDX
1 stop9h 24mFrontier
Sun 9/710:27 amPDX - MDW
1 stop9h 31mFrontier
Deal found 8/13$203
This Southwest deal was found by Cheapflights users on 8/14. 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 10/19:05 pmMDW - SEA
Nonstop4h 30mSouthwest
Tue 10/76:15 amSEA - MDW
1 stop11h 05mSouthwest
Deal found 8/14$204
This Southwest deal was found by Cheapflights users on 8/13. 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.
Sun 8/318:55 amMDW - PDX
Nonstop4h 15mSouthwest
Sat 9/66:00 amPDX - MDW
Nonstop4h 00mSouthwest
Deal found 8/13$205
This Southwest deal was found by Cheapflights users on 8/12. 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 9/248:25 amMDW - SEA
1 stop7h 45mSouthwest
Tue 9/3010:45 pmSEA - MDW
1 stop8h 15mSouthwest
Deal found 8/12$208
This Southwest deal was found by Cheapflights users on 8/13. 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 9/39:05 pmMDW - SEA
Nonstop4h 30mSouthwest
Sat 9/611:10 pmSEA - MDW
Nonstop4h 05mSouthwest
Deal found 8/13$209
This Southwest deal was found by Cheapflights users on 8/13. 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 10/253:45 pmMDW - PDX
Nonstop4h 20mSouthwest
Fri 10/3110:15 amPDX - MDW
1 stop9h 15mSouthwest
Deal found 8/13$213

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Washington 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 August 14, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Washington that are best for you.

Fly from

Midway

Fly to

Washington

Route

Depart

Return

Price

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Fri 9/5

4:48 pm-12:12 am

1 stop9h 24m

Portland

Mon 9/15

6:05 am-3:53 pm

1 stop7h 48m

$176

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Thu 9/4

1:53 pm-5:33 pm

1 stop29h 40m

Seattle/Tacoma Intl

Mon 9/15

6:12 am-3:53 pm

1 stop7h 41m

$183

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Tue 9/9

8:55 pm-11:25 pm

Nonstop4h 30m

Seattle/Tacoma Intl

Tue 9/16

5:35 am-11:30 am

Nonstop3h 55m

$189

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Tue 11/4

10:50 am-1:25 pm

Nonstop4h 35m

Seattle/Tacoma Intl

Sat 11/8

5:45 am-11:40 am

Nonstop3h 55m

$189

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Sat 9/20

5:25 pm-7:55 pm

Nonstop4h 30m

Seattle/Tacoma Intl

Sat 9/27

11:10 pm-5:15 am

Nonstop4h 05m

$189

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Sat 11/8

8:30 am-11:10 am

Nonstop4h 40m

Seattle/Tacoma Intl

Tue 11/11

6:35 am-12:30 pm

Nonstop3h 55m

$189

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Wed 9/10

8:55 pm-11:25 pm

Nonstop4h 30m

Seattle/Tacoma Intl

Wed 9/17

11:10 pm-5:15 am

Nonstop4h 05m

$189

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Wed 9/10

8:55 pm-11:25 pm

Nonstop4h 30m

Seattle/Tacoma Intl

Tue 9/16

5:35 am-11:30 am

Nonstop3h 55m

$189

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Sat 10/25

3:55 pm-10:45 pm

1 stop8h 50m

Seattle/Tacoma Intl

Fri 10/31

5:45 am-11:45 am

Nonstop4h 00m

$194

ChicagoSeattle

MDW - SEA

MDWSEA

Chicago Midway

Fri 10/31

9:05 am-11:40 am

Nonstop4h 35m

Seattle/Tacoma Intl

Tue 11/4

5:40 am-3:55 pm

1 stop8h 15m

$194

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 50 results
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Best time to book a flight from Midway to Washington

Have a flexible travel schedule? Discover the best time to fly to Washington from Midway 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 Chicago Midway Airport to Washington

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

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to State of Washington (average of $238). Flying from Chicago Midway Airport to State of Washington in June is currently the most expensive (average of $389). 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 MDW to WA?

Find hourly flight availability from Midway to Washington. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

When flying from Chicago Midway Airport to State of Washington, 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 Washington

Get insights into the airlines that provide service to Washington. 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 Washington. Reviews last updated August 14, 2025.
See what other customers who have flown with Southwest, Delta, and Frontier from Chicago Midway Airport to Washington have to say. 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
4,244 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,219 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Midway to Washington. 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 Chicago Midway Airport to State of Washington one-way?

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $95. However, be on the lookout for offers from Delta and Frontier, as they are both options that can get you from Chicago Midway Airport to State of Washington for a low price.

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

    The most popular route from Chicago Midway Airport to State of Washington is Chicago Midway - Seattle/Tacoma Intl. You may also consider Chicago Midway - Portland or Chicago Midway - Spokane.

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

    Looking at all options, your cheapest flight can be booked for $63. While the most popular route (Chicago Midway - Seattle/Tacoma Intl) can be booked for $189 on average our data indicates $236 when flying from Chicago Midway Airport to State of Washington.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to State of Washington (average of $238). Flying from Chicago Midway Airport to State of Washington in June is currently the most expensive (average of $389). 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.

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Alternative routes for Midway to Washington

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

Discover the top 3 airlines that operate flights from Midway to Washington. 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$142Average$278FlexibilityNo cancel feeOn-time62%
DeltaCheapest$169Average$314FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$194Average$422FlexibilityNo cancel feeOn-time63%

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