Cheap flights from Dulles Intl (IAD) to Midway (MDW) from $88

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight to Chicago Midway Airport departing on 3/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
IAD — MDW
mar. 5 — mar. 121

Cheap flight deals from Dulles Intl to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Dulles Intl (IAD) to Midway (MDW). 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 febrero 29, 2024.

Popular in

October

Cheapest in

February

Average price

$262

Round-trip from

$223
High demand for flights, 25% potential price rise
Best time to find cheap flights, 41% potential price drop
Average for round-trip flights in February 2024
From Washington, D.C. Dulles Intl to Chicago Midway

What is the cheapest day to fly round-trip from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport?

Flying to your destination on a Friday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Chicago Midway Airport. Check prices with Cheapflights to find a great deal for your trip.

How far in advance should I book a flight from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport?

To save on the cost of your flight from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport, book at least 43 days before your planned departure. Booking around this time can save you about 65% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $396 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $451.

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

Flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport lean towards being more expensive in June. Prices are generally better when you fly from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport in January, with the cheapest ticket starting at $94.

When is the cheapest time to fly from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport (IAD - MDW)?

When flying from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 35% versus a flight at noon.

Cheap Delta flights from Dulles Intl to Midway

Explore cheap flight options specifically provided by Delta for the route between Dulles Intl and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,314,962 searches. Data last updated febrero 29, 2024.
Take a peek at the cheapest Delta flights we've detected traveling from Washington, D.C. to Chicago. Make sure to double check the flight details before booking.
jue. 4/186:00 amIAD - MDW
1 stop3h 50mDelta
sáb. 4/205:45 pmMDW - IAD
1 stop4h 06mDelta
Deal found 2/29$176
jue. 4/46:00 amIAD - MDW
1 stop3h 46mDelta
mar. 4/96:00 pmMDW - IAD
1 stop3h 51mDelta
Deal found 2/29$202
vie. 4/196:00 amIAD - MDW
1 stop3h 50mDelta
mar. 4/2312:45 pmMDW - IAD
1 stop5h 58mDelta
Deal found 2/27$217
mar. 3/196:00 amIAD - MDW
1 stop3h 46mDelta
mar. 3/265:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/29$224
vie. 3/296:00 amIAD - MDW
1 stop3h 46mDelta
vie. 4/55:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/28$237
sáb. 5/256:00 amIAD - MDW
1 stop3h 47mDelta
mar. 5/285:45 pmMDW - IAD
1 stop4h 08mDelta
Deal found 2/28$243
vie. 3/226:00 amIAD - MDW
1 stop3h 46mDelta
sáb. 3/305:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/28$247
mar. 6/1810:05 amIAD - MDW
1 stop3h 26mDelta
mar. 6/186:50 pmMDW - IAD
1 stop4h 25mDelta
Deal found 2/28$253
jue. 5/3010:00 amIAD - MDW
1 stop3h 39mDelta
sáb. 6/15:45 pmMDW - IAD
1 stop4h 08mDelta
Deal found 2/29$262

Cheap Southwest flights from Dulles Intl to Midway

Explore cheap flight options specifically provided by Southwest for the route between Dulles Intl and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,314,962 searches. Data last updated febrero 29, 2024.
Have a look at some of the cheapest available Southwest flights departing from Washington, D.C. and landing in Chicago. Make sure to examine the flight information before completing your reservation.
mar. 3/53:50 pmIAD - MDW
1 stop7h 30mSouthwest
mié. 3/610:05 amMDW - IAD
3 stops24h 15mSouthwest
Deal found 2/29$808
mar. 3/53:50 pmIAD - MDW
2 stops18h 20mSouthwest
mié. 3/61:30 pmMDW - IAD
3 stops20h 50mSouthwest
Deal found 2/29$949

Cheap Dulles Intl to Midway flights in February & March 2024

Find cheap flight options from Dulles Intl to Midway specifically for the months of February and March 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,314,962 searches. Prices were last updated on febrero 29, 2024.
The lowest fares we've come across on flights traveling from Washington, D.C. to Chicago in February and March 2024. If these deals don't appeal to you, be sure to come back soon for more options.
mar. 3/196:00 amIAD - MDW
1 stop3h 46mDelta
mar. 3/265:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/28$176
mié. 3/276:25 amIAD - MDW
1 stop5h 22mDelta
mié. 4/35:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/28$217
mar. 3/196:00 amIAD - MDW
1 stop3h 46mDelta
mar. 3/265:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/29$224
vie. 3/296:00 amIAD - MDW
1 stop3h 46mDelta
mar. 4/25:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/28$237
vie. 3/226:00 amIAD - MDW
1 stop3h 46mDelta
sáb. 3/305:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/28$247
mar. 3/196:00 amIAD - MDW
1 stop3h 46mDelta
mié. 3/201:14 pmMDW - IAD
1 stop3h 27mDelta
Deal found 2/29$272
vie. 3/296:00 amIAD - MDW
1 stop3h 46mDelta
lun. 4/15:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/28$298
sáb. 3/231:25 pmIAD - MDW
1 stop4h 06mDelta
mar. 3/265:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/28$310
dom. 3/246:00 amIAD - MDW
1 stop3h 46mDelta
mié. 3/271:14 pmMDW - IAD
1 stop3h 27mDelta
Deal found 2/29$318

