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Cheap flights from Washington, D.C. to Chicago from $89

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Washington, D.C. to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
6:00 am - 11:33 amBWI  Baltimore/Washington-MDW Chicago Midway
6h 33m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
12:28 pm - 10:41 pmMDW  Chicago Midway-BWI Baltimore/Washington
9h 13m1 stop Atlanta Hartsfield-Jackson
$176Frontier
Tue, Dec 8 - Wed, Dec 9
Frontier Logo
6:00 am - 11:33 amBWI  Baltimore/Washington-MDW Chicago Midway
6h 33m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
12:28 pm - 10:41 pmMDW  Chicago Midway-BWI Baltimore/Washington
9h 13m1 stop Atlanta Hartsfield-Jackson
$176Frontier
Tue, Dec 8 - Wed, Dec 16
Frontier Logo
6:00 am - 11:33 amBWI  Baltimore/Washington-MDW Chicago Midway
6h 33m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
3:50 pm - 10:41 pmMDW  Chicago Midway-BWI Baltimore/Washington
5h 51m1 stop Atlanta Hartsfield-Jackson
$176Frontier
Wed, Dec 9 - Fri, Dec 11
Frontier Logo
6:00 am - 11:33 amBWI  Baltimore/Washington-MDW Chicago Midway
6h 33m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
12:28 pm - 10:41 pmMDW  Chicago Midway-BWI Baltimore/Washington
9h 13m1 stop Atlanta Hartsfield-Jackson
$176Frontier
Tue, Dec 8 - Tue, Dec 15
Multiple Airlines Logo
6:01 pm - 1:40 pmIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
20h 39m1 stop Knoxville McGhee Tyson
Multiple Airlines Logo
12:28 pm - 11:11 amMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
21h 43m1 stop Atlanta Hartsfield-Jackson
$219Multiple Airlines
Thu, Nov 19 - Tue, Dec 1
Delta Logo
6:10 am - 9:32 amBWI  Baltimore/Washington-MDW Chicago Midway
4h 22m1 stop Detroit Metropolitan Wayne County
Delta Logo
9:30 am - 4:49 pmMDW  Chicago Midway-BWI Baltimore/Washington
6h 19m1 stop Detroit Metropolitan Wayne County
$230Delta
Thu, Nov 5 - Sat, Nov 14
Southwest Logo
8:15 pm - 9:25 pmBWI  Baltimore/Washington-MDW Chicago Midway
2h 10mnonstop
Southwest Logo
6:00 am - 9:00 amMDW  Chicago Midway-BWI Baltimore/Washington
2h 00mnonstop
$254Southwest
Fri, Dec 25 - Thu, Dec 31
Southwest Logo
8:15 pm - 9:25 pmBWI  Baltimore/Washington-MDW Chicago Midway
2h 10mnonstop
Southwest Logo
6:00 am - 9:00 amMDW  Chicago Midway-BWI Baltimore/Washington
2h 00mnonstop
$254Southwest
Fri, Dec 25 - Thu, Dec 31
Multiple Airlines Logo
3:35 pm - 8:08 pmIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
5h 33m1 stop Valparaiso Destin-Ft Walton Beach
Multiple Airlines Logo
6:42 pm - 5:12 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
21h 30m1 stop Atlanta Hartsfield-Jackson
$254Multiple Airlines
Fri, Oct 30 - Mon, Nov 2
Southwest Logo
4:55 pm - 7:45 pmBWI  Baltimore/Washington-MDW Chicago Midway
3h 50m1 stop Buffalo
Southwest Logo
6:15 pm - 9:05 pmMDW  Chicago Midway-BWI Baltimore/Washington
1h 50mnonstop
$260Southwest
Fri, Dec 25 - Thu, Dec 31

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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
Dec 9
BWI6:00 amBaltimore/Washington
6h 33m
1 stop
MDW11:33 amChicago Midway
Dec 11
MDW3:50 pmChicago Midway
5h 51m
1 stop
BWI10:41 pmBaltimore/Washington
$176
Frontier
Dec 8
BWI6:00 amBaltimore/Washington
6h 33m
1 stop
MDW11:33 amChicago Midway
Dec 14
MDW3:50 pmChicago Midway
5h 51m
1 stop
BWI10:41 pmBaltimore/Washington
$177
Frontier
Nov 12
BWI10:00 amBaltimore/Washington
8h 47m
1 stop
MDW5:47 pmChicago Midway
Nov 14
MDW7:15 amChicago Midway
7h 59m
1 stop
BWI4:14 pmBaltimore/Washington
$178

