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Cheap flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport from $54

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 1/6. 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.
8:05 am - 5:54 pmIAD-MDW
10h 49m1 stop
6:50 am - 4:28 pmMDW-IAD
8h 38m1 stop
$108Frontier
Find Deal
Tue, Dec 17 - Wed, Dec 18
6:57 pm - 2:33 pmIAD-MDW
20h 36m1 stop
8:45 am - 7:15 amMDW-IAD
21h 30m1 stop
$128Frontier
Find Deal
Thu, Jan 9 - Sun, Jan 12
3:02 pm - 12:18 amIAD-MDW
10h 16m1 stop
8:45 am - 7:15 amMDW-IAD
21h 30m1 stop
$136Frontier
Find Deal
Sun, Jan 5 - Sun, Jan 12
6:00 am - 8:54 amIAD-MDW
3h 54m1 stop
9:34 am - 3:53 pmMDW-IAD
5h 19m1 stop
$216Delta
Find Deal
Tue, Jan 14 - Wed, Jan 15
6:05 am - 12:46 pmIAD-MDW
7h 41m1 stop
3:41 pm - 9:05 pmMDW-IAD
4h 24m1 stop
$226Delta
Find Deal
Wed, Jan 8 - Sat, Jan 11
7:00 am - 4:40 pmIAD-MDW
10h 40m1 stop
11:25 am - 10:24 pmMDW-IAD
9h 59m1 stop
$525Porter Airlines
Find Deal
Thu, Dec 19 - Thu, Dec 26
7:00 am - 12:00 pmIAD-MDW
6h 00m1 stop
12:05 pm - 10:24 pmMDW-IAD
9h 19m1 stop
$536Porter Airlines
Find Deal
Sat, Dec 14 - Mon, Dec 16
7:00 am - 12:00 pmIAD-MDW
6h 00m1 stop
9:38 am - 4:44 pmMDW-IAD
30h 06m3 stops
Sat, Dec 14 - Mon, Dec 16
12:45 pm - 3:03 pmIAD-MDW
27h 18m3 stops
12:05 pm - 10:24 pmMDW-IAD
9h 19m1 stop
Mon, Dec 23 - Thu, Jan 2
7:00 am - 4:40 pmIAD-MDW
10h 40m1 stop
11:15 am - 10:24 pmMDW-IAD
10h 09m1 stop
$707Air Transat
Find Deal
Fri, Dec 6 - Sun, Dec 8
4:42 pm - 11:14 pmIAD-MDW
7h 32m1 stop
$54Frontier
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Mon, Jan 6
1:17 pm - 5:57 pmIAD-MDW
5h 40m1 stop
$55Frontier
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Wed, Jan 15
11:19 am - 11:29 pmIAD-MDW
13h 10m1 stop
$56Frontier
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Sat, Feb 1
6:00 am - 8:50 amIAD-MDW
3h 50m1 stop
$108Delta
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Wed, Dec 25
6:00 am - 9:50 amIAD-MDW
4h 50m1 stop
$118Delta
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Tue, Dec 10
12:45 pm - 3:03 pmIAD-MDW
27h 18m3 stops
Mon, Dec 23
12:45 pm - 3:03 pmIAD-MDW
27h 18m3 stops
Mon, Dec 23
12:27 pm - 12:46 pmIAD-MDW
25h 19m3 stops
$366WestJet
Find Deal
Mon, Jan 13
7:00 am - 4:40 pmIAD-MDW
10h 40m1 stop
$368Porter Airlines
Find Deal
Sat, Dec 21
12:05 pm - 5:47 pmIAD-MDW
30h 42m3 stops
$393WestJet
Find Deal
Sun, Jan 12
8:48 am - 5:12 pmIAD-MDW
9h 24m1 stop
8:50 am - 5:40 pmMDW-IAD
7h 50m1 stop
$272Frontier
Find Deal
Tue, Nov 26 - Thu, Nov 28
8:48 am - 5:58 pmIAD-MDW
10h 10m1 stop
8:50 am - 5:40 pmMDW-IAD
7h 50m1 stop
$328Frontier
Find Deal
Sun, Nov 24 - Tue, Nov 26
8:48 am - 5:12 pmIAD-MDW
9h 24m1 stop
8:50 am - 5:40 pmMDW-IAD
7h 50m1 stop
$428Frontier
Find Deal
Tue, Nov 26 - Thu, Nov 28
6:00 am - 8:50 amIAD-MDW
3h 50m1 stop
5:42 pm - 11:22 pmMDW-IAD
4h 40m1 stop
$498Delta
Find Deal
Tue, Nov 26 - Tue, Dec 3
1:33 pm - 5:02 pmIAD-MDW
4h 29m1 stop
5:42 pm - 11:22 pmMDW-IAD
4h 40m1 stop
$512Delta
Find Deal
Mon, Nov 25 - Wed, Nov 27
8:48 am - 5:12 pmIAD-MDW
9h 24m1 stop
8:50 am - 5:40 pmMDW-IAD
7h 50m1 stop
$527Frontier
Find Deal
Tue, Nov 26 - Fri, Nov 29
6:40 pm - 7:55 amIAD-MDW
14h 15m1 stop
7:32 pm - 5:40 pmMDW-IAD
21h 08m1 stop
$562Frontier
Find Deal
Mon, Nov 25 - Tue, Nov 26
1:33 pm - 5:02 pmIAD-MDW
4h 29m1 stop
9:30 am - 4:24 pmMDW-IAD
5h 54m1 stop
$578Delta
Find Deal
Tue, Nov 26 - Fri, Nov 29
6:00 am - 1:37 pmIAD-MDW
32h 37m3 stops
7:55 pm - 11:52 amMDW-IAD
38h 57m3 stops
$1,475
Find Deal
Sat, Nov 23 - Mon, Nov 25
6:00 am - 1:37 pmIAD-MDW
32h 37m3 stops
2:17 pm - 11:34 amMDW-IAD
20h 17m3 stops
$1,815WestJet
Find Deal
Sat, Nov 23 - Mon, Nov 25

