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Midway

$85+ 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
SEA — MDW
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$199
(Southwest)

One-way from

$85
(Southwest)

Popular in

December

Cheapest in

January

Average price

$304

Good round-trip deal

$330 or less

Good one-way deal

$203 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. 3% potential increase in price ($10 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 May 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 May 1, 2025.

This Frontier deal was found by Cheapflights users on 4/29. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/109:42 pmSEA - MDW
1 stop13h 43mFrontier
Sat 5/312:44 pmMDW - SEA
1 stop11h 53mFrontier
Deal found 4/29$198
This Southwest deal was found by Cheapflights users on 4/30. 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.
Tue 6/36:00 amSEA - MDW
Nonstop4h 10mSouthwest
Tue 6/109:30 pmMDW - SEA
Nonstop4h 35mSouthwest
Deal found 4/30$199
This Delta deal was found by Cheapflights users on 5/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1311:10 pmGEG - MDW
1 stop8h 31mDelta
Sun 6/159:21 amMDW - GEG
1 stop5h 56mDelta
Deal found 5/1$199
This Southwest deal was found by Cheapflights users on 5/1. 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.
Fri 6/137:15 amGEG - MDW
Nonstop3h 25mSouthwest
Mon 6/165:40 pmMDW - GEG
1 stop8h 15mSouthwest
Deal found 5/1$221
This Frontier deal was found by Cheapflights users on 5/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/36:35 amPDX - MDW
1 stop12h 18mFrontier
Fri 6/66:25 amMDW - PDX
1 stop8h 30mFrontier
Deal found 5/1$230
This Southwest deal was found by Cheapflights users on 4/30. 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.
Mon 6/309:15 pmPDX - MDW
1 stop8h 20mSouthwest
Fri 7/46:20 amMDW - PDX
1 stop10h 35mSouthwest
Deal found 4/30$239
This Delta deal was found by Cheapflights users on 4/30. 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.
Sat 8/911:11 pmPDX - MDW
1 stop7h 28mDelta
Sat 8/165:50 pmMDW - PDX
1 stop7h 14mDelta
Deal found 4/30$247
This Delta deal was found by Cheapflights users on 4/30. 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.
Tue 6/105:15 pmPSC - MDW
2 stops13h 26mDelta
Sat 6/211:47 pmMDW - PSC
1 stop7h 57mDelta
Deal found 4/30$331
This Delta deal was found by Cheapflights users on 4/30. 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.
Wed 5/2111:50 pmSEA - MDW
1 stop6h 46mDelta
Sun 5/259:20 amMDW - SEA
1 stop9h 22mDelta
Deal found 4/30$437
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1212:12 pmPDX - MDW
3 stops23h 51mMultiple Airlines
Sun 6/1511:45 amMDW - PDX
2 stops28h 55mMultiple Airlines
Deal found 4/30$477

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 May 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

Tue 6/3

6:00 am-12:10 pm

Nonstop4h 10m

Chicago Midway

Tue 6/10

9:30 pm-12:05 am

Nonstop4h 35m

$199

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Fri 6/13

11:10 pm-9:41 am

1 stop8h 31m

Chicago Midway

Mon 6/16

7:21 pm-11:11 pm

1 stop5h 50m

$199

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Tue 6/3

6:25 am-8:53 pm

1 stop12h 28m

Chicago Midway

Fri 6/6

6:25 am-2:11 pm

1 stop9h 46m

$208

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Fri 6/13

7:15 am-12:40 pm

Nonstop3h 25m

Chicago Midway

Mon 6/16

5:40 pm-11:55 pm

1 stop8h 15m

$221

PortlandChicago

PDX - MDW

PDXMDW

Portland

Tue 6/3

6:35 am-8:53 pm

1 stop12h 18m

Chicago Midway

Fri 6/6

6:25 am-12:55 pm

1 stop8h 30m

$230

PortlandChicago

PDX - MDW

PDXMDW

Portland

Mon 6/30

9:15 pm-7:35 am

1 stop8h 20m

Chicago Midway

Fri 7/4

6:20 am-2:55 pm

1 stop10h 35m

$239

PortlandChicago

PDX - MDW

PDXMDW

Portland

Sat 8/9

11:11 pm-8:39 am

1 stop7h 28m

Chicago Midway

Sat 8/16

5:50 pm-11:04 pm

1 stop7h 14m

$247

PascoChicago

PSC - MDW

PSCMDW

Pasco Tri Cities

Tue 6/10

5:15 pm-8:41 am

2 stops13h 26m

Chicago Midway

Sat 6/21

1:47 pm-7:44 pm

1 stop7h 57m

$331

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Wed 5/21

11:50 pm-8:36 am

1 stop6h 46m

Chicago Midway

Wed 5/28

1:55 pm-8:19 pm

1 stop8h 24m

$437

PortlandChicago

PDX - MDW

PDXMDW

Portland

Thu 6/12

12:12 pm-2:03 pm

3 stops23h 51m

Chicago Midway

Sun 6/15

11:45 am-2:40 pm

2 stops28h 55m

$477

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 22 results
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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 May 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.

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 May 1, 2025.
See what other customers who have flown with Southwest, Delta and Frontier 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
8.0
Very good
4,293 reviews

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,293 reviews
Southwest
8.0
Very good
4,293 reviews

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,293 reviews

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Frontier
6.0
Okay
3,287 reviews
Southwest
8.0
Very good
4,293 reviews

Entertainment

7.6

Overall

8.0

Food

7.1

Comfort

8.0

Crew

8.6

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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 $85 on Southwest. Other airlines that offer cheap prices include Delta from $98 and Frontier from $104 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 $134. While the most popular route (Seattle/Tacoma Intl - Chicago Midway) can be booked for $169 on average our data indicates $346 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
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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$131Average$288FlexibilityNo cancel feeOn-time62%
DeltaCheapest$197Average$470FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$199Average$398FlexibilityNo cancel feeOn-time63%

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