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Cheap flights from Washington, D.C. to Chicago Midway Airport from $34

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. to Chicago Midway Airport departing on 2/19. 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. to Chicago

Cheap round-trip flights

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

Cheap last minute flights

Planning a quick getaway from Washington, D.C. 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. to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
2:21 pm - 3:33 pmBWI-MDW
2h 12mnonstop
1:16 pm - 4:11 pmMDW-BWI
1h 55mnonstop
$62Frontier
Find Deal
Sat, Feb 15 - Wed, Feb 19
10:07 am - 11:11 amBWI-MDW
2h 04mnonstop
6:25 am - 9:17 amMDW-BWI
1h 52mnonstop
$68Frontier
Find Deal
Wed, Dec 18 - Wed, Dec 25
10:35 am - 11:45 amBWI-MDW
2h 10mnonstop
6:25 pm - 9:15 pmMDW-BWI
1h 50mnonstop
$138Southwest
Find Deal
Wed, Jan 8 - Sat, Jan 11
8:15 am - 9:30 amBWI-MDW
2h 15mnonstop
8:10 am - 11:00 amMDW-BWI
1h 50mnonstop
$144Southwest
Find Deal
Sat, Jan 18 - Tue, Jan 21
7:18 pm - 3:11 pmBWI-MDW
20h 53m1 stop
8:20 am - 11:12 amMDW-BWI
1h 52mnonstop
Mon, Dec 23 - Fri, Jan 3
12:21 pm - 6:14 pmBWI-MDW
6h 53m1 stop
9:34 am - 4:48 pmMDW-BWI
6h 14m1 stop
$196Delta
Find Deal
Sun, Jan 12 - Mon, Jan 13
6:00 am - 8:58 amBWI-MDW
3h 58m1 stop
5:51 pm - 11:28 pmMDW-BWI
4h 37m1 stop
$206Delta
Find Deal
Wed, Dec 18 - Wed, Dec 25
7:18 pm - 3:11 pmBWI-MDW
20h 53m1 stop
6:49 pm - 6:03 pmMDW-BWI
22h 14m2 stops
Mon, Dec 23 - Fri, Jan 3
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
5:11 pm - 6:23 pmBWI-MDW
2h 12mnonstop
$34Frontier
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Wed, Feb 19
2:21 pm - 3:33 pmBWI-MDW
2h 12mnonstop
$36Frontier
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Sat, Feb 15
10:07 am - 11:11 amBWI-MDW
2h 04mnonstop
$37Frontier
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Wed, Dec 18
10:35 am - 11:45 amBWI-MDW
2h 10mnonstop
$69Southwest
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Wed, Jan 8
10:40 am - 11:50 amBWI-MDW
2h 10mnonstop
$75Southwest
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Tue, Feb 11
12:21 pm - 6:14 pmBWI-MDW
6h 53m1 stop
$98Delta
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Wed, Jan 15
6:00 am - 8:50 amIAD-MDW
3h 50m1 stop
$108Delta
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Wed, Dec 25
7:56 pm - 8:41 amBWI-MDW
13h 45m1 stop
$153Avelo Airlines
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Mon, Dec 23
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
4:00 pm - 5:01 pmBWI-MDW
2h 01mnonstop
12:15 pm - 3:07 pmMDW-BWI
1h 52mnonstop
$222Frontier
Find Deal
Mon, Nov 25 - Mon, Dec 2
6:00 am - 6:37 pmBWI-MDW
13h 37m1 stop
12:15 pm - 3:07 pmMDW-BWI
1h 52mnonstop
$239Frontier
Find Deal
Tue, Nov 26 - Fri, Nov 29
6:00 am - 8:50 amBWI-MDW
3h 50m1 stop
9:31 am - 4:40 pmMDW-BWI
6h 09m1 stop
$257Delta
Find Deal
Tue, Nov 26 - Tue, Dec 3
9:10 am - 10:20 amBWI-MDW
2h 10mnonstop
5:25 am - 8:15 amMDW-BWI
1h 50mnonstop
$445Southwest
Find Deal
Tue, Nov 26 - Mon, Dec 2
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
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
10:49 pm - 1:23 pmBWI-MDW
15h 34m2 stops
9:21 am - 10:52 amMDW-BWI
24h 31m2 stops
Sun, Nov 24 - Tue, Nov 26
7:35 pm - 1:23 pmBWI-MDW
18h 48m3 stops
9:21 am - 10:52 amMDW-BWI
24h 31m2 stops
Sun, Nov 24 - Tue, Nov 26
8:30 am - 6:32 pmDCA-MDW
11h 02m3 stops
9:30 am - 12:59 pmMDW-DCA
26h 29m3 stops
$1,405WestJet
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Tue, Nov 26 - Sat, Nov 30
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
2:21 pm - 3:33 pmBWI-MDW
2h 12mnonstop
1:16 pm - 4:11 pmMDW-BWI
1h 55mnonstop
$62Frontier
Find Deal
Sat, Feb 15 - Wed, Feb 19
10:07 am - 11:11 amBWI-MDW
2h 04mnonstop
6:25 am - 9:17 amMDW-BWI
1h 52mnonstop
$68Frontier
Find Deal
Wed, Dec 18 - Wed, Dec 25
10:07 am - 11:11 amBWI-MDW
2h 04mnonstop
6:25 am - 9:17 amMDW-BWI
1h 52mnonstop
$71Frontier
Find Deal
Wed, Dec 18 - Wed, Dec 25
4:33 pm - 5:37 pmBWI-MDW
2h 04mnonstop
6:25 am - 9:17 amMDW-BWI
1h 52mnonstop
$77Frontier
Find Deal
Fri, Dec 13 - Wed, Dec 18
4:49 pm - 6:01 pmBWI-MDW
2h 12mnonstop
4:08 pm - 7:03 pmMDW-BWI
1h 55mnonstop
$78Frontier
Find Deal
Fri, Jan 24 - Mon, Jan 27
4:48 pm - 5:52 pmBWI-MDW
2h 04mnonstop
3:57 pm - 6:49 pmMDW-BWI
1h 52mnonstop
$79Frontier
Find Deal
Fri, Jan 10 - Mon, Jan 13
10:07 am - 11:11 amBWI-MDW
2h 04mnonstop
1:06 pm - 3:58 pmMDW-BWI
1h 52mnonstop
$85Frontier
Find Deal
Wed, Dec 18 - Fri, Jan 10
4:33 pm - 5:37 pmBWI-MDW
2h 04mnonstop
12:36 pm - 3:28 pmMDW-BWI
1h 52mnonstop
$88Frontier
Find Deal
Fri, Dec 13 - Mon, Dec 16
10:35 am - 11:45 amBWI-MDW
2h 10mnonstop
6:25 pm - 9:15 pmMDW-BWI
1h 50mnonstop
$138Southwest
Find Deal
Wed, Jan 8 - Sat, Jan 11
8:15 am - 9:30 amBWI-MDW
2h 15mnonstop
8:10 am - 11:00 amMDW-BWI
1h 50mnonstop
$144Southwest
Find Deal
Sat, Jan 18 - Tue, Jan 21

