How long does it take to fly to Chicago Midway Airport?

On average, it takes 2h to fly from Washington, D.C. to Chicago Midway Airport if you fly out of Washington, D.C. (the most popular airport in Washington, D.C.) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago Midway Airport). If you’re flying out of Baltimore and into Chicago O'Hare Intl Airport, then the flight time is around 2h 14m.

How many flights depart from Washington, D.C. to Chicago Midway Airport on average per week?

As of August 2026, there are 72 flights per week flying from Washington, D.C. to Chicago Midway Airport. The most common day of the week flights depart is Mon, with 26% of flights taking off on this day.

What is the cheapest airline that flies from Washington, D.C. to Chicago Midway?

Southwest, Frontier, and Delta are the most popular carriers operating from Washington, D.C. to Chicago Midway

How many flights depart from Washington, D.C. to Chicago Midway Airport on average per day?

10 flights are operational daily from Washington, D.C. to Chicago Midway Airport as of August 2026. The most popular departure time for this route is 4:00PM, with 52% of flights per day taking off in the afternoon.

What airlines fly to Chicago Midway Airport?

Southwest, Frontier and Delta are the top three most popular airlines that fly to Chicago Midway Airport from Washington, D.C. according to our data. Southwest is the first choice among our users, with 79% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 3 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.

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

As of August 2026, there are 3 operators available to choose from 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.

$89 Cheap Flights from Washington, D.C. to Chicago Midway Airport in 2026

Discover deals from 900+ travel sites with momondo.

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

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:50 am - 5:51 pmIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

11h 01m1 stop Atlanta Hartsfield-Jackson

6:50 am - 5:18 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

9h 28m1 stop Atlanta Hartsfield-Jackson

$177Frontier

Sat, Oct 3 - Mon, Oct 5

7:50 am - 5:51 pmIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

11h 01m1 stop Atlanta Hartsfield-Jackson

6:25 am - 5:18 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

9h 53m1 stop Atlanta Hartsfield-Jackson

$177Frontier

Wed, Sep 23 - Thu, Sep 24

9:15 am - 10:15 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

5:00 pm - 7:50 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$177Southwest

Sat, Oct 3 - Mon, Oct 5

1:05 pm - 2:05 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

8:45 pm - 11:35 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$177Southwest

Mon, Oct 5 - Thu, Oct 8

7:50 am - 5:51 pmIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

11h 01m1 stop Atlanta Hartsfield-Jackson

6:25 am - 5:18 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

9h 53m1 stop Atlanta Hartsfield-Jackson

$177Frontier

Wed, Sep 30 - Tue, Oct 6

6:40 pm - 7:45 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 05mnonstop

5:40 am - 8:30 amMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$177Southwest

Sat, Oct 10 - Tue, Oct 13

9:40 am - 12:39 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

3h 59m1 stop Detroit Metropolitan Wayne County

1:00 pm - 8:37 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

6h 37m1 stop Atlanta Hartsfield-Jackson

$194Delta

Tue, Sep 22 - Wed, Sep 23

11:11 am - 3:05 pmIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

4h 54m1 stop Atlanta Hartsfield-Jackson

6:45 pm - 11:23 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

3h 38m1 stop Detroit Metropolitan Wayne County

$197Delta

Sat, Dec 5 - Mon, Dec 7

3:35 pm - 8:08 pmIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

5h 33m1 stop Valparaiso Destin-Ft Walton Beach

6:16 am - 5:12 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

9h 56m1 stop Atlanta Hartsfield-Jackson

$328Multiple Airlines

Fri, Oct 30 - Tue, Nov 3

3:35 pm - 8:08 pmIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

5h 33m1 stop Valparaiso Destin-Ft Walton Beach

7:25 am - 8:11 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

11h 46m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale

$347Multiple Airlines

Fri, Oct 30 - Sat, Oct 31

Cheap last minute flights

Enter your travel dates to find the best prices.

