Cheap Flights from Washington (IAD) to Chicago (MDW) from HK$779~

View HK$779 flight on Mon, 6 Oct 2025Opens in a new window

Popular airlines from Washington Dulles Intl. Airport (IAD) to Chicago Midway Airport (MDW)

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Find Cheap Flights from Washington (IAD) to Chicago (MDW)

Prices were available within the past 7 days and start at HK$779 for one-way flights and HK$1,547 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, 6 Sep - Sat, 13 Sep
IAD
Washington
MDW
Chicago
HK$1,547 Return, found 2 days ago
HK$1,547
Return
found 2 days ago
Select Delta flight, departing Sat, 6 Sep from Washington to Chicago, returning Sat, 13 Sep, priced at HK$1,547 found 2 days ago

Find the cheapest month to fly from Washington (IAD) to Chicago (MDW)

February is typically the cheapest month to fly

From HK$863 - HK$4,775 per traveller.

Graph displaying average flight prices per month

Washington to Chicago route information
Origin airport
Washington Dulles Intl.
Destination airport
Midway Intl.
Return price
HK$1,547
Distance
921 km

Flights from Chantilly to Chicago

Book cheap flights from Chantilly (IAD) to Chicago (MDW) on Expedia.com.hk. Find the best flight deals to destinations around the world for your next leisure or business travel on Expedia.com.hk.

Search for flights from Chantilly (IAD) to Chicago (MDW) to find great flight deals suitable to your travel date and time. Expedia.com.hk flight booking search engine is simple to use and looking for cheap flights is as easy as a click of a mouse or on your mobile devices.

Be assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Chantilly (IAD) to Chicago (MDW) trip. Call us at 3077-4857 (direct number - 24 hours day for English).

Save more when combine your Chicago flight with a hotel for a package deal! Discover additional savings by booking in advance. Now you can find activities in Chicago and things to do in Chicago for your perfect vacation with Expedia Thing to Do.

If you would like to book flights to Chicago more flexibly, many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is HK$779 now!

 

Frequently asked questions

How much is a flight from Washington Dulles Intl. Airport (IAD) to Chicago Airport?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price advertised for a round-trip flight between IAD and MDW was HK$1,547. Fares this good don't hang around forever, so make sure you book yours ASAP. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from IAD to MDW?
Each air carrier has its own terms and conditions. If you do decide to cancel, follow the instructions on our Customer Service Portal.
How do I find cheap flights from Dulles Intl. Airport to Chicago Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Washington Dulles Intl. Airport (IAD) to Midway Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Dulles Intl. Airport to Midway Airport?
It's only 930 kilometers between Chantilly and Chicago. It's quite possible that you'll spend more time getting to and from the airport than actually flying!
Which airlines fly direct from Dulles Intl. Airport to MDW?
Check out the fares with Southwest Airlines (WN) if you want to travel directly from Dulles Intl. Airport to Chicago Airport. This top airline operates 86 flights monthly, so you're sure to find one that fits your schedule.
Are Washington Dulles Intl. Airport (IAD) to Chicago Airport flight tickets cheaper when they're purchased at the last minute?
Last-minute bookings from Washington Dulles Intl. Airport (IAD) to Midway Airport can be hit-or-miss. You might be lucky and score a bargain, but you could also miss out completely! If you'd prefer to start planning ahead of time, Expedia compares flight deals up to 12 months in advance. Just remember that not all airlines issue their prices so far in advance. Our top tip? Check back often as prices are updated regularly.

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