IAD - MDW

$89 Find Cheap Flights from Washington Dulles Airport to Chicago Midway Airport - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$179
Typical prices: $150-$277
Delta
Wed 10/17Wed 10/24
IAD - MDW • 1 stop
Cheapest one-way
$89
Typical prices: $98-$166
Frontier
Sun 11/11
IAD - MDW • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Washington, D.C. Dulles Intl Airport and Chicago Midway Airport. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
December
Cheapest • 33% price drop
September
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Orlando (MCO)
Cheapest • Avg $202 (round-trip)
Detroit Metropolitan Wayne County (DTW)
Shortest trip • 3h 44m (one-way)
Insights
Insights
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We hope you love your trip to Chicago Midway Airport!
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Flight Deals

Cheap Flights from Dulles Intl to Midway (IAD-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Dulles Intl to Midway

Tue, Oct 20 - Sat, Oct 24
Delta Logo
6:05 am - 9:32 amIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
4h 27m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:44 pm - 11:16 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
3h 32m1 stop Detroit Metropolitan Wayne County
$179Delta
Tue, Nov 10 - Wed, Nov 11
Delta Logo
6:00 am - 9:42 amIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
4h 42m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:00 am - 11:37 amMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
4h 37m1 stop Atlanta Hartsfield-Jackson
$179Delta
Sat, Nov 7 - Tue, Nov 10
Delta Logo
12:20 pm - 6:00 pmIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
6h 40m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:00 am - 1:54 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
6h 54m1 stop Atlanta Hartsfield-Jackson
$179Delta
Sat, Oct 17 - Sat, Oct 17
Delta Logo
6:05 am - 9:32 amIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
4h 27m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:44 pm - 11:16 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
3h 32m1 stop Detroit Metropolitan Wayne County
$179Delta
Sat, Oct 17 - Sat, Oct 24
Delta Logo
6:05 am - 9:32 amIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
4h 27m1 stop Detroit Metropolitan Wayne County
Delta Logo
4:19 pm - 12:42 amMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
7h 23m1 stop Atlanta Hartsfield-Jackson
$179Delta
Tue, Oct 27 - Wed, Oct 28
Frontier Logo
8:05 am - 5:27 pmIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
10h 22m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:16 am - 5:12 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
9h 56m1 stop Atlanta Hartsfield-Jackson
$183Frontier
Sat, Nov 14 - Tue, Nov 17
Frontier Logo
7:52 am - 5:47 pmIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
10h 55m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:16 am - 5:12 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
9h 56m1 stop Atlanta Hartsfield-Jackson
$185Frontier
Wed, Oct 28 - Sat, Oct 31
Frontier Logo
8:05 am - 5:47 pmIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
10h 42m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:25 am - 5:12 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
8h 47m1 stop Atlanta Hartsfield-Jackson
$185Frontier
Thu, Oct 22 - Tue, Oct 27
Frontier Logo
7:54 am - 5:45 pmIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
10h 51m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
9:53 am - 5:12 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
6h 19m1 stop Atlanta Hartsfield-Jackson
$187Frontier
Thu, Oct 22 - Wed, Oct 28
Frontier Logo
7:54 am - 5:45 pmIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
10h 51m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:16 am - 5:12 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
9h 56m1 stop Atlanta Hartsfield-Jackson
$187Frontier
Booking Insights

Price, demand and travel trends for Washington, D.C. Dulles Intl Airport to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport with more confidence.

How much is a round-trip flight from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport?

Round-trip flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport start at $179. Prices are typical for this route right now, with typical round-trip fares ranging from $150 to $277. The lowest price found in the past 5 days was $179 on Delta.

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

•December is the cheapest month to fly from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport at $135 round-trip.
•March ($737) and April ($348) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 445% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

Key details for Washington, D.C. Dulles Intl Airport to Chicago Midway Airport flights

Low season

April

Cheapest flight

$89
Best time to beat the crowds but there is an average 71% increase in price.
Most popular time to fly and prices are also 17% lower on average.
Flight from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport

When to book flights from Dulles Intl to Midway

Are your dates flexible? Find out the best times to travel from Dulles Intl to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Washington, D.C. Dulles Intl Airport to Chicago Midway Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • What cabin classes can I book on flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport?

    Only Economy Class is available on flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport.

  • How long is a flight from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport?

    A nonstop flight from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport takes 0h 00m, covering 576 miles.

  • Do I need a passport to fly from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • How much should I expect to pay for a Washington, D.C. Dulles Intl Airport to Chicago Midway Airport flight?

    Round-trip flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport range from $150 to $277, with an average of $203 over the past 12 months. Anything below $150 counts as a good deal.

  • Have flight prices from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $179 to $925. That means the highest observed fare was about 5x higher than the lowest one.

  • How are flight prices from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport looking right now?

    One-way fares from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $92, which is 19% below the typical average for this route.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:
    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport?

    Flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport usually depart from Washington, D.C. Dulles Intl (IAD) and arrive at Chicago Midway (MDW).

  • Which airports do connecting flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport pass through?

    One-stop flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 86% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 12% of one-stop connections
    • Orlando (MCO) - 2% of one-stop connections

    Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport?

    Yes. Being flexible with your travel dates can save you up to 52% on the Washington, D.C. Dulles Intl Airport to Chicago Midway Airport route. Wednesday is the cheapest departure day at $144 round-trip on average, while Monday is the most expensive at $298, a difference of $154. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 3h 44m, compared with 8h 07m via Atlanta Hartsfield-Jackson (ATL) and 17h 11m via Orlando (MCO).

  • What is the time difference between Washington, D.C. Dulles Intl Airport and Chicago Midway Airport?

    Chicago Midway Airport is 1 hour behind Washington, D.C. Dulles Intl Airport (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago Midway Airport on KAYAK.

Your guide to booking Washington, D.C. Dulles Intl Airport to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Wednesday departure instead of Monday. On this route, Wednesday flights average $144 - about $154 less than Monday (52% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Washington, D.C. Dulles Intl Airport to Chicago Midway Airport trip for December. Fares historically average $135 round-trip in that month - typically $602 less than the most expensive month, which is March (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.
    - DoubleTree by Hilton Chicago Midway Airport
    - Holiday Inn Chicago - Midway Airport S by IHG
    - Skylark Motel

More options for your flight from Dulles Intl to Midway

Complete your trip to Midway with a hotel stay or car rental

Car rentals in Chicago
Hotels in Chicago
Vacations in Chicago