6:45 am - 10:47 pmBWI Baltimore/Washington-MDW Chicago Midway

17h 02m1 stop Atlanta Hartsfield-Jackson

6:25 am - 4:46 pmMDW Chicago Midway-BWI Baltimore/Washington

9h 21m1 stop Atlanta Hartsfield-Jackson

$195Frontier

Sat, Sep 5 - Wed, Sep 16

7:30 pm - 8:35 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 05mnonstop

5:15 pm - 8:15 pmMDW Chicago Midway-BWI Baltimore/Washington

2h 00mnonstop

$244Southwest

Sat, Sep 5 - Wed, Sep 16

7:30 pm - 8:35 pmBWI Baltimore/Washington-MDW Chicago Midway

2h 05mnonstop

11:55 am - 4:25 pmMDW Chicago Midway-BWI Baltimore/Washington

3h 30m1 stop Richmond Byrd Intl

$250Southwest

Sat, Sep 5 - Wed, Sep 16

6:45 am - 10:47 pmBWI Baltimore/Washington-MDW Chicago Midway

17h 02m1 stop Atlanta Hartsfield-Jackson

6:25 am - 4:46 pmMDW Chicago Midway-BWI Baltimore/Washington

9h 21m1 stop Atlanta Hartsfield-Jackson

$250Frontier

Sat, Sep 5 - Sat, Sep 12

6:45 am - 10:47 pmBWI Baltimore/Washington-MDW Chicago Midway

17h 02m1 stop Atlanta Hartsfield-Jackson

6:25 am - 4:46 pmMDW Chicago Midway-BWI Baltimore/Washington

9h 21m1 stop Atlanta Hartsfield-Jackson

$252Frontier

Sat, Sep 5 - Wed, Sep 9

6:45 am - 10:47 pmBWI Baltimore/Washington-MDW Chicago Midway

17h 02m1 stop Atlanta Hartsfield-Jackson

6:25 am - 4:46 pmMDW Chicago Midway-BWI Baltimore/Washington

9h 21m1 stop Atlanta Hartsfield-Jackson

$253Frontier

Sat, Sep 5 - Thu, Sep 10

6:40 pm - 7:40 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

8:15 pm - 11:05 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$281Southwest

Sat, Sep 5 - Wed, Sep 16

6:30 pm - 10:36 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

5h 06m1 stop Atlanta Hartsfield-Jackson

5:37 pm - 11:02 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

4h 25m1 stop Detroit Metropolitan Wayne County

$405Delta

Sat, Sep 5 - Wed, Sep 9

6:10 am - 9:17 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

4h 07m1 stop Detroit Metropolitan Wayne County

5:45 pm - 10:59 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

4h 14m1 stop Detroit Metropolitan Wayne County

$405Delta

Sat, Sep 5 - Sat, Sep 5

6:00 am - 10:10 amIAD Washington, D.C. Dulles Intl-MDW Chicago Midway

5h 10m1 stop Atlanta Hartsfield-Jackson

5:45 pm - 11:26 pmMDW Chicago Midway-IAD Washington, D.C. Dulles Intl

4h 41m1 stop Detroit Metropolitan Wayne County

$405Delta

Sat, Sep 5 - Sat, Sep 5

Cheap direct flights

Enter your travel dates to find the best prices.

6:40 pm - 7:40 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

11:10 am - 2:00 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$177Southwest

Sat, Sep 19 - Tue, Sep 22

9:00 pm - 10:10 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 10mnonstop

8:15 pm - 11:05 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$177Southwest

Wed, Sep 23 - Wed, Oct 14

9:10 am - 10:10 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

11:10 am - 2:00 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$177Southwest

Tue, Oct 13 - Thu, Oct 15

3:10 pm - 4:10 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

11:10 am - 2:00 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$177Southwest

Wed, Oct 28 - Thu, Oct 29

9:15 pm - 10:15 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

4:55 pm - 7:50 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 55mnonstop

$177Southwest

Thu, Sep 24 - Mon, Sep 28

6:00 pm - 7:00 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

12:25 pm - 3:15 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$177Southwest

Thu, Oct 29 - Mon, Nov 2

8:40 pm - 9:40 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

6:00 am - 8:50 amMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$177Southwest

Thu, Oct 22 - Mon, Oct 26

6:10 am - 7:05 amDCA Washington, D.C. Reagan-National-MDW Chicago Midway

1h 55mnonstop

5:45 am - 8:30 amMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 45mnonstop

$177Southwest

Sat, Sep 19 - Mon, Sep 21

9:15 pm - 10:15 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 00mnonstop

6:00 am - 8:50 amMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$177Southwest

Thu, Sep 24 - Thu, Oct 1

12:40 pm - 1:45 pmDCA Washington, D.C. Reagan-National-MDW Chicago Midway

2h 05mnonstop

12:25 pm - 3:15 pmMDW Chicago Midway-DCA Washington, D.C. Reagan-National

1h 50mnonstop

$177Southwest

Thu, Nov 5 - Mon, Nov 9

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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

