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Cheap flights from Washington, D.C. Reagan-National 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. Reagan-National Airport to Chicago Midway Airport departing on 2/3. 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. Reagan-National Airport to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Washington, D.C. Reagan-National 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. Reagan-National Airport to Chicago.

Cheap last minute flights

Planning a quick getaway from Washington, D.C. Reagan-National 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. Reagan-National Airport to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:00 pm - 12:17 amDCA-MDW
7h 17m1 stop
8:15 am - 9:59 pmMDW-DCA
12h 44m1 stop
$108Frontier
Find Deal
Mon, Jan 27 - Tue, Jan 28
1:01 pm - 12:13 amDCA-MDW
12h 12m1 stop
7:15 am - 4:59 pmMDW-DCA
8h 44m1 stop
$118Frontier
Find Deal
Wed, Dec 11 - Sun, Dec 15
1:01 pm - 12:13 amDCA-MDW
12h 12m1 stop
10:27 pm - 12:08 pmMDW-DCA
12h 41m1 stop
$124Frontier
Find Deal
Wed, Dec 11 - Wed, Dec 18
6:35 pm - 7:40 pmDCA-MDW
2h 05mnonstop
6:15 am - 9:05 amMDW-DCA
1h 50mnonstop
$198Southwest
Find Deal
Tue, Dec 17 - Thu, Dec 19
6:10 am - 1:30 pmDCA-MDW
8h 20m1 stop
11:25 am - 2:10 pmMDW-DCA
1h 45mnonstop
$207Southwest
Find Deal
Sat, Dec 14 - Mon, Dec 16
9:25 am - 10:30 amDCA-MDW
2h 05mnonstop
6:15 am - 9:05 amMDW-DCA
1h 50mnonstop
$208Southwest
Find Deal
Tue, Dec 10 - Fri, Dec 13
6:35 pm - 7:40 pmDCA-MDW
2h 05mnonstop
6:40 am - 9:30 amMDW-DCA
1h 50mnonstop
$214Southwest
Find Deal
Tue, Dec 17 - Thu, Jan 2
9:55 am - 1:08 pmDCA-MDW
4h 13m1 stop
6:28 pm - 11:23 pmMDW-DCA
3h 55m1 stop
$216Delta
Find Deal
Tue, Jan 14 - Tue, Jan 14
6:00 am - 8:54 amDCA-MDW
3h 54m1 stop
2:08 pm - 7:36 pmMDW-DCA
4h 28m1 stop
$226Delta
Find Deal
Sat, Jan 18 - Tue, Jan 21
1:35 pm - 5:01 pmDCA-MDW
4h 26m1 stop
9:30 am - 4:44 pmMDW-DCA
6h 14m1 stop
$232Delta
Find Deal
Tue, Dec 17 - Fri, Dec 20
6:00 pm - 12:17 amDCA-MDW
7h 17m1 stop
$54Frontier
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Mon, Feb 3
6:00 pm - 12:17 amDCA-MDW
7h 17m1 stop
$55Frontier
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Tue, Feb 11
6:00 pm - 12:17 amDCA-MDW
7h 17m1 stop
$56Frontier
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Mon, Feb 10
6:00 pm - 12:17 amDCA-MDW
7h 17m1 stop
$57Frontier
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Mon, Jan 27
6:35 pm - 7:40 pmDCA-MDW
2h 05mnonstop
$99Southwest
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Tue, Dec 24
12:31 pm - 4:10 pmDCA-MDW
4h 39m1 stop
$108Delta
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Wed, Dec 25
6:55 am - 8:05 amDCA-MDW
2h 10mnonstop
$109Southwest
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Mon, Dec 30
6:00 am - 8:58 amDCA-MDW
3h 58m1 stop
$118Delta
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Wed, Dec 18