Dulles Intl to Midway 2024 flight deals

Discover exclusive flight deals for travel between Dulles Intl and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,314,962 searches. Data last updated febrero 29, 2024.
The lowest fares we've come across on flights traveling from Washington, D.C. to Chicago in February and March 2024. If these deals don't appeal to you, be sure to come back soon for more options.
jue. 4/186:00 amIAD - MDW
1 stop3h 50mDelta
mar. 4/236:00 pmMDW - IAD
1 stop3h 51mDelta
Deal found 2/28$176
jue. 4/46:00 amIAD - MDW
1 stop3h 46mDelta
mar. 4/96:00 pmMDW - IAD
1 stop3h 51mDelta
Deal found 2/29$202
vie. 4/196:00 amIAD - MDW
1 stop3h 50mDelta
mar. 4/2312:45 pmMDW - IAD
1 stop5h 58mDelta
Deal found 2/27$217
mar. 3/196:00 amIAD - MDW
1 stop3h 46mDelta
mar. 3/265:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/29$224
dom. 9/16:10 amIAD - MDW
1 stop4h 04mDelta
dom. 9/13:45 pmMDW - IAD
1 stop5h 07mDelta
Deal found 2/28$228
vie. 3/296:00 amIAD - MDW
1 stop3h 46mDelta
mar. 4/25:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/28$237
sáb. 5/256:00 amIAD - MDW
1 stop3h 47mDelta
mar. 5/285:45 pmMDW - IAD
1 stop4h 08mDelta
Deal found 2/28$243
vie. 3/226:00 amIAD - MDW
1 stop3h 46mDelta
sáb. 3/305:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/28$247
mar. 6/1810:05 amIAD - MDW
1 stop3h 26mDelta
mar. 6/186:50 pmMDW - IAD
1 stop4h 25mDelta
Deal found 2/28$253

Dulles Intl to Midway flights leaving soon

Find last-minute flight options from Dulles Intl to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,314,962 searches. Data last updated febrero 29, 2024.
Consider one of these great deals we found on last-minute flights from Washington, D.C. to Chicago. It's wise to confirm all flight details are correct before booking.
mar. 3/510:49 amIAD - MDW
1 stop6h 13mDelta
mié. 4/35:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/28$364
vie. 3/86:05 amIAD - MDW
1 stop3h 55mDelta
mar. 3/191:14 pmMDW - IAD
1 stop3h 27mDelta
Deal found 2/28$395
mar. 3/51:10 pmIAD - MDW
1 stop5h 52mDelta
mié. 3/61:09 pmMDW - IAD
1 stop3h 36mDelta
Deal found 2/28$447
sáb. 3/91:10 pmIAD - MDW
1 stop4h 04mDelta
mié. 3/131:14 pmMDW - IAD
1 stop3h 27mDelta
Deal found 2/28$460
mié. 3/66:05 amIAD - MDW
1 stop3h 55mDelta
jue. 3/71:09 pmMDW - IAD
1 stop3h 36mDelta
Deal found 2/28$482
vie. 3/85:41 pmIAD - MDW
1 stop5h 19mDelta
dom. 3/105:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/29$508
sáb. 3/96:05 amIAD - MDW
1 stop3h 55mDelta
dom. 3/105:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/28$575
sáb. 3/91:10 pmIAD - MDW
1 stop4h 04mDelta
vie. 3/151:14 pmMDW - IAD
1 stop3h 27mDelta
Deal found 2/28$600
sáb. 3/96:05 amIAD - MDW
1 stop3h 55mDelta
lun. 3/115:45 pmMDW - IAD
1 stop4h 31mDelta
Deal found 2/27$622

One-way flights to Midway from Dulles Intl

Search for one-way flight options from Dulles Intl to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,314,962 searches. Data last updated febrero 29, 2024.
Users traveling one-way from Washington, D.C. to Chicago can select one of these great deals. Users in need of a round-trip flight from Washington, D.C. to Chicago instead should update the search form at the top of page.
mié. 3/206:00 amIAD - MDW
1 stop3h 46mDelta
Deal found 2/28$88
mié. 5/1510:00 amIAD - MDW
1 stop3h 39mDelta
Deal found 2/27$104
mar. 6/2510:05 amIAD - MDW
1 stop3h 26mDelta
Deal found 2/28$114
vie. 5/3110:00 amIAD - MDW
1 stop3h 39mDelta
Deal found 2/29$128
vie. 4/196:00 amIAD - MDW
1 stop3h 50mDelta
Deal found 2/29$129
mar. 3/196:00 amIAD - MDW
1 stop3h 46mDelta
Deal found 2/28$136
mié. 7/2410:05 amIAD - MDW
1 stop3h 26mDelta
Deal found 2/28$139
sáb. 3/301:25 pmIAD - MDW
1 stop4h 06mDelta
Deal found 2/29$149
lun. 8/510:05 amIAD - MDW
1 stop3h 26mDelta
Deal found 2/28$154

