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Midway

$70+ Cheap flights from District of Columbia 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — MDW
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from District of Columbia to Midway

Cheapest flights from District of Columbia to Midway
Explore the most affordable flight options available from District of Columbia to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This Frontier deal was found by Cheapflights users on 2/2. 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 2/2110:29 am
IAD
-
MDW
1 stop12h 04m
Frontier
Thu 2/266:25 am
MDW
-
IAD
1 stop9h 18m
Frontier
Deal found 2/2$154
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:22 am
IAD
-
MDW
1 stop12h 07m
Frontier
Tue 3/106:00 am
MDW
-
IAD
1 stop17h 31m
Frontier
Deal found 2/1$156
This Expedia deal was found by Cheapflights users on 2/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1810:51 am
IAD
-
MDW
1 stop9h 40m
Frontier
Tue 4/212:20 pm
MDW
-
IAD
1 stop9h 16m
Frontier
Deal found 2/2$160
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Mon 2/165:22 pm
IAD
-
MDW
1 stop26h 45m
Frontier
Fri 2/206:48 pm
MDW
-
IAD
1 stop13h 46m
Frontier
Deal found 2/2$168
This Kiwi.com deal was found by Cheapflights users on 1/31. 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.
Sat 2/2110:29 am
IAD
-
MDW
1 stop12h 04m
Multiple Airlines
Wed 2/257:00 am
MDW
-
IAD
2 stops25h 25m
Multiple Airlines
Deal found 1/31$172
This Southwest deal was found by Cheapflights users on 1/31. 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 2/216:15 am
DCA
-
MDW
Nonstop2h 10m
Southwest
Wed 2/255:25 pm
MDW
-
DCA
Nonstop1h 50m
Southwest
Deal found 1/31$172
This Frontier deal was found by Cheapflights users on 2/1. 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.
Mon 3/211:41 am
IAD
-
MDW
1 stop9h 06m
Frontier
Mon 3/92:41 pm
MDW
-
IAD
1 stop8h 50m
Frontier
Deal found 2/1$173
This Trip.com deal was found by Cheapflights users on 2/2. 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.
Mon 3/25:22 pm
IAD
-
MDW
1 stop6h 07m
Frontier
Thu 3/57:30 am
MDW
-
IAD
1 stop8h 13m
Frontier
Deal found 2/2$178
This Expedia deal was found by Cheapflights users on 2/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/98:09 am
IAD
-
MDW
1 stop13h 44m
Frontier
Wed 3/1111:19 am
MDW
-
IAD
1 stop19h 01m
Frontier
Deal found 2/2$179
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/511:22 am
IAD
-
MDW
1 stop5h 54m
Frontier
Mon 3/92:41 pm
MDW
-
IAD
1 stop8h 50m
Frontier
Deal found 2/1$180
This Expedia deal was found by Cheapflights users on 2/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1211:44 am
IAD
-
MDW
1 stop11h 50m
Frontier
Thu 2/199:05 am
MDW
-
IAD
1 stop6h 38m
Frontier
Deal found 2/2$181
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2611:22 am
IAD
-
MDW
1 stop5h 54m
Frontier
Sun 3/19:04 pm
MDW
-
IAD
1 stop12h 36m
Frontier
Deal found 2/1$183

Find flight deals from District of Columbia to Midway

Keep the following information in mind while searching for District of Columbia to Midway flight deals. Data was last updated February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$154
(Frontier)

One-way from

$70
(Trip.com)

Popular in

December

Cheapest in

September

Average price

$226

Good round-trip deal

$287 or less

Good one-way deal

$170 or less
Provider with most accurate pricing for Washington, D.C. (WAS)-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-Chicago (CHI) flights.
Search Deals
From District of Columbia to Chicago Midway
Search Deals
One-way flight from District of Columbia to Chicago Midway
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from District of Columbia to Chicago Midway.
Search Deals
Price to beat on a one-way flight from District of Columbia to Chicago Midway.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from District of Columbia 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 3, 2026.
Use the filters below to find and compare flights from District of Columbia to Chicago Midway Airport that are best for you.

Fly from

District of Columbia

Fly to

Midway

Route

Depart

Return

Price

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Tue 4/28

9:05 am-3:45 pm

2 stops7h 40m

Chicago Midway

Wed 5/6

7:25 pm-10:15 pm

Nonstop1h 50m

$212

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Sat 2/21

6:15 am-7:25 am

Nonstop2h 10m

Chicago Midway

Wed 2/25

9:55 am-4:00 pm

1 stop5h 05m

$217

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Sat 4/18

6:40 am-7:45 am

Nonstop2h 05m

Chicago Midway

Mon 4/20

8:10 pm-11:00 pm

Nonstop1h 50m

$221

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Thu 4/16

7:55 am-9:00 am

Nonstop2h 05m

Chicago Midway

Tue 4/21

10:05 am-6:20 pm

2 stops7h 15m

$236

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 4/15

7:06 am-12:07 pm

1 stop6h 01m

Chicago Midway

Sat 4/18

6:38 pm-11:03 pm

1 stop3h 25m

$241

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Mon 4/6

9:30 pm-10:35 pm

Nonstop2h 05m

Chicago Midway

Tue 4/7

3:00 pm-9:55 pm

1 stop5h 55m

$243

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Wed 4/15

7:55 am-9:00 am

Nonstop2h 05m

Chicago Midway

Wed 4/15

1:30 pm-4:15 pm

Nonstop1h 45m

$245

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Tue 5/12

9:05 am-3:45 pm

2 stops7h 40m

Chicago Midway

Mon 5/18

5:40 pm-10:40 pm

1 stop4h 00m

$246

Washington, D.C.Chicago

DCA - MDW

DCAMDW

Washington, D.C. Reagan-National

Tue 3/3

6:55 pm-8:05 pm

Nonstop2h 10m

Chicago Midway

Tue 3/10

5:30 am-8:25 am

Nonstop1h 55m

$250

Washington, D.C.Chicago

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Tue 2/24

6:00 am-8:54 am

1 stop3h 54m

Chicago Midway

Wed 2/25

6:20 pm-11:09 pm

1 stop3h 49m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

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Best time to book a flight from District of Columbia to Midway

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

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

Currently, March is the cheapest month in which you can book a flight from District of Columbia to Chicago Midway Airport (average of $56). Flying from District of Columbia to Chicago Midway Airport in January is currently the most expensive (average of $142). 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 DC to MDW?

Find hourly flight availability from District of Columbia 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 3, 2026.

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

What is the cheapest day to fly from District of Columbia to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from District of Columbia to Midway. Price data was last updated on January 31, 2026.

Travelers seeking maximum savings on their District of Columbia to Chicago Midway Airport flight should consider departing on Monday afternoons when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from District of Columbia to Midway. 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 District of Columbia to Chicago Midway Airport?

    Departing from District of Columbia to Chicago Midway Airport will take you 5h 47m. The distance between District of Columbia and Chicago Midway Airport is about 576 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from District of Columbia to Chicago Midway Airport (average of $56). Flying from District of Columbia to Chicago Midway Airport in January is currently the most expensive (average of $142). 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for District of Columbia 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 District of Columbia to Midway

Discover the top 3 airlines that operate flights from District of Columbia 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 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$63Average$173FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$159Average$302FlexibilityNo cancel feeOn-time63%
DeltaCheapest$194Average$327FlexibilityNo cancel feeOn-timeN/A

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