2:35 pm - 12:46 pmDCA-MDW
23h 11m3 stops
$365WestJet
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Mon, Jan 13
2:35 pm - 5:47 pmDCA-MDW
28h 12m3 stops
$366WestJet
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Fri, Jan 10
6:00 pm - 8:42 pmDCA-MDW
27h 42m1 stop
7:00 am - 12:06 pmMDW-DCA
28h 06m1 stop
$342Frontier
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Sun, Nov 24 - Tue, Nov 26
1:00 pm - 8:42 pmDCA-MDW
8h 42m1 stop
7:00 am - 4:59 pmMDW-DCA
8h 59m1 stop
$368Frontier
Find Deal
Mon, Nov 25 - Thu, Nov 28
1:00 pm - 8:52 pmDCA-MDW
8h 52m1 stop
9:37 pm - 12:06 pmMDW-DCA
13h 29m1 stop
$428Frontier
Find Deal
Fri, Nov 22 - Mon, Nov 25
10:00 am - 11:00 amDCA-MDW
2h 00mnonstop
3:25 pm - 6:10 pmMDW-DCA
1h 45mnonstop
$445Southwest
Find Deal
Tue, Nov 26 - Tue, Dec 3
1:00 pm - 8:42 pmDCA-MDW
8h 42m1 stop
7:00 am - 4:59 pmMDW-DCA
8h 59m1 stop
$453Frontier
Find Deal
Mon, Nov 25 - Fri, Nov 29
1:30 pm - 5:15 pmDCA-MDW
4h 45m1 stop
5:40 pm - 8:30 pmMDW-DCA
1h 50mnonstop
$454Southwest
Find Deal
Tue, Nov 26 - Tue, Dec 3
1:00 pm - 8:52 pmDCA-MDW
8h 52m1 stop
6:30 am - 12:06 pmMDW-DCA
28h 36m1 stop
$462Frontier
Find Deal
Fri, Nov 22 - Sun, Nov 24
9:49 am - 12:49 pmDCA-MDW
4h 00m1 stop
5:42 pm - 11:20 pmMDW-DCA
4h 38m1 stop
$658Delta
Find Deal
Fri, Nov 22 - Sun, Nov 24
9:49 am - 12:49 pmDCA-MDW
4h 00m1 stop
9:31 am - 4:26 pmMDW-DCA
5h 55m1 stop
$678Delta
Find Deal
Sat, Nov 23 - Fri, Nov 29
8:30 am - 6:32 pmDCA-MDW
11h 02m3 stops
9:30 am - 12:59 pmMDW-DCA
26h 29m3 stops
$1,405WestJet
Find Deal
Tue, Nov 26 - Sat, Nov 30
6:35 pm - 7:40 pmDCA-MDW
2h 05mnonstop
7:50 am - 10:40 amMDW-DCA
1h 50mnonstop
$198Southwest
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Tue, Dec 17 - Sat, Jan 11
4:05 pm - 5:10 pmDCA-MDW
2h 05mnonstop
11:25 am - 2:10 pmMDW-DCA
1h 45mnonstop
$208Southwest
Find Deal
Sat, Dec 14 - Mon, Dec 16
6:35 pm - 7:40 pmDCA-MDW
2h 05mnonstop
6:40 am - 9:30 amMDW-DCA
1h 50mnonstop
$214Southwest
Find Deal
Tue, Dec 17 - Thu, Jan 2
4:00 pm - 5:05 pmDCA-MDW
2h 05mnonstop
3:15 pm - 6:00 pmMDW-DCA
1h 45mnonstop
$224Southwest
Find Deal
Sat, Feb 15 - Sun, Feb 16
11:55 am - 1:00 pmDCA-MDW
2h 05mnonstop
3:30 pm - 6:20 pmMDW-DCA
1h 50mnonstop
$225Southwest
Find Deal
Tue, Mar 11 - Tue, Mar 11
9:00 pm - 10:00 pmDCA-MDW
2h 00mnonstop
6:35 am - 9:25 amMDW-DCA
1h 50mnonstop
$230Southwest
Find Deal
Thu, Jan 2 - Sat, Jan 4
9:35 pm - 10:35 pmDCA-MDW
2h 00mnonstop
6:15 am - 9:05 amMDW-DCA
1h 50mnonstop
$233Southwest
Find Deal
Fri, Dec 13 - Sun, Dec 15
3:05 pm - 4:15 pmDCA-MDW
2h 10mnonstop
8:10 pm - 10:55 pmMDW-DCA
1h 45mnonstop
$243Southwest
Find Deal
Wed, Dec 4 - Wed, Dec 4
6:55 am - 8:05 amDCA-MDW
2h 10mnonstop
6:05 pm - 8:50 pmMDW-DCA
1h 45mnonstop
$249Southwest
Find Deal
Fri, Dec 27 - Fri, Jan 3
10:00 am - 11:05 amDCA-MDW
2h 05mnonstop
6:25 am - 9:15 amMDW-DCA
1h 50mnonstop
$259Southwest
Find Deal
Mon, Jan 13 - Fri, Jan 17

