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Washington, D.C.

$89+ Cheap flights from Midway (MDW) to Washington, D.C. (WAS)

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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — WAS
May 31 — Jun 71
Sun 5/31
Sun 6/7
1 adult, Economy
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Cheap flight deals from Midway to Washington, D.C.

Cheapest flights from Midway to Washington, D.C.
Explore the most affordable flight options available from Midway to Washington, D.C.. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2026.

This Southwest deal was found by Cheapflights users on 4/26. 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 6/107:25 am
MDW
-
BWI
Nonstop1h 50m
Southwest
Wed 6/178:30 pm
BWI
-
MDW
Nonstop2h 05m
Southwest
Deal found 4/26$177
This CheapOair deal was found by Cheapflights users on 4/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:27 pm
MDW
-
BWI
1 stop9h 30m
Frontier
Sun 5/316:45 am
BWI
-
MDW
1 stop5h 27m
Frontier
Deal found 4/27$180
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1012:04 pm
MDW
-
BWI
1 stop9h 56m
Frontier
Wed 6/178:31 am
BWI
-
MDW
1 stop14h 40m
Frontier
Deal found 4/26$182
This Southwest deal was found by Cheapflights users on 4/27. 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 5/2712:50 pm
MDW
-
BWI
1 stop3h 35m
Southwest
Wed 6/36:30 am
BWI
-
MDW
Nonstop2h 05m
Southwest
Deal found 4/27$183
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1312:04 pm
MDW
-
BWI
2 stops19h 31m
Multiple Airlines
Wed 5/208:52 am
BWI
-
MDW
1 stop14h 10m
Multiple Airlines
Deal found 4/27$184
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/412:27 pm
MDW
-
BWI
1 stop18h 16m
Frontier
Mon 6/88:52 am
BWI
-
MDW
1 stop14h 10m
Frontier
Deal found 4/30$185
This Southwest deal was found by Cheapflights users on 4/28. 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 5/2612:45 pm
MDW
-
BWI
1 stop3h 55m
Southwest
Tue 6/26:30 am
BWI
-
MDW
Nonstop2h 05m
Southwest
Deal found 4/28$187
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:27 pm
MDW
-
BWI
1 stop18h 16m
Frontier
Fri 6/129:32 pm
BWI
-
MDW
1 stop14h 32m
Frontier
Deal found 4/29$188
This Trip.com deal was found by Cheapflights users on 4/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/412:27 pm
MDW
-
BWI
1 stop9h 30m
Frontier
Tue 6/96:28 am
BWI
-
MDW
1 stop5h 44m
Frontier
Deal found 4/27$189
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:00 am
MDW
-
BWI
1 stop11h 09m
Frontier
Tue 7/216:36 am
BWI
-
MDW
1 stop5h 31m
Frontier
Deal found 4/30$190
This Southwest deal was found by Cheapflights users on 4/27. 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.
Thu 5/218:20 am
MDW
-
DCA
Nonstop1h 50m
Southwest
Wed 6/247:55 pm
DCA
-
MDW
1 stop4h 15m
Southwest
Deal found 4/27$218
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/263:07 pm
MDW
-
IAD
1 stop20h 39m
Frontier
Tue 6/211:07 am
IAD
-
MDW
1 stop11h 55m
Frontier
Deal found 4/28$219

Find flight deals from Midway to Washington, D.C.

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Washington, D.C. (WAS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$177
(Southwest)

One-way from

$89
(Southwest)

Popular in

March

Cheapest in

September

Average price

$236

Good round-trip deal

$266 or less

Good one-way deal

$144 or less
Provider with most accurate pricing for Chicago Midway-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Washington, D.C. (WAS) flights.
Search Deals
From Chicago Midway to Washington, D.C. (WAS)
Search Deals
One-way flight from Chicago Midway to Washington, D.C. (WAS)
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($71 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Washington, D.C. (WAS).
Search Deals
Price to beat on a one-way flight from Chicago Midway to Washington, D.C. (WAS).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Washington, D.C. 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, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Washington, D.C. that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Thu 6/4

