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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 departing on 8/21. 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
Jun 17 — Jun 241
From?
To?
Mon 6/17
Mon 6/24
1 adult, Economy
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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 June 12, 2024.

Popular in

May

Cheapest in

January

Average price

$446

Round-trip from

$222
High demand for flights, 22% potential price rise
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Best time to find cheap flights, 36% potential price drop
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Average for round-trip flights in June 2024
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From Washington, D.C. Dulles Intl to Chicago Midway
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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 Thursday 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 51 days before your planned departure. Booking around this time can save you about 106% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $419 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $472.

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 April, with the cheapest ticket starting at $79.

What is the cheapest time of day to fly from IAD to 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 45% versus a flight at noon.

Cheap Dulles Intl to Midway flights in June & July 2024

Find cheap flight options from Dulles Intl to Midway specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,117,830 searches. Prices were last updated on June 12, 2024.
The lowest fares we've come across on flights traveling from Washington, D.C. to Chicago in June and July 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Wed 7/101:28 pmIAD - MDW
1 stop4h 35mDelta
Tue 7/165:43 pmMDW - IAD
1 stop4h 23mDelta
Deal found 6/11$218
Wed 7/101:28 pmIAD - MDW
1 stop4h 35mDelta
Fri 7/125:43 pmMDW - IAD
1 stop4h 23mDelta
Deal found 6/11$228
Tue 7/91:28 pmIAD - MDW
1 stop4h 35mDelta
Tue 7/165:43 pmMDW - IAD
1 stop4h 23mDelta
Deal found 6/11$263
Mon 7/16:10 amIAD - MDW
1 stop3h 39mDelta
Wed 7/106:00 amMDW - IAD
1 stop4h 31mDelta
Deal found 6/11$273
Tue 6/2510:05 amIAD - MDW
1 stop3h 38mDelta
Tue 7/25:45 pmMDW - IAD
1 stop4h 14mDelta
Deal found 6/11$278
Tue 6/2510:05 amIAD - MDW
1 stop3h 38mDelta
Tue 7/165:43 pmMDW - IAD
1 stop4h 23mDelta
Deal found 6/10$288
Tue 6/2510:05 amIAD - MDW
1 stop3h 38mDelta
Fri 7/125:43 pmMDW - IAD
1 stop4h 23mDelta
Deal found 6/10$298
Tue 7/91:28 pmIAD - MDW
1 stop4h 35mDelta
Mon 7/159:33 amMDW - IAD
1 stop6h 03mDelta
Deal found 6/11$318
Mon 7/16:00 amIAD - MDW
1 stop6h 55mDelta
Fri 7/510:41 amMDW - IAD
1 stop6h 36mDelta
Deal found 6/11$328

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 3,117,830 searches. Data last updated June 12, 2024.
The lowest fares we've come across on flights traveling from Washington, D.C. to Chicago in June and July 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Wed 8/286:10 amIAD - MDW
1 stop3h 28mDelta
Sat 8/315:45 pmMDW - IAD
1 stop4h 18mDelta
Deal found 6/11$176
Sun 8/116:10 amIAD - MDW
1 stop3h 28mDelta
Tue 8/136:00 amMDW - IAD
1 stop5h 41mDelta
Deal found 6/11$202
Sat 10/53:10 pmIAD - MDW
1 stop7h 28mDelta
Wed 10/99:35 amMDW - IAD
1 stop4h 55mDelta
Deal found 6/10$208
Mon 8/264:54 pmIAD - MDW
1 stop5h 52mDelta
Sun 9/16:00 amMDW - IAD
1 stop16h 58mDelta
Deal found 6/11$209
Wed 7/101:28 pmIAD - MDW
1 stop4h 35mDelta
Wed 7/179:33 amMDW - IAD
1 stop6h 03mDelta
Deal found 6/11$218
Thu 8/296:10 amIAD - MDW
1 stop3h 28mDelta
Tue 9/39:33 amMDW - IAD
1 stop12h 30mDelta
Deal found 6/11$220
Wed 7/101:28 pmIAD - MDW
1 stop4h 35mDelta
Fri 7/125:43 pmMDW - IAD
1 stop4h 23mDelta
Deal found 6/11$228
Wed 8/76:10 amIAD - MDW
1 stop3h 28mDelta
Sat 8/105:45 pmMDW - IAD
1 stop4h 18mDelta
Deal found 6/11$247
Mon 12/3012:26 pmIAD - MDW
1 stop5h 07mDelta
Thu 1/29:33 amMDW - IAD
1 stop5h 34mDelta
Deal found 6/11$248

