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

Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport (average of $292). Flying from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport in April is currently the most expensive (average of $337). 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.

In terms of precipitation, rainfall in Washington, D.C. Dulles Intl Airport ranges from 2.6 - 4.0 inches per month. May is typically the wettest month, when rainfall can reach 4.0 in. February is typically the driest time to visit Washington, D.C. Dulles Intl Airport when rainfall is around 2.6 in.

If weather is an important factor for your trip to Washington, D.C. Dulles Intl 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 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 35.6 F).

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

To save on the cost of your flight from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport, book at least 42 days before your planned departure. Booking around this time can save you about 86% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $176 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $300.

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

The best pricing can be found in the month of August. Prices to Washington, D.C. Dulles Intl Airport from Chicago Midway Airport average $226. You can even find prices in August for less than $226, as users have found deals to Washington, D.C. Dulles Intl Airport from as low as $99. The month of January appears to be one of the more expensive times to travel to Washington, D.C. Dulles Intl Airport from Chicago Midway Airport. Flying in the targeted month can save you up to 14%.

Can I find deals for flights from Midway to Dulles Intl that include hotel bookings?

Yes. In addition to deals on Midway to Dulles Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Midway to Dulles Intl?

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

Can I find deals for business class flights from Midway to Dulles Intl?

Yes. Cheapflights offers flight deals from Midway to Dulles Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$78+ Cheap Flights from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport

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

Travelers seeking maximum savings on their Chicago Midway Airport to Washington, D.C. Dulles Intl Airport flight should consider departing on Thursday mornings 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.

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Cheap flight deals from Midway to Dulles Intl

Round-trip from	$143 (CheapOair)
One-way from	$78 (CheapOair)
Popular in	November
Cheapest in	October
Average price	$262

From Chicago Midway to Washington, D.C. Dulles Intl

Search Deals

One-way flight from Chicago Midway to Washington, D.C. Dulles Intl

Search Deals

Highest demand for flights based on searches. 10% potential increase in price ($38 potential increase over avg. RT price).

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Cheapest flight prices on average. 13% potential price decrease ($38 potential savings vs. average RT price).

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Average for round-trip flights in September 2025

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Find flight deals from Midway to Dulles Intl

Cheapest flights from Midway to Dulles Intl
Explore the most affordable flight options available from Midway to Dulles Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