Frontier flights from Washington, D.C. Reagan-National Airport to Chicago Midway Airport

Our best Frontier deals on Washington, D.C. Reagan-National Airport to Chicago Midway Airport flight tickets
Frontier
Jan 27
DCA6:00 pmWashington, D.C. Reagan-National
7h 17m
1 stop
MDW12:17 amChicago Midway
Jan 28
MDW8:15 amChicago Midway
12h 44m
1 stop
DCA9:59 pmWashington, D.C. Reagan-National
Frontier
Dec 11
DCA1:01 pmWashington, D.C. Reagan-National
12h 12m
1 stop
MDW12:13 amChicago Midway
Dec 15
MDW7:15 amChicago Midway
8h 44m
1 stop
DCA4:59 pmWashington, D.C. Reagan-National
Frontier
Dec 11
DCA1:01 pmWashington, D.C. Reagan-National
12h 12m
1 stop
MDW12:13 amChicago Midway
Dec 18
MDW10:27 pmChicago Midway
12h 41m
1 stop
DCA12:08 pmWashington, D.C. Reagan-National

Southwest flights from Washington, D.C. Reagan-National Airport to Chicago Midway Airport

Our best Southwest deals on Washington, D.C. Reagan-National Airport to Chicago Midway Airport flight tickets
Southwest
Dec 17
DCA6:35 pmWashington, D.C. Reagan-National
2h 05m
MDW7:40 pmChicago Midway
Dec 19
MDW6:15 amChicago Midway
1h 50m
DCA9:05 amWashington, D.C. Reagan-National
Southwest
Dec 14
DCA6:10 amWashington, D.C. Reagan-National
8h 20m
1 stop
MDW1:30 pmChicago Midway
Dec 16
MDW11:25 amChicago Midway
1h 45m
DCA2:10 pmWashington, D.C. Reagan-National
Southwest
Dec 10
DCA9:25 amWashington, D.C. Reagan-National
2h 05m
MDW10:30 amChicago Midway
Dec 13
MDW6:15 amChicago Midway
1h 50m
DCA9:05 amWashington, D.C. Reagan-National

See travel insights to Chicago from

How to get the cheapest flight ticket from Washington, D.C. Reagan-National 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. Reagan-National 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. Reagan-National 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. Reagan-National 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. Reagan-National 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. Reagan-National 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. Reagan-National to Chicago Midway flight route?

Fly from Washington, D.C. Reagan-National to Chicago Midway for the best Washington, D.C. Reagan-National - 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. Reagan-National 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. Reagan-National Airport to Chicago Midway Airport for as low as $76.

What cabin class options are available on Washington, D.C. Reagan-National to Chicago Midway flights?

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

Can stopping save me money on Washington, D.C. Reagan-National Airport to Chicago Midway Airport flights?

You could potentially save up to 45% on your flight if you consider stops on a Washington, D.C. Reagan-National Airport to Chicago Midway Airport flight.

How have Washington, D.C. Reagan-National Airport to Chicago Midway Airport flight prices changed over time?


When to book flights from Washington, D.C. Reagan-National Airport to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Washington, D.C. Reagan-National 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. Reagan-National Airport to Chicago Midway Airport (DCA to MDW) flight deals and tips

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

Best Price Found

$54

Fastest flight time

2h 00m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Washington, D.C. Reagan-National Airport in the past 72 hours is $54. The best round-trip flight deal from Washington, D.C. Reagan-National Airport to Chicago Midway Airport found on momondo in the last 72 hours is $108.
The fastest flight from Washington, D.C. Reagan-National Airport to Chicago Midway Airport takes 2h 00m
Direct flights go from Washington, D.C. Reagan-National Airport to Chicago Midway Airport every day.

  • How far is Washington, D.C. Reagan-National to Chicago Midway by plane?

    Washington, D.C. Reagan-National and Chicago Midway are 598.5 mi apart from one another. By plane, this route typically takes 2h 00m.

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

    Prices for flights from Washington, D.C. Reagan-National Airport to Chicago Midway Airport are refreshed on a daily basis.

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

  • How old do you have to be to fly from Washington, D.C. Reagan-National 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. Reagan-National 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. Reagan-National Airport to Chicago Midway Airport?

  • What is the most popular airline from Washington, D.C. Reagan-National Airport to Chicago Midway Airport?


Best airlines flying from Washington, D.C. Reagan-National Airport to Chicago Midway Airport

Compare and see reviews for airlines that fly from Washington, D.C. Reagan-National Airport to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $120Free CancellationRating
6.1
3,536 reviews
Search Frontier flights
SouthwestPriceFrom $157Free CancellationRating
8.1
5,005 reviews
Search Southwest flights
DeltaPriceFrom $177Free CancellationRating
8.0
8,755 reviews
Search Delta flights
  • Southwest Flights From Washington, D.C. Reagan-National Airport to Chicago Midway Airport

    Southwest is one of the most popular airlines flying from Washington, D.C. Reagan-National Airport to Chicago Midway Airport, operating 27 flights/week on average for this route. A good Southwest flight deal for Washington, D.C. Reagan-National Airport to Chicago Midway Airport starts from $157 round-trip, up to an average price of $300. Our users have rated Southwest at 8.1/10.


Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Washington, D.C..

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

Yes. momondo enables you to select and highlight flights to Chicago from Washington, D.C. with this policy.

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

momondo helps you find the best flight between Washington, D.C. and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are not ready to book a flight from Washington, D.C. to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.


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