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Cheap flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport from $52

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport departing on 1/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Washington, D.C. Dulles Intl Airport to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Washington, D.C. Dulles Intl Airport to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Washington, D.C. Dulles Intl Airport to Chicago.

Cheap last minute flights

Planning a quick getaway from Washington, D.C. Dulles Intl Airport to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Washington, D.C. Dulles Intl Airport to Chicago

Find recent round-trip train or bus tickets from Washington, D.C. Dulles Intl Airport to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
3:04 pm - 10:51 pmIAD-MDW
8h 47m1 stop
8:30 am - 4:55 pmMDW-IAD
7h 25m1 stop
$105Frontier
Find Deal
Sat, Feb 22 - Tue, Feb 25
3:04 pm - 10:51 pmIAD-MDW
8h 47m1 stop
8:30 am - 4:55 pmMDW-IAD
7h 25m1 stop
$108Frontier
Find Deal
Sat, Feb 22 - Tue, Feb 25
1:17 pm - 7:06 pmIAD-MDW
6h 49m1 stop
8:12 am - 2:39 pmMDW-IAD
5h 27m1 stop
$114Frontier
Find Deal
Wed, Feb 5 - Wed, Feb 19
6:57 pm - 2:42 pmIAD-MDW
20h 45m1 stop
8:45 am - 7:17 amMDW-IAD
21h 32m1 stop
$129Frontier
Find Deal
Thu, Jan 30 - Sun, Feb 2
11:34 am - 5:53 pmIAD-MDW
7h 19m1 stop
8:45 am - 7:17 amMDW-IAD
21h 32m1 stop
$136Frontier
Find Deal
Fri, Jan 24 - Sun, Jan 26
10:25 pm - 11:00 pmIAD-MDW
25h 35m1 stop
4:20 pm - 1:16 pmMDW-IAD
19h 56m1 stop
$153Frontier
Find Deal
Thu, Mar 6 - Mon, Mar 10
8:15 am - 12:11 pmIAD-MDW
28h 56m1 stop
8:45 am - 7:15 amMDW-IAD
21h 30m1 stop
$165Frontier
Find Deal
Thu, Jan 9 - Sun, Jan 12
8:11 pm - 7:07 amIAD-MDW
11h 56m1 stop
8:00 am - 7:46 pmMDW-IAD
10h 46m1 stop
$176Frontier
Find Deal
Tue, Feb 18 - Sun, Mar 16
6:00 am - 10:12 amIAD-MDW
5h 12m1 stop
6:00 am - 11:57 amMDW-IAD
4h 57m1 stop
$210Delta
Find Deal
Thu, Jan 23 - Sun, Jan 26
6:00 am - 8:54 amIAD-MDW
3h 54m1 stop
10:57 am - 5:16 pmMDW-IAD
5h 19m1 stop
$213Delta
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Sun, Jan 19 - Tue, Jan 21
1:17 pm - 7:06 pmIAD-MDW
6h 49m1 stop
$52Frontier
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Wed, Jan 29
11:19 am - 11:29 pmIAD-MDW
13h 10m1 stop
$53Frontier
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Sat, Feb 8
1:17 pm - 5:57 pmIAD-MDW
5h 40m1 stop
$54Frontier
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Wed, Jan 15
8:15 am - 3:02 pmIAD-MDW
7h 47m1 stop
$58Frontier
Find Deal
Mon, Jan 27
9:13 pm - 7:32 amIAD-MDW
11h 19m1 stop
$60Frontier
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Mon, Feb 24
6:00 am - 8:54 amIAD-MDW
3h 54m1 stop
$105Delta
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Sat, Jan 18
6:00 am - 10:12 amIAD-MDW
5h 12m1 stop
$108Delta
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Tue, Jan 7
6:00 am - 8:45 amIAD-MDW
3h 45m1 stop
$124Delta
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Thu, Mar 20
6:00 am - 10:12 amIAD-MDW
5h 12m1 stop
$128Delta
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Sat, Jan 11
5:40 pm - 5:42 pmIAD-MDW
25h 02m3 stops
Mon, Feb 17
4:42 pm - 11:14 pmIAD-MDW
7h 32m1 stop
8:25 am - 3:52 pmMDW-IAD
6h 27m1 stop
$278Frontier
Find Deal
Mon, Dec 30 - Mon, Jan 6
4:42 pm - 11:14 pmIAD-MDW
7h 32m1 stop
8:25 am - 2:25 pmMDW-IAD
5h 00m1 stop
$338Frontier
Find Deal
Mon, Dec 30 - Wed, Jan 1
4:42 pm - 11:14 pmIAD-MDW
7h 32m1 stop
2:35 pm - 9:05 pmMDW-IAD
5h 30m1 stop
$354Frontier
Find Deal
Mon, Dec 30 - Fri, Jan 3
6:00 am - 8:50 amIAD-MDW
3h 50m1 stop
6:25 pm - 11:02 pmMDW-IAD
3h 37m1 stop
$556Delta
Find Deal
Mon, Dec 30 - Thu, Jan 2
4:42 pm - 11:14 pmIAD-MDW
7h 32m1 stop
12:58 pm - 7:20 amMDW-IAD
17h 22m1 stop
$594Frontier
Find Deal
Mon, Dec 30 - Thu, Jan 2
4:41 pm - 10:06 pmIAD-MDW
6h 25m1 stop
4:50 pm - 11:58 pmMDW-IAD
6h 08m1 stop
$598Delta
Find Deal
Sun, Dec 29 - Tue, Dec 31
6:00 am - 8:50 amIAD-MDW
3h 50m1 stop
6:25 pm - 11:02 pmMDW-IAD
3h 37m1 stop
$616Delta
Find Deal
Sat, Dec 28 - Mon, Dec 30
3:02 pm - 12:18 amIAD-MDW
10h 16m1 stop
8:25 am - 2:25 pmMDW-IAD
5h 00m1 stop
$623Frontier
Find Deal
Thu, Dec 26 - Wed, Jan 1
4:41 pm - 10:06 pmIAD-MDW
6h 25m1 stop
6:25 pm - 11:02 pmMDW-IAD
3h 37m1 stop
$633Delta
Find Deal
Sun, Dec 29 - Mon, Dec 30
3:02 pm - 12:18 amIAD-MDW
10h 16m1 stop
2:35 pm - 9:05 pmMDW-IAD
5h 30m1 stop
$639Frontier
Find Deal
Thu, Dec 26 - Fri, Dec 27

