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$87+ Cheap flights from Midway (MDW) to District of Columbia

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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BWI
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheap flight deals from Midway to District of Columbia

Keep the following information in mind while searching for Midway to District of Columbia flight deals. Data was last updated July 30, 2025.

Round-trip from

$177
(Booking.com)

One-way from

$87
(Mytrip)

Popular in

January

Cheapest in

August

Average price

$229

Good round-trip deal

$157 or less

Good one-way deal

$114 or less
From Chicago Midway to District of Columbia
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One-way flight from Chicago Midway to District of Columbia
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Highest demand for flights based on searches. 4% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 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 Chicago Midway to District of Columbia.
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Price to beat on a one-way flight from Chicago Midway to District of Columbia.
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Find flight deals from Midway to District of Columbia

Cheapest flights from Midway to District of Columbia
Explore the most affordable flight options available from Midway to District of Columbia. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

This Booking.com deal was found by Cheapflights users on 7/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/26:20 amMDW - IAD
1 stop7h 52mFrontier
Tue 8/56:10 amIAD - MDW
1 stop5h 30mFrontier
Deal found 7/29$177
This Southwest deal was found by Cheapflights users on 7/28. 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.
Wed 8/207:10 amMDW - DCA
Nonstop1h 50mSouthwest
Wed 8/203:15 pmDCA - MDW
Nonstop2h 10mSouthwest
Deal found 7/28$217
This Frontier deal was found by Cheapflights users on 7/30. 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.
Fri 8/1512:35 pmMDW - DCA
1 stop8h 22mFrontier
Sat 8/161:00 pmDCA - MDW
1 stop8h 54mFrontier
Deal found 7/30$228
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/206:17 pmMDW - DCA
1 stop3h 42mDelta
Sat 8/236:00 amDCA - MDW
1 stop4h 36mDelta
Deal found 7/28$237
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/206:04 amMDW - IAD
1 stop4h 40mDelta
Sat 8/236:00 amIAD - MDW
1 stop4h 36mDelta
Deal found 7/28$237
This Mytrip deal was found by Cheapflights users on 7/30. 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 8/1410:53 amMDW - IAD
2 stops24h 39mAllegiant Air
Mon 8/181:22 pmIAD - MDW
1 stop5h 55mAllegiant Air
Deal found 7/30$296

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to District of Columbia 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 30, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to District of Columbia that are best for you.

Fly from

Midway

Fly to

District of Columbia

Route

Depart

Return

Price

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 8/2

6:20 am-3:12 pm

1 stop7h 52m

Washington, D.C. Dulles Intl

Tue 8/5

6:10 am-10:40 am

1 stop5h 30m

$177

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 8/20

12:15 pm-3:10 pm

Nonstop1h 55m

Washington, D.C. Reagan-National

Wed 8/27

8:40 pm-9:45 pm

Nonstop2h 05m

$217

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Fri 8/15

12:35 pm-9:57 pm

1 stop8h 22m

Washington, D.C. Reagan-National

Sat 8/16

1:00 pm-8:54 pm

1 stop8h 54m

$228

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Wed 8/20

6:17 pm-10:59 pm

1 stop3h 42m

Washington, D.C. Reagan-National

Sat 8/23

6:00 am-9:36 am

1 stop4h 36m

$237

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 8/20

9:31 am-4:31 pm

1 stop6h 00m

Washington, D.C. Dulles Intl

Wed 8/27

6:00 am-8:35 am

1 stop3h 35m

$237

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 8/14

10:53 am-12:32 pm

2 stops24h 39m

Washington, D.C. Dulles Intl

Mon 8/18

1:22 pm-6:17 pm

1 stop5h 55m

$296

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 8/22

9:32 am-3:23 pm

1 stop4h 51m

$87

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 9/6

10:51 am-6:24 pm

1 stop6h 33m

$88

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 8/23

8:00 am-10:50 am

Nonstop1h 50m

$109

ChicagoWashington, D.C.

MDW - DCA

MDWDCA

Chicago Midway

Sat 8/16

2:44 pm-12:04 pm

1 stop20h 20m

$115

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 13 results
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Best time to book a flight from Midway to District of Columbia

Have a flexible travel schedule? Discover the best time to fly to District of Columbia 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 District of Columbia

What is the cheapest month to book a flight from Chicago Midway Airport to District of Columbia?

Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to District of Columbia (average of $241). Flying from Chicago Midway Airport to District of Columbia in March is currently the most expensive (average of $290). 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 DC?

Find hourly flight availability from Midway to District of Columbia. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to District of Columbia as you normally would.

Reviews of airlines servicing District of Columbia

Get insights into the airlines that provide service to District of Columbia. 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 District of Columbia. Reviews last updated July 30, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to District of Columbia, such as Southwest, Delta, and Allegiant Air. 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
4,241 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Allegiant Air
7.2
Good
703 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,237 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Midway to District of Columbia. 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 District of Columbia one-way?

    The cheapest airline one-way is Allegiant Air, with whom users have recently found tickets for as low as $87. However, be on the lookout for offers from Frontier and Southwest, as they are both options that can get you from Chicago Midway Airport to District of Columbia for a low price.

  • What are the cheapest flights from Chicago Midway Airport to District of Columbia?

    Looking at all options, your cheapest flight can be booked for $66. While the most popular route (Chicago Midway - Washington, D.C. Dulles Intl) can be booked for $179 on average our data indicates $167 when flying from Chicago Midway Airport to District of Columbia.

  • Can I find deals for flights from Midway to District of Columbia that include hotel bookings?

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

  • How can I find direct flights from Midway to District of Columbia?

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

  • Can I find deals for business class flights from Midway to District of Columbia?

    Yes. Cheapflights offers flight deals from Midway to District of Columbia 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 District of Columbia?

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to District of Columbia (average of $241). Flying from Chicago Midway Airport to District of Columbia in March is currently the most expensive (average of $290). 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 District of Columbia

See prices for flight routes from nearby airports that may be better suited for you.
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O'Hare Intl to Burbank flights

Top 3 airlines flying from Midway to District of Columbia

Discover the top 3 airlines that operate flights from Midway to District of Columbia. 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$74Average$241FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$159Average$294FlexibilityNo cancel feeOn-time63%
DeltaCheapest$186Average$433FlexibilityNo cancel feeOn-timeN/A

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