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

Our best Frontier deals on Washington, D.C. to Chicago Midway Airport flight tickets
Frontier
Feb 15
BWI2:21 pmBaltimore/Washington
2h 12m
MDW3:33 pmChicago Midway
Feb 19
MDW1:16 pmChicago Midway
1h 55m
BWI4:11 pmBaltimore/Washington
Frontier
Dec 18
BWI10:07 amBaltimore/Washington
2h 04m
MDW11:11 amChicago Midway
Dec 25
MDW6:25 amChicago Midway
1h 52m
BWI9:17 amBaltimore/Washington
Frontier
Dec 18
BWI10:07 amBaltimore/Washington
2h 04m
MDW11:11 amChicago Midway
Dec 25
MDW6:25 amChicago Midway
1h 52m
BWI9:17 amBaltimore/Washington

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

Our best Southwest deals on Washington, D.C. to Chicago Midway Airport flight tickets
Southwest
Jan 8
BWI10:35 amBaltimore/Washington
2h 10m
MDW11:45 amChicago Midway
Jan 11
MDW6:25 pmChicago Midway
1h 50m
BWI9:15 pmBaltimore/Washington
Southwest
Jan 18
BWI8:15 amBaltimore/Washington
2h 15m
MDW9:30 amChicago Midway
Jan 21
MDW8:10 amChicago Midway
1h 50m
BWI11:00 amBaltimore/Washington
Southwest
Jan 30
BWI10:35 amBaltimore/Washington
2h 10m
MDW11:45 amChicago Midway
Feb 1
MDW8:35 amChicago Midway
1h 45m
BWI11:20 amBaltimore/Washington

See travel insights to Chicago from

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

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

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

There are 1 cabin classes available to choose from on Washington, D.C. 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. to Chicago Midway Airport flights?

You could potentially save up to 86% on your flight if you consider stops on a Washington, D.C. to Chicago Midway Airport flight.

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

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

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

Best Price Found

$34

Fastest flight time

1h 59m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Washington, D.C. in the past 72 hours is $34. The best round-trip flight deal from Washington, D.C. to Chicago Midway Airport found on momondo in the last 72 hours is $62.
The fastest flight from Washington, D.C. to Chicago Midway Airport takes 1h 59m
Direct flights go from Washington, D.C. to Chicago Midway Airport every day.

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

    Washington, D.C. and Chicago Midway are 597.2 mi apart from one another. In terms of flight time, this usually takes a little over 2h 00m.

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

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

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Washington, D.C. to Chicago Midway Airport.

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

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

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


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

Compare and see reviews for airlines that fly from Washington, D.C. to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $58Free CancellationRating
6.1
3,536 reviews
Search Frontier flights
SouthwestPriceFrom $157Free CancellationRating
8.1
5,005 reviews
Search Southwest flights
DeltaPriceFrom $176Free CancellationRating
8.0
8,755 reviews
Search Delta flights
United AirlinesPriceFrom $192Free CancellationRating
7.4
9,172 reviews
Search United Airlines flights
  • Southwest Flights From Washington, D.C. to Chicago Midway Airport

    The lowest priced Southwest flight from Washington, D.C. to Chicago Midway Airport from the last 72 hours was $157. Generally, Southwest has 27 flights on this route every week with an average price of $286. Southwest is rated 8.1/10 by our users.


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?

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?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Washington, D.C..

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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