Find flights from Dulles Intl to Midway within your budget

Customize your flight search to find flights from Dulles Intl 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 3,314,962 searches. Data last updated febrero 29, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$176 - $262

Route

Depart

Return

Price

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

jue. 4/18

1 stop3h 50m

Chicago Midway

sáb. 4/20

1 stop4h 06m

$176

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

jue. 4/4

1 stop3h 46m

Chicago Midway

mar. 4/9

1 stop3h 51m

$202

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

vie. 4/19

1 stop3h 50m

Chicago Midway

mar. 4/23

1 stop5h 58m

$217

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

mar. 3/19

1 stop3h 46m

Chicago Midway

mar. 3/26

1 stop4h 31m

$224

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

vie. 3/29

1 stop3h 46m

Chicago Midway

vie. 4/5

1 stop4h 31m

$237

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

sáb. 5/25

1 stop3h 47m

Chicago Midway

mar. 5/28

1 stop4h 08m

$243

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

vie. 3/22

1 stop3h 46m

Chicago Midway

sáb. 3/30

1 stop4h 31m

$247

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

mar. 6/18

1 stop3h 26m

Chicago Midway

mar. 6/18

1 stop4h 25m

$253

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

jue. 5/30

1 stop3h 39m

Chicago Midway

sáb. 6/1

1 stop4h 08m

$262

Flights are sorted by cheapest first

Deals found on 2/29

When is the cheapest time to fly from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport?

Use this chart to determine the cheapest time to fly round-trip from Dulles Intl to Midway. Price data was last updated on February 25, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Washington, D.C. Dulles Intl Airport to Chicago Midway Airport flight should consider departing on Tuesday evenings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Average price of flights to Midway by month

Plan your trip from Dulles Intl to Midway by taking into account the cheapest months to travel. The average price of a one-way flight from Dulles Intl to Midway is currently $127 while a round-trip flight costs $229. Price data was last updated on February 25, 2024.

Currently, December is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport (average of $140). Flying from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport in July is currently the most expensive (average of $260). 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.

January

$194

February

$190

March

$197

April

$182

May

$206

June

$243

July

$260

August

$190

September

$158

October

$143

November

$165

December

$140

Temperature and rainfall in Midway by month

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

CHI

Temperature

23 - 73.4 °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 febrero 29, 2024.
Get a feel of what it's like to fly with Delta and Southwest from Washington, D.C. to Chicago by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
11,818 reviews

Overall

8.1

Crew

8.6

Entertainment

8.1

Food

7.5

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

It was a good experience other than a short delay.

8.1
Very good
11,818 reviews
8.1
Very good
11,818 reviews

Overall

8.1

Crew

8.6

Entertainment

8.1

Food

7.5

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

It was a good experience other than a short delay.

7.4
Good
491 reviews
8.1
Very good
11,818 reviews

Overall

8.1

Crew

8.6

Entertainment

8.1

Food

7.5

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

It was a good experience other than a short delay.

Related info for your journey

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

Can I find flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport for under $200 on Cheapflights?

Yes, there are multiple flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport for under $200. The cheapest flight booked recently is on Delta for just $176, but on average you can expect to pay $256.

Are there last-minute flights available from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport for under $400?

There are currently 14+ open flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport within the next 7 days for less than $400.

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

Cheapflights users have booked flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport round-trip from $176. You may be able to fly from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport for 60% less than the average price by searching for this airline.

What does IAD to MDW mean?

This is defined as Washington, D.C. Dulles Intl Airport (IAD) and Chicago Midway Airport (MDW). Codes like Chicago Midway Airport are often used to just call airports uniquely.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Dulles Intl to Midway
See prices for flight routes from nearby airports that may be better suited for you.

Top airline flying from Dulles Intl to Midway

Discover the top airline that operate flights from Dulles Intl 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 3,314,962 searches. Data last updated febrero 29, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$256Average$479FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Search flights from Dulles Intl to Midway by cabin class

Find flights from Dulles Intl to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Weekly flight availability from Dulles Intl to Midway

Explore weekly flight availability from Dulles Intl 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 febrero 29, 2024.
Sunday3daily flights
Monday3daily flights
Tuesday3daily flights
Wednesday3daily flights
Thursday3daily flights
Friday3daily flights
Saturday1daily flight

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Dulles Intl to Midway?

When you search for this flight from Dulles Intl to Midway, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Dulles Intl to Midway?

Cheapflights simply makes it quick and affordable to book flights from Dulles Intl to Midway by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Dulles Intl to Midway with no change fees?

Need flexible booking options for your flight to Midway from Dulles Intl? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Dulles Intl to Midway become cheaper?

Of course! You can now track prices for flights from Dulles Intl to Midway and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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