Cheap Flight Tickets from Washington (DCA) to Chicago (MDW), Starting at $131

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

$131

WN Southwest Airlines • nonstop • 3h 35m

Nov 19 – Nov 23

The cheapest round trip flight from Washington to Chicago (DCA-MDW-DCA) is currently $131

🔍 Search Flights

Cheapest Direct Flight

$131

WN Southwest Airlines • nonstop • 3h 35m

Nov 19

The cheapest nonstop flight from Washington to Chicago (DCA-MDW) is currently $131

🔍 Search Flights

Fastest Flight

3h 25m

The fastest nonstop flight from Washington to Chicago (DCA-MDW) takes 3h 25m

Top Airlines Flying from Washington to Chicago

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta 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.

Nov 19 - Nov 23, Economy
WN
Washington → Chicago
3h 35m
1:00 PM - 2:15 PM • nonstop
WN
Washington → Chicago
2h 30m
7:20 AM - 10:10 AM • nonstop
$131
Southwest Airlines
Nov 19 - Nov 23, Economy
WN
Washington → Chicago
3h 35m
3:35 PM - 4:50 PM • nonstop
WN
Washington → Chicago
2h 30m
11:00 AM - 1:50 PM • nonstop
$131
Southwest Airlines
Nov 19 - Nov 23, Economy
WN
Washington → Chicago
3h 25m
11:00 AM - 12:05 PM • nonstop
WN
Washington → Chicago
2h 30m
5:05 AM - 7:55 AM • nonstop
$131
Southwest Airlines
Nov 19 - Nov 23, Economy
WN
Washington → Chicago
3h 25m
6:10 AM - 7:15 AM • nonstop
WN
Washington → Chicago
5h 15m
7:50 AM - 12:05 PM • 1 stop
$133
Southwest Airlines
Nov 19 - Nov 23, Economy
WN
Washington → Chicago
3h 35m
8:55 PM - 10:10 PM • nonstop
WN
Washington → Chicago
5h 15m
7:50 AM - 12:05 PM • 1 stop
$133
Southwest Airlines
Nov 19 - Nov 23, Economy
WN
Washington → Chicago
6h 50m
2:40 PM - 5:50 PM • 1 stop
WN
Washington → Chicago
2h 30m
11:00 AM - 1:50 PM • nonstop
$133
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 6:10 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 133
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 8:55 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

More Flight Options for Washington (DCA) and Chicago (MDW)

Why Fareleaders for DCA to MDW Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on Washington to Chicago flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on DCA to MDW flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of Washington to Chicago flights and secure the best deals—we never add any service fees.
Get Fare Drop Alert
Be the first to know when fares drop for the Washington (DCA) to Chicago (MDW)
Terms and Conditions*