$64 Cheap Flights from Chicago (MDW) to Washington (DCA)

View $64 flight on Sat, Sep 13, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Ronald Reagan Washington National Airport (DCA)

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Cheap Flights from Chicago to Washington (MDW-DCA)

Prices were available within the past 7 days and start at $64 for one-way flights and $93 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Sat, Sep 13 - Mon, Sep 15
MDW
Chicago
DCA
Washington
$93 Roundtrip, found 1 day ago
$93
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Sep 13 from Chicago to Washington, returning Mon, Sep 15, priced at $93 found 1 day ago
Southwest Airlines
Sat, Sep 13 - Mon, Sep 15
MDW
Chicago
DCA
Washington
$103 Roundtrip, found 1 day ago
$103
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Sep 13 from Chicago to Washington, returning Mon, Sep 15, priced at $103 found 1 day ago
Southwest Airlines
Sat, Sep 13 - Sun, Sep 14
MDW
Chicago
DCA
Washington
$106 Roundtrip, found 1 day ago
$106
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Sep 13 from Chicago to Washington, returning Sun, Sep 14, priced at $106 found 1 day ago
Southwest Airlines
Thu, Aug 21 - Mon, Aug 25
MDW
Chicago
DCA
Washington
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Aug 21 from Chicago to Washington, returning Mon, Aug 25, priced at $112 found 1 day ago
Southwest Airlines
Fri, Aug 15 - Sat, Aug 16
MDW
Chicago
DCA
Washington
$116 Roundtrip, found 1 day ago
$116
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Aug 15 from Chicago to Washington, returning Sat, Aug 16, priced at $116 found 1 day ago
Southwest Airlines
Sat, Aug 9 - Wed, Aug 13
MDW
Chicago
DCA
Washington
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Aug 9 from Chicago to Washington, returning Wed, Aug 13, priced at $118 found 1 day ago
Southwest Airlines
Sat, Aug 30 - Sun, Aug 31
MDW
Chicago
DCA
Washington
$120 Roundtrip, found 4 days ago
$120
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, Aug 30 from Chicago to Washington, returning Sun, Aug 31, priced at $120 found 4 days ago
Southwest Airlines
Sat, Oct 4 - Wed, Oct 8
MDW
Chicago
DCA
Washington
$123 Roundtrip, found 3 days ago
$123
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, Oct 4 from Chicago to Washington, returning Wed, Oct 8, priced at $123 found 3 days ago
Southwest Airlines
Fri, Aug 8 - Tue, Aug 12
MDW
Chicago
DCA
Washington
$125 Roundtrip, found 1 day ago
$125
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Aug 8 from Chicago to Washington, returning Tue, Aug 12, priced at $125 found 1 day ago
Delta
Sat, Sep 13 - Mon, Sep 15
MDW
Chicago
DCA
Washington
$145 Roundtrip, found 1 day ago
$145
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 13 from Chicago to Washington, returning Mon, Sep 15, priced at $145 found 1 day ago

Find the cheapest month to fly from Chicago (MDW) to Washington (DCA)

February is typically the cheapest month to fly

From $118 - $383 per traveler.

Graph displaying average flight prices per month

Flights from Chicago (MDW) to Washington (DCA)
Origin airport
Midway Intl.
Destination airport
Ronald Reagan Washington National
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$93
Distance
598 mi
Average flight time
2 hours 48 mins

Chicago to Washington Flights

The cheapest times to fly from Chicago to Washington

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Washington are during the month of September. You can find some of the cheapest flights from Chicago to Washington with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Washington

Sunday is one of the best days to book for cheap flights from Chicago to Washington: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Washington

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Washington in 2025. You can also book with separate airlines for your outbound and return journeys, from $64 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Washington flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Washington airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Ronald Reagan Washington National Airport (DCA) cost?
Cheap round-trip fares from Midway Intl. Airport (MDW) to Ronald Reagan Washington National Airport (DCA) start at $121. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Southwest Airlines and Spirit Airlines flight leaving MDW on August 1 2025 and touching down at DCA. The price was last updated on July 8 2025 and has not changed since.
What is the cheapest month to fly from MDW to DCA?
The cheapest flights from MDW to DCA are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Midway Intl. Airport (MDW) to Ronald Reagan Washington National Airport (DCA)?
Fly directly from Midway Intl. Airport (MDW) to Ronald Reagan Washington National Airport (DCA) on a Southwest Airlines flight.
What is the cheapest airline that flies from MDW to DCA?
At the moment, the cheapest airline operating one-way flights from MDW to DCA is Southwest Airlines. You can jet off on this route from $79. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from MDW on September 18 2025. Prices were last updated on July 8 2025 and have not changed since.
How many flights per day from Midway Intl. Airport (MDW) to Ronald Reagan Washington National Airport (DCA)?
When jetting out of Midway Intl. Airport (MDW), you can take your pick from an average of 5 daily direct flights to Ronald Reagan Washington National Airport (DCA).
What are the most popular departure times for flights from Midway Intl. Airport (MDW) to Ronald Reagan Washington National Airport (DCA)?
More passengers fly between MDW and DCA at 3 PM than at any other time of day. Rather go when it's quieter? Try choosing a quieter departure window and there's a chance you'll save on your fare as well.
What day of the week has the most flights from MDW to DCA?
Friday offers the most flights from Midway Intl. Airport (MDW) to Ronald Reagan Washington National Airport (DCA). Consider leaving on this day and you'll have the best chance of finding a departure that works with your plans.
What is the earliest flight from Midway Intl. Airport (MDW) to Ronald Reagan Washington National Airport (DCA)?
Hop on the earliest flight at around 6:25AM UTC-6, departing from Midway Intl. Airport (MDW). You'll be in the air for roughly 1h 50m, touching down at Ronald Reagan Washington National Airport (DCA) at approximately 9:15AM UTC-5.
How long does it take to fly from Midway Intl. Airport (MDW) to Ronald Reagan Washington National Airport (DCA)?
It takes around 1 hour and 47 minutes to cover the 600 mi from MDW to DCA.
What is the best time to fly from Midway Intl. Airport (MDW) to Ronald Reagan Washington National Airport (DCA)?
To reach Ronald Reagan Washington National Airport (DCA) without delays, opt for a flight that takes off from Midway Intl. Airport (MDW) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Washington from Midway Intl. Airport (MDW)?
You can land at Ronald Reagan Washington National Airport (DCA) or Baltimore Washington Intl. Thurgood Marshall Airport (BWI) when you travel to Washington on a direct flight from Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Ronald Reagan Washington National Airport (DCA) last-minute?
Waiting until right before your break to book your flight from MDW to DCA often results in higher prices. While you may find some last-minute deals, there's no guarantee. Keep your travel schedule open to maximize your chances of snagging a bargain.
Is it cheaper to book a MDW to DCA flight and hotel package?
Compared with arranging hotels and flights separately, booking a MDW to DCA flight and hotel package with Expedia could result in significant savings. Better yet, managing everything in one place will take the hassle out of travel planning. Just pick your flights and choose from our extensive range of hotels, then personalize your trip with other add-ons like activities, tours and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Ronald Reagan Washington National Airport (DCA)?
It's usually possible to reschedule or cancel your MDW to DCA flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Check your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more details on our Customer Service portal.

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