Fri 10/249:45 amMDW - IAD

1 stop9h 23mFrontier

Mon 10/275:00 pmIAD - MDW

1 stop7h 46mFrontier

Deal found 9/14

$143

Sat 10/1811:31 amMDW - IAD

1 stop8h 22mFrontier

Mon 10/204:45 pmIAD - MDW

1 stop8h 01mFrontier

Deal found 9/14

$144

Sun 9/286:21 amMDW - IAD

1 stop13h 58mFrontier

Tue 9/309:15 amIAD - MDW

1 stop7h 43mFrontier

Deal found 9/14

$145

Thu 10/24:56 pmMDW - IAD

1 stop5h 43mFrontier

Sun 10/57:14 pmIAD - MDW

1 stop13h 09mFrontier

Deal found 9/13

$146

Sun 12/76:00 amMDW - IAD

1 stop5h 49mFrontier

Wed 12/108:00 amIAD - MDW

1 stop14h 32mFrontier

Deal found 9/14

$147

Thu 9/256:20 amMDW - IAD

1 stop5h 35mFrontier

Mon 9/296:10 amIAD - MDW

1 stop10h 50mFrontier

Deal found 9/15

$149

Thu 9/256:20 amMDW - IAD

1 stop5h 35mFrontier

Thu 9/258:59 pmIAD - MDW

1 stop16h 45mFrontier

Deal found 9/14

$150

Sat 10/2511:31 amMDW - IAD

1 stop8h 22mFrontier

Sun 11/25:29 pmIAD - MDW

1 stop5h 34mFrontier

Deal found 9/14

$152

Thu 9/254:56 pmMDW - IAD

1 stop6h 19mFrontier

Sun 9/287:14 pmIAD - MDW

1 stop13h 09mFrontier

Deal found 9/14

$154

Thu 10/26:20 amMDW - IAD

1 stop5h 35mFrontier

Mon 10/66:10 amIAD - MDW

1 stop11h 15mFrontier

Deal found 9/14

$156

Sat 10/256:15 amMDW - IAD

1 stop8h 02mFrontier

Sat 11/18:36 pmIAD - MDW

1 stop14h 36mFrontier

Deal found 9/15

$158

Best flights from Midway to Dulles Intl
Discover carefully curated flight deals from Midway to Dulles Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2025.

Sat 10/411:21 amMDW - IAD

1 stop6h 08mFrontier

Mon 10/61:55 pmIAD - MDW

1 stop10h 46mFrontier

Deal found 9/14

$143

Wed 10/158:05 amMDW - IAD

1 stop10h 41mFrontier

Fri 10/179:28 pmIAD - MDW

1 stop13h 53mFrontier

Deal found 9/15

$143

Sat 10/256:15 amMDW - IAD

1 stop8h 02mFrontier

Wed 10/298:47 amIAD - MDW

1 stop4h 54mFrontier

Deal found 9/15

$143

Fri 10/175:28 pmMDW - IAD

1 stop26h 25mFrontier

Mon 10/204:45 pmIAD - MDW

1 stop8h 01mFrontier

Deal found 9/14

$143

Thu 10/236:20 amMDW - IAD

1 stop8h 18mFrontier

Sat 10/254:22 pmIAD - MDW

1 stop7h 25mFrontier

Deal found 9/15

$143

Mon 10/209:45 amMDW - IAD

1 stop8h 29mFrontier

Sat 10/254:22 pmIAD - MDW

1 stop7h 25mFrontier

Deal found 9/15

$143

Mon 9/226:20 amMDW - IAD

1 stop5h 35mFrontier

Mon 9/291:55 pmIAD - MDW

1 stop10h 25mFrontier

Deal found 9/14

$143

Wed 9/249:00 amMDW - IAD

1 stop9h 55mFrontier

Sun 9/287:14 pmIAD - MDW

1 stop13h 09mFrontier

Deal found 9/15

$144

Fri 10/39:48 amMDW - IAD

1 stop7h 31mFrontier

Sun 10/57:14 pmIAD - MDW

1 stop13h 09mFrontier

Deal found 9/15

$144

Thu 10/2310:49 amMDW - IAD

1 stop7h 18mFrontier

Mon 10/275:00 pmIAD - MDW

1 stop7h 46mFrontier

Deal found 9/14

$144

Sat 9/2710:51 amMDW - IAD

1 stop6h 33mFrontier

Sun 9/2810:09 pmIAD - MDW

1 stop15h 32mFrontier

Deal found 9/14

$150

Last-minute flights from Midway to Dulles Intl
Discover last-minute flight deals from Midway to Dulles Intl. Data last updated September 16, 2025 and is based on user searches.