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
Dec 17
IAD8:05 amWashington, D.C. Dulles Intl
10h 49m
1 stop
MDW5:54 pmChicago Midway
Dec 18
MDW6:50 amChicago Midway
8h 38m
1 stop
IAD4:28 pmWashington, D.C. Dulles Intl
Frontier
Jan 9
IAD6:57 pmWashington, D.C. Dulles Intl
20h 36m
1 stop
MDW2:33 pmChicago Midway
Jan 12
MDW8:45 amChicago Midway
21h 30m
1 stop
IAD7:15 amWashington, D.C. Dulles Intl
Frontier
Jan 5
IAD3:02 pmWashington, D.C. Dulles Intl
10h 16m
1 stop
MDW12:18 amChicago Midway
Jan 12
MDW8:45 amChicago Midway
21h 30m
1 stop
IAD7:15 amWashington, 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 14
IAD6:00 amWashington, D.C. Dulles Intl
3h 54m
1 stop
MDW8:54 amChicago Midway
Jan 15
MDW9:34 amChicago Midway
5h 19m
1 stop
IAD3:53 pmWashington, D.C. Dulles Intl
Delta
Jan 8
IAD6:05 amWashington, D.C. Dulles Intl
7h 41m
1 stop
MDW12:46 pmChicago Midway
Jan 11
MDW3:41 pmChicago Midway
4h 24m
1 stop
IAD9:05 pmWashington, D.C. Dulles Intl
Delta
Mar 4
IAD6:00 amWashington, D.C. Dulles Intl
5h 12m
1 stop
MDW10:12 amChicago Midway
Mar 12
MDW9:30 amChicago Midway
5h 09m
1 stop
IAD3:39 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 January is also very affordable. Most momondo users find prices during this month for around $124.

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 $315.

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 $192 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

How far in advance should I book a flight to Chicago Midway Airport?

We recommend purchasing flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport 58 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Chicago Midway Airport for $234. In the past 72 hours, momondo users found flights from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport for as low as $76.

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

$54

Fastest flight time

3h 37m

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 $54. 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 $108.
The fastest flight from Washington, D.C. Dulles Intl Airport to Chicago Midway Airport takes 3h 37m
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 37m 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
9,172 reviews
Search United Airlines flights
DeltaPriceFrom $238Free CancellationRating
8.0
8,755 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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