Sep 23

IAD7:50 amWashington, D.C. Dulles Intl

11h 01m

1 stop

MDW5:51 pmChicago Midway

Sep 24

MDW6:25 amChicago Midway

9h 53m

1 stop

IAD5:18 pmWashington, D.C. Dulles Intl

$177

Frontier

Oct 6

IAD7:50 amWashington, D.C. Dulles Intl

10h 56m

1 stop

MDW5:46 pmChicago Midway

Oct 20

MDW6:21 amChicago Midway

9h 52m

1 stop

IAD5:13 pmWashington, D.C. Dulles Intl

$179

Frontier

Sep 22

IAD7:50 amWashington, D.C. Dulles Intl

10h 56m

1 stop

MDW5:46 pmChicago Midway

Sep 23

MDW6:25 amChicago Midway

9h 53m

1 stop

IAD5:18 pmWashington, D.C. Dulles Intl

$180

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

Sep 26

BWI6:35 amBaltimore/Washington

2h 00m

MDW7:35 amChicago Midway

Oct 3

MDW9:55 amChicago Midway

1h 50m

BWI12:45 pmBaltimore/Washington

$177

Southwest

Sep 26

BWI6:35 amBaltimore/Washington

2h 00m

MDW7:35 amChicago Midway

Oct 3

MDW8:10 amChicago Midway

3h 35m

1 stop

BWI12:45 pmBaltimore/Washington

$183

Southwest

Sep 26

DCA6:10 amWashington, D.C. Reagan-National

1h 55m

MDW7:05 amChicago Midway

Sep 26

MDW2:25 pmChicago Midway

5h 15m

1 stop

DCA8:40 pmWashington, D.C. Reagan-National

$187

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

Washington, D.C.Chicago

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

IADMDW

Washington, D.C. Dulles Intl

Sat 10/3

7:50 am-5:51 pm

1 stop11h 01m

Chicago Midway

Mon 10/5

6:50 am-5:18 pm

1 stop9h 28m

$177

Washington, D.C.Chicago

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

IADMDW

Washington, D.C. Dulles Intl

Wed 9/23

7:50 am-5:51 pm

1 stop11h 01m

Chicago Midway

Thu 9/24

6:25 am-5:18 pm

1 stop9h 53m

$177

Quickest round-trip

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - MDW Chicago Midway

DCAMDW

Washington, D.C. Reagan-National

Sat 10/3

9:15 am-10:15 am

Nonstop2h 00m

Chicago Midway

Mon 10/5

5:00 pm-7:50 pm

Nonstop1h 50m

$177

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - MDW Chicago Midway

DCAMDW

Washington, D.C. Reagan-National

Mon 10/5

1:05 pm-2:05 pm

Nonstop2h 00m

Chicago Midway

Thu 10/8

8:45 pm-11:35 pm

Nonstop1h 50m

$177

Washington, D.C.Chicago

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

IADMDW

Washington, D.C. Dulles Intl

Wed 9/30

7:50 am-5:51 pm

1 stop11h 01m

Chicago Midway

Tue 10/6

6:25 am-5:18 pm

1 stop9h 53m

$177

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - MDW Chicago Midway

DCAMDW

Washington, D.C. Reagan-National

Sat 10/10

6:40 pm-7:45 pm

Nonstop2h 05m

Chicago Midway

Tue 10/13

5:40 am-8:30 am

Nonstop1h 50m

$177

Washington, D.C.Chicago

DCA Washington, D.C. Reagan-National - MDW Chicago Midway

DCAMDW

Washington, D.C. Reagan-National

Tue 9/22

9:40 am-12:39 pm

1 stop3h 59m

Chicago Midway

Wed 9/23

1:00 pm-8:37 pm

1 stop6h 37m

$194

Washington, D.C.Chicago

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

IADMDW

Washington, D.C. Dulles Intl

Sat 12/5

11:11 am-3:05 pm

1 stop4h 54m

Chicago Midway

Mon 12/7

6:45 pm-11:23 pm

1 stop3h 38m

$197

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

Tue 11/3

6:16 am-5:12 pm

1 stop9h 56m

$328

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

Sat 10/31

7:25 am-8:11 pm

2 stops11h 46m

$347

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

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 $205 to $359.
The lowest price recently found on this route was $177.

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

The month of September is, on average, the cheapest month to fly to Chicago Midway Airport from Washington, D.C., with most prices found around $279. If you are unable to visit Chicago Midway Airport during the month of September, then departing from Washington, D.C. during the month January is also very affordable. Most momondo users find prices during this month for around $302.

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 $341. 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 $426.

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 $317 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $388. 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

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 2% 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	1h 55m
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 $177.

The fastest flight from Washington, D.C. to Chicago Midway Airport takes 1h 55m

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 1h 55m.
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?
As of August 2026, there are 3 operators available to choose from 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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Washington, D.C. to Chicago Midway Airport is Boeing 737 MAX 8 (21.28% of total bookings). The next most popular plane models are Boeing 737-800 Passenger/BBJ2 (winglets) (11.53%), Boeing 737-800 (9.27%), and Boeing 737-900 (8.20%).
What is the most popular airline from Washington, D.C. to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Washington, D.C. to Chicago Midway Airport is Southwest (82% of total bookings). The next most popular airlines are Frontier (14%) and United Airlines (4%).

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
Frontier	PriceFrom $70	Free Cancellation	Rating 5.6 2,635 reviews	Search Frontier flights
Delta	PriceFrom $149	Free Cancellation	Rating 7.8 8,533 reviews	Search Delta flights
Southwest	PriceFrom $177	Free Cancellation	Rating 8.0 4,197 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 $177. Generally, Southwest has 27 flights on this route every week with an average price of $364. Southwest is rated 8.0/10 by our users.

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Porter

Crown Point

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

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 departing on 9/21. 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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Frontier flights from Washington, D.C. to Chicago Midway Airport

Our best Frontier deals on Washington, D.C. to Chicago Midway Airport flight tickets

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

Our best Southwest deals on Washington, D.C. to Chicago Midway Airport flight tickets

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.

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

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

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

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