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$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 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
SEA — MDW
Feb 28 — Mar 71
Fri 2/28
Fri 3/7
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 February 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$177
(Delta)

One-way from

$76
(Frontier)

Popular in

December

Cheapest in

January

Average price

$269

Good round-trip deal

$384 or less

Good one-way deal

$186 or less
Provider with most accurate pricing for Seattle/Tacoma Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Seattle/Tacoma Intl-Chicago (CHI) flights.
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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. 2% potential increase in price ($9 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 February 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 February 23, 2025.

This Delta deal was found by Cheapflights users on 2/21. 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 3/2112:49 amSEA - MDW
1 stop7h 58mDelta
Wed 3/269:25 amMDW - SEA
1 stop6h 55mDelta
Deal found 2/21$177
This Mytrip deal was found by Cheapflights users on 2/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/2411:42 amSEA - MDW
1 stop15h 49mFrontier
Fri 3/288:44 pmMDW - SEA
1 stop14h 46mFrontier
Deal found 2/22$178
This Southwest deal was found by Cheapflights users on 2/21. 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.
Tue 3/259:10 amSEA - MDW
Nonstop3h 55mSouthwest
Thu 3/272:00 pmMDW - SEA
1 stop11h 50mSouthwest
Deal found 2/21$193
This Delta deal was found by Cheapflights users on 2/22. 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 5/247:00 amGEG - MDW
1 stop8h 14mDelta
Wed 5/289:20 amMDW - GEG
1 stop5h 26mDelta
Deal found 2/22$239
This Frontier deal was found by Cheapflights users on 2/22. 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.
Tue 3/1810:06 amPDX - MDW
1 stop12h 11mFrontier
Thu 3/208:44 pmMDW - PDX
1 stop13h 56mFrontier
Deal found 2/22$239
This Delta deal was found by Cheapflights users on 2/22. 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.
Wed 4/2310:59 pmPDX - MDW
1 stop7h 41mDelta
Tue 4/2910:20 amMDW - PDX
1 stop9h 11mDelta
Deal found 2/22$247
This Frontier deal was found by Cheapflights users on 2/22. 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.
Thu 5/2211:54 amGEG - MDW
1 stop10h 33mFrontier
Sun 5/256:15 amMDW - GEG
1 stop6h 54mFrontier
Deal found 2/22$249
This Southwest deal was found by Cheapflights users on 2/21. 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.
Mon 4/286:55 pmPDX - MDW
1 stop8h 25mSouthwest
Wed 4/304:30 pmMDW - PDX
Nonstop4h 20mSouthwest
Deal found 2/21$252
This Delta deal was found by Cheapflights users on 2/21. 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.
Wed 4/95:00 amPSC - MDW
2 stops11h 18mDelta
Mon 4/211:16 pmMDW - PSC
2 stops12h 43mDelta
Deal found 2/21$274
This Southwest deal was found by Cheapflights users on 2/22. 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 3/84:55 pmGEG - MDW
1 stop6h 30mSouthwest
Tue 3/1110:00 amMDW - GEG
1 stop8h 35mSouthwest
Deal found 2/22$389
This eDestinos deal was found by Cheapflights users on 2/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/210:10 amSEA - MDW
2 stops36h 07mMultiple Airlines
Tue 3/44:07 pmMDW - SEA
1 stop22h 22mMultiple Airlines
Deal found 2/22$395

Find flights from Washington to Midway within your budget

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 February 23, 2025.

Fly from

Washington

Fly to

Midway

Route

Depart

Return

Price

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Fri 3/21

12:49 am-10:47 am

1 stop7h 58m

Chicago Midway

Wed 3/26

9:25 am-2:20 pm

1 stop6h 55m

$177

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Mon 3/24

11:42 am-5:31 am

1 stop15h 49m

Chicago Midway

Fri 3/28

8:44 pm-9:30 am

1 stop14h 46m

$178

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Tue 3/25

9:10 am-3:05 pm

Nonstop3h 55m

Chicago Midway

Thu 3/27

2:00 pm-11:50 pm

1 stop11h 50m

$193

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Sat 5/24

7:00 am-5:14 pm

1 stop8h 14m

Chicago Midway

Wed 5/28

9:20 am-12:46 pm

1 stop5h 26m

$239

PortlandChicago

PDX - MDW

PDXMDW

Portland

Tue 3/18

10:06 am-12:17 am

1 stop12h 11m

Chicago Midway

Thu 3/20

8:44 pm-8:40 am

1 stop13h 56m

$239

PortlandChicago

PDX - MDW

PDXMDW

Portland

Wed 4/23

10:59 pm-8:40 am

1 stop7h 41m

Chicago Midway

Tue 4/29

10:20 am-5:31 pm

1 stop9h 11m

$247

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Thu 5/22

11:54 am-12:27 am

1 stop10h 33m

Chicago Midway

Sun 5/25

6:15 am-11:09 am

1 stop6h 54m

$249

PortlandChicago

PDX - MDW

PDXMDW

Portland

Mon 4/28

6:55 pm-5:20 am

1 stop8h 25m

Chicago Midway

Wed 4/30

4:30 pm-6:50 pm

Nonstop4h 20m

$252

PascoChicago

PSC - MDW

PSCMDW

Pasco Tri Cities

Wed 4/9

5:00 am-6:18 pm

2 stops11h 18m

Chicago Midway

Mon 4/21

1:16 pm-11:59 pm

2 stops12h 43m

$274

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Sat 3/8

4:55 pm-1:25 am

1 stop6h 30m

Chicago Midway

Tue 3/11

10:00 am-4:35 pm

1 stop8h 35m

$389

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

Showing 1-10 of 22 results
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2
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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.

Travel insights for flights from Washington to Midway

Get recent, data-driven insights about flights from Washington to Midway including ideal travel times, pricing trends, and more.

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 February 23, 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.

Weekly flight availability from State of Washington to Chicago Midway Airport

Explore weekly flight availability from Washington to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 23, 2025.

The most flights from USWA to MDW are scheduled on a Thursday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 February 23, 2025.
See what other customers who have flown with Southwest, Delta and Allegiant Air from Washington to Chicago have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,395 reviews

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,395 reviews
Southwest
8.1
Very good
4,395 reviews

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,203 reviews
Southwest
8.1
Very good
4,395 reviews

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Allegiant Air
7.3
Good
764 reviews
Southwest
8.1
Very good
4,395 reviews

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Frontier
6.0
Okay
3,352 reviews
Southwest
8.1
Very good
4,395 reviews

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Comfort

8.1

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $85 and Delta from $99 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 $123. While the most popular route (Seattle/Tacoma Intl - Chicago Midway) can be booked for $97 on average our data indicates $369 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
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
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 February 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$135Average$238FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$188Average$400FlexibilityNo cancel feeOn-time63%
DeltaCheapest$228Average$451FlexibilityNo cancel feeOn-timeN/A
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