MDW - DCA

$105 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 4/7. 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
$209
Overall average: $346
Southwest
Tue 4/7Wed 4/8
MDW - DCA • Non-stop
Cheapest one-way
$105
Typical prices: $128-$246
Southwest
Tue 4/7
MDW - DCA • Non-stop
Advice from real travelers
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 $209 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 1h 49m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Southwest
Most punctual • 80% on-time
Morning flights
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Detroit (DTW)
Cheapest • Avg $248 (round-trip)
Detroit (DTW)
Shortest trip • 3h 39m (one-way)
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 46% price drop
March
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
Booking Insights
Expert advice
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

Tue, Apr 7 - Wed, Apr 8
Southwest Logo
4:20 pm - 7:10 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
11:45 am - 12:45 pm
DCA
-
MDW
2h 00mnonstop
$209Southwest
Wed, Apr 8 - Wed, Apr 15
Southwest Logo
1:55 pm - 6:40 pm
MDW
-
DCA
3h 45m
1 stop
Southwest Logo
7:55 am - 9:00 am
DCA
-
MDW
2h 05mnonstop
$215Southwest
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
7:25 pm - 10:15 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
12:00 pm - 5:05 pm
DCA
-
MDW
6h 05m
1 stop
$219Southwest
Tue, May 5 - Thu, May 7
Southwest Logo
4:20 pm - 7:10 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
7:55 am - 9:00 am
DCA
-
MDW
2h 05mnonstop
$224Southwest
Wed, Apr 1 - Thu, Apr 2
Southwest Logo
8:30 pm - 11:15 pm
MDW
-
DCA
1h 45mnonstop
Southwest Logo
9:30 pm - 10:35 pm
DCA
-
MDW
2h 05mnonstop
$227Southwest
Tue, Apr 7 - Wed, Apr 8
Delta Logo
6:34 pm - 10:51 pm
MDW
-
DCA
3h 17m
1 stop
Delta Logo
12:29 pm - 5:54 pm
DCA
-
MDW
6h 25m
1 stop
$229Delta
Tue, May 5 - Thu, May 7
Southwest Logo
1:55 pm - 6:40 pm
MDW
-
DCA
3h 45m
1 stop
Southwest Logo
12:00 pm - 1:05 pm
DCA
-
MDW
2h 05mnonstop
$230Southwest
Wed, Apr 8 - Sat, Apr 11
Southwest Logo
1:55 pm - 6:40 pm
MDW
-
DCA
3h 45m
1 stop
Southwest Logo
6:40 am - 7:45 am
DCA
-
MDW
2h 05mnonstop
$233Southwest
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
4:40 pm - 11:00 pm
MDW
-
DCA
5h 20m
1 stop
Southwest Logo
9:05 am - 3:45 pm
DCA
-
MDW
7h 40m
2 stops
$234Southwest
Wed, Apr 1 - Thu, Apr 2
Southwest Logo
8:15 am - 4:20 pm
MDW
-
DCA
7h 05m
1 stop
Southwest Logo
9:30 pm - 10:35 pm
DCA
-
MDW
2h 05mnonstop
$237Southwest
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 Saturday 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 Saturdays 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 $651 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$105
Best time to beat the crowds but there is an average 72% increase in price.
Most popular time to fly with an average 13% increase in price.
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 $105 for a one-way ticket and $209 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, JetBlue, and Alaska Airlines 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 $157 or less one-way and $292 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 4318 reviews
8.6Crew
8.0Comfort
7.5Entertainment
8.1Boarding
7.0Food
Airline reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

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)