MDW - DCA

$96 Find Cheap Flights from Chicago Midway Airport to Reagan Washington National Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Reagan-National departing on 2/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Washington, D.C. Reagan-National Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Washington, D.C., as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Washington, D.C., as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$191
Overall average: $250
Southwest
Sat 2/21Sat 2/28
MDW - DCA • Non-stop
Cheapest one-way
$96
Typical prices: $145-$292
Southwest
Sat 2/21
MDW - DCA • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
Midway's compact terminal eases quick departures.
DCA is easily accessible via metro to downtown D.C.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Southwest
Cheapest • from $191 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
September
Cheapest • 41% price drop
April
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Reagan-National!
Flight Deals
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Flight Deals

Cheap Flights from Midway to Reagan-National (MDW-DCA)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Reagan-National that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Reagan-National

Sat, Feb 21 - Sat, Feb 28
Southwest Logo
8:10 am - 11:00 am
MDW
-
DCA
1h 50mnonstop
Southwest Logo
3:40 pm - 4:55 pm
DCA
-
MDW
2h 15mnonstop
$191Southwest
Wed, Feb 18 - Wed, Feb 25
Southwest Logo
8:35 pm - 11:20 pm
MDW
-
DCA
1h 45mnonstop
Southwest Logo
3:40 pm - 8:15 pm
DCA
-
MDW
5h 35m
1 stop
$207Southwest
Sat, Feb 14 - Tue, Feb 17
Southwest Logo
12:15 pm - 3:00 pm
MDW
-
DCA
1h 45mnonstop
Southwest Logo
9:00 pm - 10:15 pm
DCA
-
MDW
2h 15mnonstop
$211Southwest
Sat, Feb 21 - Sat, Feb 28
Southwest Logo
6:25 am - 9:20 am
MDW
-
DCA
1h 55mnonstop
Southwest Logo
7:05 am - 1:30 pm
DCA
-
MDW
7h 25m
2 stops
$212Southwest
Wed, Feb 18 - Wed, Feb 25
Southwest Logo
8:35 pm - 11:20 pm
MDW
-
DCA
1h 45mnonstop
Southwest Logo
6:00 am - 7:15 am
DCA
-
MDW
2h 15mnonstop
$214Southwest
Wed, Feb 18 - Wed, Feb 25
Southwest Logo
3:15 pm - 10:55 pm
MDW
-
DCA
6h 40m
1 stop
Southwest Logo
6:40 pm - 10:05 pm
DCA
-
MDW
4h 25m
1 stop
$217Southwest
Sat, Feb 21 - Mon, Feb 23
Southwest Logo
6:25 am - 9:20 am
MDW
-
DCA
1h 55mnonstop
Southwest Logo
9:00 pm - 10:15 pm
DCA
-
MDW
2h 15mnonstop
$218Southwest
Sat, Feb 14 - Tue, Feb 17
Southwest Logo
12:15 pm - 3:00 pm
MDW
-
DCA
1h 45mnonstop
Southwest Logo
3:00 pm - 8:10 pm
DCA
-
MDW
6h 10m
1 stop
$221Southwest
Wed, Feb 18 - Wed, Feb 25
Southwest Logo
10:15 am - 6:00 pm
MDW
-
DCA
6h 45m
2 stops
Southwest Logo
11:55 am - 6:50 pm
DCA
-
MDW
7h 55m
1 stop
$222Southwest
Thu, Apr 23 - Sat, Apr 25
Southwest Logo
8:10 pm - 11:00 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
6:40 am - 7:45 am
DCA
-
MDW
2h 05mnonstop
$224Southwest
Booking Insights

KAYAK's insights & trends for Midway to Reagan-National flights

Get data-powered insights and trends into flights from Midway to Reagan-National to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Reagan Washington National Airport?

The average price of all round-trip flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport clicked on KAYAK for each day over the last 12 months.

When flying from Chicago Midway Airport to Reagan Washington National Airport, you should consider leaving on a Wednesday and avoid Mondays if you are looking for the best rates. For your return to Chicago Midway Airport, you’ll find the best rates on Wednesdays and the most expensive ones on Sundays.

What is the cheapest month to fly from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport is September, where tickets cost $193 (return) on average. On the other hand, the most expensive months are January and December, where the average cost of round-trip tickets is $619 and $615 respectively.

Can I save money by flying with a layover from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $293 on average.

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Expert advice

Expert advice for your flight from Midway to Reagan-National

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on MDW

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on DCA

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

Good to know

Low seasonDecember
Cheapest flight$96
Best time to beat the crowds but there is an average 89% increase in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Chicago Midway Airport to Reagan Washington National Airport

When to book flights from Midway to Reagan-National

Are your dates flexible? Find out the best times to travel from Midway to Reagan-National based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Reagan Washington National Airport flights

  • What is the cheapest flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport was $96 for a one-way ticket and $191 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Reagan Washington National Airport?

    No, a passport isn't needed to fly from Chicago Midway Airport to Reagan Washington National Airport. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Chicago Midway Airport to Reagan Washington National Airport?

    On your way to Reagan Washington National Airport, you’ll fly out from Chicago Midway. You’ll be landing at Washington, D.C. Reagan-National.

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Reagan Washington National Airport?

    American Airlines, Delta, Alaska Airlines, and JetBlue offer inflight Wi-Fi service on the Chicago Midway Airport to Reagan Washington National Airport flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Reagan Washington National Airport?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Chicago Midway Airport to Reagan Washington National Airport flight route.

  • On which days can I fly direct from Chicago Midway Airport to Reagan Washington National Airport?

    There are nonstop flights from Chicago Midway Airport to Reagan Washington National Airport on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Reagan Washington National Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Reagan Washington National Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Reagan Washington National Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Reagan Washington National Airport from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Reagan Washington National Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Reagan Washington National Airport with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and DCA can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Reagan Washington National Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Reagan Washington National Airport from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $146 or less one-way and $260 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Reagan Washington National Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Washington, D.C. Reagan-National.
Find which airlines fly direct from Chicago Midway Airport to Washington, D.C. Reagan-National Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to Washington, D.C. Reagan-National

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Washington, D.C. Reagan-National to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airline flying from Midway to Reagan-National

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Washington, D.C.. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Reagan-National? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4268 reviews
8.0Comfort
8.6Crew
8.1Boarding
7.0Food
7.5Entertainment
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Everything you need to know for your flight from Midway to Reagan-National

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Reagan-National (DCA)