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
Nov 5
DCA12:40 pmWashington, D.C. Reagan-National
2h 05m
MDW1:45 pmChicago Midway
Nov 9
MDW12:25 pmChicago Midway
1h 50m
DCA3:15 pmWashington, D.C. Reagan-National
$297
Southwest
Nov 12
DCA8:25 amWashington, D.C. Reagan-National
4h 15m
1 stop
MDW11:40 amChicago Midway
Nov 14
MDW1:05 pmChicago Midway
1h 50m
DCA3:55 pmWashington, D.C. Reagan-National
$303
Southwest
Dec 19
DCA6:40 pmWashington, D.C. Reagan-National
2h 10m
MDW7:50 pmChicago Midway
Dec 31
MDW4:30 pmChicago Midway
1h 45m
DCA7:15 pmWashington, D.C. Reagan-National
$305

momondo Fare Finder

 
Use the filters below to find and compare flights from Washington, D.C. to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Tue 12/8

6:00 am-11:33 am

1 stop6h 33m

Chicago Midway

Wed 12/9

12:28 pm-10:41 pm

1 stop9h 13m

$176

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Tue 12/8

6:00 am-11:33 am

1 stop6h 33m

Chicago Midway

Wed 12/16

12:28 pm-10:41 pm

1 stop9h 13m

$176

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Wed 12/9

6:00 am-11:33 am

1 stop6h 33m

Chicago Midway

Fri 12/11

3:50 pm-10:41 pm

1 stop5h 51m

$176

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Tue 12/8

6:00 am-11:33 am

1 stop6h 33m

Chicago Midway

Tue 12/15

12:28 pm-10:41 pm

1 stop9h 13m

$176

Washington, D.C.Chicago

IAD Washington, D.C. Dulles Intl - MDW Chicago Midway

IADMDW

Washington, D.C. Dulles Intl

Thu 11/19

6:01 pm-1:40 pm

1 stop20h 39m

Chicago Midway

Tue 12/1

12:28 pm-11:11 am

1 stop21h 43m

$219

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Thu 11/5

6:10 am-9:32 am

1 stop4h 22m

Chicago Midway

Sat 11/14

9:30 am-4:49 pm

1 stop6h 19m

$230
Quickest round-trip

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Fri 12/25

8:15 pm-9:25 pm

Nonstop2h 10m

Chicago Midway

Thu 12/31

6:00 am-9:00 am

Nonstop2h 00m

$254

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Fri 12/25

8:15 pm-9:25 pm

Nonstop2h 10m

Chicago Midway

Thu 12/31

6:00 am-9:00 am

Nonstop2h 00m

$254

Washington, D.C.Chicago

IAD Washington, D.C. Dulles Intl - MDW Chicago Midway

IADMDW

Washington, D.C. Dulles Intl

Fri 10/30

3:35 pm-8:08 pm

1 stop5h 33m

Chicago Midway

Mon 11/2

6:42 pm-5:12 pm

1 stop21h 30m

$254

BaltimoreChicago

BWI Baltimore/Washington - MDW Chicago Midway

BWIMDW

Baltimore/Washington

Fri 12/25

4:55 pm-7:45 pm

1 stop3h 50m

Chicago Midway

Thu 12/31

6:15 pm-9:05 pm

Nonstop1h 50m

$260

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 typical price of a round-trip flight between Washington, D.C. and Chicago Midway Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $273 to $493.
The lowest price recently found on this route was $176.

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

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from Washington, D.C., with most prices found around $302. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Washington, D.C. during the month February is also very affordable. Most momondo users find prices during this month for around $325.

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 $348. 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, Sunday 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 $435.

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. at noon is the least expensive time of day to depart. momondo users have found prices as low as $342 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $400. 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 Washington, D.C. Reagan-National to Chicago Midway for the best Washington, D.C. - Chicago Midway flight prices

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

There are 2 cabin classes available to choose from on Washington, D.C. to Chicago Midway Airport 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 25% on your flight if you consider stops on a Washington, D.C. to Chicago Midway Airport flight.

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

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

$89

Fastest flight time

2h 00m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Washington, D.C. in the past 72 hours is $89. The best round-trip flight deal from Washington, D.C. to Chicago Midway Airport found on momondo in the last 72 hours is $176.
The fastest flight from Washington, D.C. to Chicago Midway Airport takes 2h 00m
Direct flights go from Washington, D.C. to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Washington, D.C. to Chicago Midway Airport

  • 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 $70Free CancellationRating
5.5
2,539 reviews
Search Frontier flights
SouthwestPriceFrom $190Free CancellationRating
7.9
4,214 reviews
Search Southwest 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 $190. Generally, Southwest has 31 flights on this route every week with an average price of $375. Southwest is rated 7.9/10 by our users.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Saint Joseph
Lansing
Benton Harbor
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
Saint John

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.

An easier way to manage your Chicago Midway Airport trip

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