Thu 9/256:20 amMDW - IAD

1 stop5h 35mFrontier

Mon 9/296:10 amIAD - MDW

1 stop10h 50mFrontier

Deal found 9/15

$149

Thu 9/256:20 amMDW - IAD

1 stop5h 35mFrontier

Thu 9/258:59 pmIAD - MDW

1 stop16h 45mFrontier

Deal found 9/14

$150

Thu 9/254:56 pmMDW - IAD

1 stop6h 19mFrontier

Sun 9/287:14 pmIAD - MDW

1 stop13h 09mFrontier

Deal found 9/14

$154

Sun 9/286:21 amMDW - IAD

1 stop13h 58mFrontier

Tue 9/309:15 amIAD - MDW

1 stop7h 43mFrontier

Deal found 9/14

$145

Thu 10/24:56 pmMDW - IAD

1 stop5h 43mFrontier

Sun 10/57:14 pmIAD - MDW

1 stop13h 09mFrontier

Deal found 9/13

$146

Thu 10/26:20 amMDW - IAD

1 stop5h 35mFrontier

Mon 10/66:10 amIAD - MDW

1 stop11h 15mFrontier

Deal found 9/14

$156

Fri 10/35:15 pmMDW - IAD

1 stop5h 24mFrontier

Sun 10/57:14 pmIAD - MDW

1 stop13h 09mFrontier

Deal found 9/14

$143

Wed 10/88:05 amMDW - IAD

1 stop10h 41mFrontier

Fri 10/109:38 pmIAD - MDW

1 stop18h 33mFrontier

Deal found 9/15

$158

Sat 10/1811:31 amMDW - IAD

1 stop8h 22mFrontier

Mon 10/204:45 pmIAD - MDW

1 stop8h 01mFrontier

Deal found 9/14

$144

Sat 10/2511:31 amMDW - IAD

1 stop8h 22mFrontier

Sun 11/25:29 pmIAD - MDW

1 stop5h 34mFrontier

Deal found 9/14

$152

One-way flights from Midway to Dulles Intl
Search for one-way flight options from Midway to Dulles Intl. Find affordable one-way fares based on user searches. Data last updated September 16, 2025.

Wed 10/19:00 amMDW - IAD

1 stop9h 55mFrontier

Deal found 9/15

$78

Sun 9/216:21 amMDW - IAD

1 stop13h 58mFrontier

Deal found 9/14

$79

Fri 10/105:28 pmMDW - IAD

1 stop26h 25mFrontier

Deal found 9/14

$82

Fri 10/316:20 amMDW - IAD

1 stop9h 14mFrontier

Deal found 9/15

$83

Thu 9/184:56 pmMDW - IAD

1 stop6h 19mFrontier

Deal found 9/14

$97

Sun 11/25:20 amMDW - IAD

1 stop9h 14mFrontier

Deal found 9/13

$103

Mon 12/86:00 amMDW - IAD

1 stop17h 19mFrontier

Deal found 9/14

$104

Sun 10/510:13 amMDW - IAD

1 stop7h 01mFrontier

Deal found 9/14

$107

Sun 10/2611:57 amMDW - IAD

1 stop6h 20mFrontier

Deal found 9/15

$108

Thu 11/206:05 amMDW - IAD

1 stop10h 41mFrontier

Deal found 9/14

$115

Fri 10/245:28 pmMDW - IAD

2 stops20h 49mFrontier

Deal found 9/15

$120

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 10/4

11:21 am-6:29 pm

1 stop6h 08m

Washington, D.C. Dulles Intl

Mon 10/6

1:55 pm-11:41 pm

1 stop10h 46m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 10/15

8:05 am-7:46 pm

1 stop10h 41m

Washington, D.C. Dulles Intl

Fri 10/17

9:28 pm-10:21 am

1 stop13h 53m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Sat 10/25

6:15 am-3:17 pm

1 stop8h 02m

Washington, D.C. Dulles Intl

Wed 10/29

8:47 am-12:41 pm

1 stop4h 54m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 10/17

5:28 pm-8:53 pm

1 stop26h 25m

Washington, D.C. Dulles Intl

Mon 10/20

4:45 pm-11:46 pm

1 stop8h 01m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 10/23

6:20 am-3:38 pm

1 stop8h 18m

Washington, D.C. Dulles Intl

Sat 10/25

4:22 pm-10:47 pm

1 stop7h 25m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 10/20

9:45 am-7:14 pm

1 stop8h 29m

Washington, D.C. Dulles Intl

Sat 10/25

4:22 pm-10:47 pm

1 stop7h 25m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Mon 9/22

6:20 am-12:55 pm

1 stop5h 35m

Washington, D.C. Dulles Intl

Mon 9/29

1:55 pm-11:20 pm

1 stop10h 25m

$143

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Wed 9/24

9:00 am-7:55 pm

1 stop9h 55m

Washington, D.C. Dulles Intl

Sun 9/28

7:14 pm-7:23 am

1 stop13h 09m

$144

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Fri 10/3

9:48 am-6:19 pm

1 stop7h 31m

Washington, D.C. Dulles Intl

Sun 10/5

7:14 pm-7:23 am

1 stop13h 09m

$144

ChicagoWashington, D.C.