12:53 pm-6:28 pm

1 stop4h 35m

Washington, D.C. Reagan-National

Tue 6/9

12:17 pm-4:16 pm

1 stop4h 59m

$228

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 6/1

6:36 pm-10:56 pm

1 stop3h 20m

Washington, D.C. Dulles Intl

Wed 6/3

6:08 am-10:00 am

1 stop4h 52m

$228

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Tue 5/26

9:10 am-12:00 pm

Nonstop1h 50m

Baltimore/Washington

Sat 5/30

7:30 pm-8:40 pm

Nonstop2h 10m

$235
Quickest round-trip

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 6/10

5:40 am-8:25 am

Nonstop1h 45m

Washington, D.C. Reagan-National

Fri 6/19

9:00 pm-10:00 pm

Nonstop2h 00m

$243

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Wed 5/27

5:00 pm-7:50 pm

Nonstop1h 50m

Baltimore/Washington

Thu 5/28

6:05 am-7:10 am

Nonstop2h 05m

$247

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Tue 6/23

11:50 am-4:50 pm

1 stop4h 00m

Baltimore/Washington

Fri 6/26

3:20 pm-5:55 pm

1 stop3h 35m

$258

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 5/23

9:22 am-4:31 pm

1 stop6h 09m

Washington, D.C. Dulles Intl

Mon 5/25

6:00 am-8:43 am

1 stop3h 43m

$259

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Tue 9/22

10:35 am-5:08 pm

1 stop5h 33m

Baltimore/Washington

Thu 9/24

6:00 am-9:50 am

1 stop4h 50m

$263

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sun 5/24

6:10 am-9:00 am

Nonstop1h 50m

Washington, D.C. Reagan-National

Mon 5/25

7:55 am-9:00 am

Nonstop2h 05m

$264

ChicagoBaltimore

MDW - BWI

MDWBWI

Chicago Midway

Wed 6/10

7:25 am-10:15 am

Nonstop1h 50m

Baltimore/Washington

Sun 6/14

6:10 am-7:10 am

Nonstop2h 00m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 60 resultsSorted by cheapest first
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Compare providers for flights from Midway to Washington, D.C.

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Washington, D.C. in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Washington, D.C. flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Washington, D.C. flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Washington, D.C. flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Washington, D.C. flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Washington, D.C. flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Washington, D.C.

Have a flexible travel schedule? Discover the best time to fly to Washington, D.C. 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, D.C.

What is the cheapest month to book a flight from Chicago Midway Airport to Washington, D.C.?

Currently, May is the cheapest month in which you can book a flight from Chicago Midway Airport to Washington, D.C. (average of $46). Flying from Chicago Midway Airport to Washington, D.C. in January is currently the most expensive (average of $580). 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 WAS?

Find hourly flight availability from Midway to Washington, D.C.. 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, 2026.

One of the essential ways to save on airfare from Chicago Midway Airport to Washington, D.C. is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight at noon could potentially save you up to 23% on airfare.

What is the cheapest day to fly from Chicago Midway Airport to Washington, D.C.?

Use this chart to determine the cheapest time to fly round-trip from Midway to Washington, D.C.. Price data was last updated on April 25, 2026.

Travelers seeking maximum savings on their Chicago Midway Airport to Washington, D.C. flight should consider departing on Friday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Chicago Midway Airport to Washington, D.C.?

How often are flights from Chicago to Washington, D.C. delayed?

About 20% of weekly flights between Chicago and Washington, D.C. have experienced delays in the past year, with the average delay time being 116 minutes.

What is the most punctual flight time for Chicago to Washington, D.C. flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Washington, D.C. flights?

Over the last year, Southwest have had the lowest number of delays on this route, with just 20% of flights being delayed.

Reviews of airlines servicing Washington, D.C.

Get insights into the airlines that provide service to Washington, D.C.. 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, D.C.. Reviews last updated May 1, 2026.
Peruse reviews from past customers who have flown with Southwest and Frontier from Chicago Midway Airport to Washington, D.C. to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,317 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,317 reviews
Southwest
8.0
Very good
4,317 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.7
Fair
2,970 reviews
Southwest
8.0
Very good
4,317 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

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

  • How long is the flight from Chicago Midway Airport to Washington, D.C.?

    There are many flights that can get you from Chicago Midway Airport to Washington, D.C. in 1h 50m. Fly via Delta or Southwest to get the fastest option. Chicago Midway Airport and Washington, D.C. are separated by a distance of 609 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Chicago Midway Airport to Washington, D.C. round-trip?

    Our cheapest airline available from Chicago Midway Airport to Washington, D.C. is Southwest. Our recent data shows that you can find tickets from as low as $197 on this airline. Users have found that Southwest is 32% cheaper than the other options available to this destination.

  • What are the most popular routes from Chicago Midway Airport to Washington, D.C.?

    The most popular flight routes from Chicago Midway Airport to Washington, D.C. are Chicago Midway - Washington, D.C. Dulles Intl, Chicago Midway - Baltimore/Washington and Chicago Midway - Washington, D.C. Reagan-National.

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

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

  • How can I find direct flights from Midway to Washington, D.C.?

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

  • Can I find deals for business class flights from Midway to Washington, D.C.?

    Yes. Cheapflights offers flight deals from Midway to Washington, D.C. 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 Washington, D.C.?

    Currently, May is the cheapest month in which you can book a flight from Chicago Midway Airport to Washington, D.C. (average of $46). Flying from Chicago Midway Airport to Washington, D.C. in January is currently the most expensive (average of $580). 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, D.C.?

Book flights to Washington, D.C. if you plan to visit one of these locations
Alexandria
Tysons
Owings Mills
Springfield
Arlington
Silver Spring
Herndon
Rockville
Hyattsville
Manassas
Fredericksburg
Woodbridge
Hanover
Laurel
Largo
Upper Marlboro
Waldorf
Clinton
Hunt Valley
Cordova

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Midway to Washington, D.C.

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Reagan-National flights
Midway to Dulles Intl flights
Midway to Reagan-National flights

Top 2 airlines flying from Midway to Washington, D.C.

Discover the top 2 airlines that operate flights from Midway to Washington, D.C.. 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, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$95Average$172FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$159Average$313FlexibilityNo cancel feeOn-time63%

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