Frontier flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport

Our best Frontier deals on Washington, D.C. Dulles Intl Airport to Chicago Midway Airport flight tickets
Frontier
Feb 22
IAD3:04 pmWashington, D.C. Dulles Intl
8h 47m
1 stop
MDW10:51 pmChicago Midway
Feb 25
MDW8:30 amChicago Midway
7h 25m
1 stop
IAD4:55 pmWashington, D.C. Dulles Intl
Frontier
Feb 22
IAD3:04 pmWashington, D.C. Dulles Intl
8h 47m
1 stop
MDW10:51 pmChicago Midway
Feb 25
MDW8:30 amChicago Midway
7h 25m
1 stop
IAD4:55 pmWashington, D.C. Dulles Intl
Frontier
Feb 5
IAD1:17 pmWashington, D.C. Dulles Intl
6h 49m
1 stop
MDW7:06 pmChicago Midway
Feb 19
MDW8:12 amChicago Midway
5h 27m
1 stop
IAD2:39 pmWashington, D.C. Dulles Intl

Delta flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport

Our best Delta deals on Washington, D.C. Dulles Intl Airport to Chicago Midway Airport flight tickets
Delta
Jan 23
IAD6:00 amWashington, D.C. Dulles Intl
5h 12m
1 stop
MDW10:12 amChicago Midway
Jan 26
MDW6:00 amChicago Midway
4h 57m
1 stop
IAD11:57 amWashington, D.C. Dulles Intl
Delta
Jan 8
IAD12:31 pmWashington, D.C. Dulles Intl
6h 43m
1 stop
MDW6:14 pmChicago Midway
Jan 14
MDW6:00 amChicago Midway
4h 57m
1 stop
IAD11:57 amWashington, D.C. Dulles Intl
Delta
Jan 7
IAD6:00 amWashington, D.C. Dulles Intl
3h 54m
1 stop
MDW8:54 amChicago Midway
Jan 8
MDW9:34 amChicago Midway
5h 19m
1 stop
IAD3:53 pmWashington, D.C. Dulles Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of April is, on average, the cheapest month to fly to Chicago Midway Airport from Washington, D.C. Dulles Intl Airport, with most prices found around $69. If you are unable to visit Chicago Midway Airport during the month of April, then departing from Washington, D.C. Dulles Intl Airport during the month July is also very affordable. Most momondo users find prices during this month for around $174.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Washington, D.C. Dulles Intl Airport. The lowest ticket price found for a Saturday departure recently was $229. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Tuesday is the most expensive day to depart from Washington, D.C. Dulles Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $329.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Washington, D.C. Dulles Intl Airport in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $209 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $318. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Washington, D.C. Dulles Intl to Chicago Midway flight route?

Fly from Washington, D.C. Dulles Intl to Chicago Midway for the best Washington, D.C. Dulles Intl - Chicago Midway flight prices

What cabin class options are available on Washington, D.C. Dulles Intl to Chicago Midway flights?

There are 1 cabin classes available to choose from on Washington, D.C. Dulles Intl to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

When to book flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Washington, D.C. Dulles Intl Airport to Chicago Midway Airport (IAD to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport

Best Price Found

$52

Fastest flight time

3h 30m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Washington, D.C. Dulles Intl Airport in the past 72 hours is $52. The best round-trip flight deal from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport found on momondo in the last 72 hours is $105.
The fastest flight from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport takes 3h 30m
There are no direct flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport. Popular non-direct route for this connection is Washington, D.C. Dulles Intl Airport - Chicago Midway Airport.

  • How far is Washington, D.C. Dulles Intl to Chicago Midway by plane?

    A flight from Washington, D.C. Dulles Intl to Chicago Midway will travel around 575.6 mi. 3h 30m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport?

    Prices for flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport?

  • What is the most popular airline from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport?


Best airlines flying from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport

Compare and see reviews for airlines that fly from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $192Free CancellationRating
7.4
9,006 reviews
Search United Airlines flights
DeltaPriceFrom $238Free CancellationRating
8.0
8,580 reviews
Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Washington, D.C. to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Washington, D.C. to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Washington, D.C. to Chicago with flexible booking policies on momondo?

All flight searches from Washington, D.C. to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Washington, D.C. to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Washington, D.C. to Chicago.

I’m not ready to book a flight from Washington, D.C. to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Washington, D.C.. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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