Cheap Flight Tickets from Washington (DCA) to Chicago (MDW), Starting at $40

Good to Know: Cheapest and Fastest DCA - MDW Flights

Useful information for finding best airline tickets from Ronald Reagan Washington National to Chicago Midway International on your next trip.

Cheapest Round Trip Flight

$216

WN Southwest Airlines • nonstop • 3h 20m

Oct 25 – Oct 26

The cheapest round trip flight from Washington to Chicago (DCA-MDW-DCA) is currently $216

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Cheapest One way Flight

$40

WN Southwest Airlines • 1 stop • 15h 10m

Nov 19

The cheapest one way flight from Washington to Chicago (DCA-MDW) is currently $40

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Cheapest Direct Flight

$216

WN Southwest Airlines • nonstop • 3h 20m

Oct 25

The cheapest nonstop flight from Washington to Chicago (DCA-MDW) is currently $216

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Fastest Flight

2h 35m

The fastest nonstop flight from Washington to Chicago (DCA-MDW) takes 2h 35m

Top Airlines Flying from Washington to Chicago

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Latest Flight Deals from Washington (DCA) to Chicago (MDW)

Compare and book low fare round-trip air tickets from Washington to Chicago. Ideal for travelers with confirmed return itineraries.

Oct 25 - Oct 26, Economy
WN
Washington → Chicago
3h 20m
9:00 PM - 10:00 PM • nonstop
WN
Washington → Chicago
2h 25m
8:50 AM - 11:35 AM • nonstop
$216
Southwest Airlines
Oct 25 - Oct 26, Economy
WN
Washington → Chicago
2h 35m
9:40 AM - 10:35 AM • nonstop
WN
Washington → Chicago
2h 30m
5:00 PM - 7:50 PM • nonstop
$216
Southwest Airlines
Oct 25 - Oct 26, Economy
WN
Washington → Chicago
3h 20m
6:35 PM - 7:35 PM • nonstop
WN
Washington → Chicago
2h 30m
11:10 AM - 2:00 PM • nonstop
$216
Southwest Airlines
Oct 25 - Oct 26, Economy
WN
Washington → Chicago
2h 35m
6:10 AM - 7:05 AM • nonstop
WN
Washington → Chicago
6h 55m
1:00 PM - 6:15 PM • 1 stop
$221
Southwest Airlines
Oct 25 - Oct 26, Economy
WN
Washington → Chicago
3h 20m
1:00 PM - 2:00 PM • nonstop
WN
Washington → Chicago
6h 50m
11:05 AM - 4:15 PM • 1 stop
$221
Southwest Airlines
Oct 25 - Oct 26, Economy
WN
Washington → Chicago
7h 5m
12:15 PM - 3:40 PM • 1 stop
WN
Washington → Chicago
2h 30m
6:00 AM - 8:50 AM • nonstop
$221
Southwest Airlines

Fly from Washington to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from Washington to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on Washington to Chicago Flights

What are the airports in Washington?
IAD,BWI,DCA
What’s the most popular airline flying from DCA to MDW?
The most popular airline flying from Washington to Chicago are
Can I fly from DCA to MDW non-stop?
Yes, you can fly DCA to MDW non-stop on
Which airlines fly nonstop between Washington and Chicago?
The non-stop flights between Washington and Chicago are .
What’s the earliest departure time from DCA to MDW Airport?
The earliest flight leaves DCA at 6:00 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my Washington to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from DCA to MDW?
Read the fare rules of the Washington to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Washington and Chicago?
operate flights between Washington and Chicago
How long does a flight from Washington to Chicago take?
It takes approximately 2 hour to fly non-stop from DCA to MDW, which is 600.49 miles by air.
Which airlines provide the cheapest flights from Washington (DCA) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from DCA were found on WN : USD 40
Do I need a passport to fly between DCA and MDW?
No
What’s the latest departure time from DCA to MDW ?
The last flight leaves DCA at 9:00 pm

Washington (DCA) to Chicago (MDW): Airport Information

Origin Airport Ronald Reagan Washington National , Washington, US
Destination Airport Chicago Midway International , Chicago, US
Distance 600 miles

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