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 3,117,830 searches. Data last updated June 12, 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.
Tue 6/1810:05 amIAD - MDW
1 stop3h 38mDelta
Tue 6/255:45 pmMDW - IAD
1 stop4h 13mDelta
Deal found 6/10$455
Thu 6/206:10 amIAD - MDW
1 stop3h 38mDelta
Tue 6/255:45 pmMDW - IAD
1 stop4h 13mDelta
Deal found 6/11$465
Mon 6/176:10 amIAD - MDW
1 stop3h 38mDelta
Mon 6/173:45 pmMDW - IAD
1 stop5h 01mDelta
Deal found 6/9$472
Mon 6/176:10 amIAD - MDW
1 stop3h 38mDelta
Fri 6/216:00 amMDW - IAD
1 stop4h 40mDelta
Deal found 6/11$492
Thu 6/2010:05 amIAD - MDW
1 stop3h 38mDelta
Mon 6/245:45 pmMDW - IAD
1 stop4h 13mDelta
Deal found 6/10$501
Thu 6/206:10 amIAD - MDW
1 stop3h 38mDelta
Sat 6/225:45 pmMDW - IAD
1 stop4h 13mDelta
Deal found 6/10$508
Wed 6/194:54 pmIAD - MDW
1 stop5h 52mDelta
Sat 6/225:45 pmMDW - IAD
1 stop4h 13mDelta
Deal found 6/11$528
Fri 6/216:10 amIAD - MDW
1 stop3h 38mDelta
Wed 6/266:00 amMDW - IAD
1 stop4h 40mDelta
Deal found 6/10$537
Thu 6/206:10 amIAD - MDW
1 stop3h 38mDelta
Sat 6/225:45 pmMDW - IAD
1 stop4h 13mDelta
Deal found 6/10$545

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 3,117,830 searches. Data last updated June 12, 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.
Wed 8/211:36 pmIAD - MDW
1 stop5h 29mDelta
Deal found 6/11$88
Tue 7/26:10 amIAD - MDW
1 stop3h 39mDelta
Deal found 6/9$94
Tue 8/206:22 amIAD - MDW
1 stop8h 21mDelta
Deal found 6/10$104
Mon 9/234:57 pmIAD - MDW
1 stop5h 41mDelta
Deal found 6/10$109
Thu 7/116:10 amIAD - MDW
1 stop3h 28mDelta
Deal found 6/10$114
Fri 7/56:10 amIAD - MDW
1 stop3h 39mDelta
Deal found 6/10$159
Wed 6/2612:05 pmIAD - MDW
1 stop7h 31mDelta
Deal found 6/11$184
Wed 7/176:00 amIAD - MDW
1 stop4h 38mDelta
Deal found 6/11$210
Wed 7/31:25 pmIAD - MDW
1 stop4h 40mDelta
Deal found 6/11$212

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 3,117,830 searches. Data last updated June 12, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$176 - $479

Route

Depart

Return

Price

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 8/14

1 stop5h 50m

Chicago Midway

Sat 8/17

1 stop4h 18m

$176

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Tue 7/2

1 stop3h 39m

Chicago Midway

Tue 7/9

1 stop4h 23m

$198

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 8/14

1 stop4h 38m

Chicago Midway

Sat 8/17

1 stop4h 18m

$208

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 7/11

1 stop3h 28m

Chicago Midway

Tue 7/16

1 stop4h 23m

$218

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 10/9

1 stop3h 35m

Chicago Midway

Tue 10/15

1 stop4h 17m

$223

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Thu 7/11

1 stop3h 28m

Chicago Midway

Thu 7/18

1 stop6h 03m

$228

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Wed 8/7

1 stop3h 28m

Chicago Midway

Sat 8/10

1 stop4h 18m

$247

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Mon 6/24

1 stop9h 37m

Chicago Midway

Thu 6/27

1 stop6h 27m

$431

Washington, D.C. Dulles IntlChicago Midway

IAD - MDW

IADMDW

Washington, D.C. Dulles Intl

Fri 7/19

1 stop5h 17m

Chicago Midway

Mon 7/22

1 stop7h 02m

$479

Flights are sorted by cheapest first

Deals found on 6/11

What is the cheapest day 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 June 9, 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 Saturday mornings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from Dulles Intl to Midway

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

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

If weather is an important factor for your trip to Chicago Midway 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 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 June 12, 2024.
Get a feel of what it's like to fly with Porter Airlines and Delta 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.
Delta
8.0
Very good
10,277 reviews

Entertainment

8.0

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.4

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,277 reviews
Delta
8.0
Very good
10,277 reviews

Entertainment

8.0

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.4

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Porter Airlines
7.5
Good
377 reviews
Delta
8.0
Very good
10,277 reviews

Entertainment

8.0

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.4

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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 $271.

  • Are there last-minute flights available from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport for under $500?

    There are currently 20+ open flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport within the next 7 days for less than $500.

  • 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 59% 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.

  • Can I find deals for flights from Dulles Intl to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Dulles Intl to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Dulles Intl to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Dulles Intl to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Dulles Intl 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.

  • Can I find deals for flights from Dulles Intl to Midway that allow pets onboard?

    Many airlines flying from Dulles Intl to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Dulles Intl to Midway?

    Yes, you can often find last-minute deals on Dulles Intl to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Washington, D.C. Dulles Intl Airport to Chicago Midway Airport flight deals updated?

    The Washington, D.C. Dulles Intl Airport to Chicago Midway Airport flight deals you see on this page were last updated on 6/11.

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

    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 $251). 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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Alternative routes for Dulles Intl to Midway
See prices for flight routes from nearby airports that may be better suited for you.

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Baltimore to Midway flights

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 3,117,830 searches. Data last updated June 12, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$256Average$466FlexibilityNo cancel feeOn-timeN/A
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Washington, D.C. Dulles Intl Airport to Mendoza 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.
First Class
Business Class
Prem Econ Class
Economy 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 June 12, 2024.
Sunday3daily flights
Monday3daily flights
Tuesday3daily flights
Wednesday3daily flights
Thursday3daily flights
Friday3daily flights
Saturday1daily flight

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