MDW - IAD

MDWIAD

Chicago Midway

Thu 10/23

10:49 am-7:07 pm

1 stop7h 18m

Washington, D.C. Dulles Intl

Mon 10/27

5:00 pm-11:46 pm

1 stop7h 46m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 21 results

Best time to book a flight from Midway to Dulles Intl

Have a flexible travel schedule? Discover the best time to fly to Dulles Intl 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. Dulles Intl Airport

What is the cheapest time of day to fly from MDW to IAD?

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport in the morning. If you’re flexible enough to do this you can expect to save up to 52% on your trip compared to booking a flight at noon.

Reviews of airlines servicing Dulles Intl

Read reviews from past customers who have flown Delta and Frontier from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,954 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very good

7,954 reviews

Delta

8.0

Very good

7,954 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Frontier

5.8

Fair

3,172 reviews

Delta

8.0

Very good

7,954 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

How long is the flight from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport?
A quick flight from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport can take about 6h 08m. Frontier provides one of the quickest options available for as low as $143. Airlines will cover a distance of 576 mi.
What are the cheapest airlines flying from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport round-trip?
According to our current data, Frontier ($122), and Delta ($186) offers the cheapest pricing from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport. Frontier is currently priced 61% below the average price you’ll pay for this route.
Can I find deals for flights from Midway to Dulles Intl that include hotel bookings?
Yes. In addition to deals on Midway to Dulles Intl flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Midway to Dulles Intl?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Dulles Intl.
Can I find deals for business class flights from Midway to Dulles Intl?
Yes. Cheapflights offers flight deals from Midway to Dulles Intl 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. Dulles Intl Airport?
Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport (average of $292). Flying from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport in April is currently the most expensive (average of $337). 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

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Silver Spring

Springfield

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Laurel

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Browse thousands of different options on Cheapflights for your next trip

Top 2 airlines flying from Midway to Dulles Intl

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$122	Average$241	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$186	Average$433	FlexibilityNo cancel fee	On-timeN/A

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$78+ Cheap flights from Midway (MDW) to Dulles Intl (IAD)

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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Midway to Dulles Intl with Cheapflights

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Find flight deals from Midway to Dulles Intl

Cheapest flights from Midway to Dulles IntlExplore the most affordable flight options available from Midway to Dulles Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

Explore the most affordable flight options available from Midway to Dulles Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport that are best for you.

Best time to book a flight from Midway to Dulles Intl

Have a flexible travel schedule? Discover the best time to fly to Dulles Intl from Midway with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport

What is the cheapest time of day to fly from MDW to IAD?

Reviews of airlines servicing Dulles Intl

Read reviews from past customers who have flown Delta and Frontier from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Midway to Dulles Intl. 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. Dulles Intl Airport?

What are the cheapest airlines flying from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport round-trip?

Can I find deals for flights from Midway to Dulles Intl that include hotel bookings?

How can I find direct flights from Midway to Dulles Intl?

Can I find deals for business class flights from Midway to Dulles Intl?

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

Traveling to a place near Washington, D.C. Dulles Intl Airport?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Midway to Dulles Intl

See prices for flight routes from nearby airports that may be better suited for you.

Top 2 airlines flying from Midway to Dulles Intl

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Cheapest flights from Midway to Dulles Intl
Explore the most affordable flight options available from Midway to Dulles Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.