MDW - DCA

$112 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 10/27. 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

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
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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

Fri, Oct 31 - Sun, Nov 2
Frontier Logo
12:30 pm - 4:59 pmMDW-DCA
27h 29m1 stop
Frontier Logo
6:00 pm - 11:30 amDCA-MDW
18h 30m1 stop
$175Frontier
Find Deal
Thu, Oct 16 - Mon, Oct 20
Frontier Logo
6:24 pm - 9:59 pmMDW-DCA
26h 35m1 stop
Frontier Logo
7:00 am - 12:24 amDCA-MDW
18h 24m1 stop
$176Frontier
Find Deal
Mon, Sep 29 - Thu, Oct 2
Frontier Logo
4:48 pm - 9:59 pmMDW-DCA
28h 11m1 stop
Frontier Logo
6:31 pm - 3:53 pmDCA-MDW
22h 22m1 stop
$177Frontier
Find Deal
Tue, Oct 7 - Wed, Oct 8
Southwest Logo
5:40 pm - 8:35 pmMDW-DCA
1h 55mnonstop
Southwest Logo
11:45 am - 12:50 pmDCA-MDW
2h 05mnonstop
$237Southwest
Find Deal
Wed, Oct 8 - Sat, Oct 11
Southwest Logo
8:10 pm - 10:55 pmMDW-DCA
1h 45mnonstop
Southwest Logo
6:45 pm - 7:45 pmDCA-MDW
2h 00mnonstop
$247Southwest
Find Deal
Wed, Jan 7 - Thu, Jan 8
Southwest Logo
8:35 pm - 11:20 pmMDW-DCA
1h 45mnonstop
Southwest Logo
6:00 am - 7:15 amDCA-MDW
2h 15mnonstop
$250Southwest
Find Deal
Tue, Oct 14 - Tue, Oct 14
Southwest Logo
7:40 am - 4:15 pmMDW-DCA
7h 35m2 stops
Southwest Logo
8:55 pm - 10:00 pmDCA-MDW
2h 05mnonstop
$252Southwest
Find Deal
Sat, Oct 25 - Sat, Nov 1
Delta Logo
4:23 pm - 9:43 pmMDW-DCA
4h 20m1 stop
Delta Logo
6:10 am - 10:30 amDCA-MDW
5h 20m1 stop
$277Delta
Find Deal
Fri, Feb 20 - Mon, Feb 23
Delta Logo
1:00 pm - 7:20 pmMDW-DCA
5h 20m1 stop
Delta Logo
6:00 am - 8:50 amDCA-MDW
3h 50m1 stop
$280Delta
Find Deal
Fri, Oct 24 - Fri, Oct 31
Delta Logo
6:23 pm - 10:58 pmMDW-DCA
3h 35m1 stop
Delta Logo
6:00 am - 8:40 amDCA-MDW
3h 40m1 stop
$295Delta
Find Deal

Everything you should know

Our travelers' advice
AI-generated summary based on content written by travel experts
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
Frontier
Cheapest • from $175 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
June
Cheapest • 34% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$175
Overall average: $297
Frontier
Fri 10/31Sun 11/2
MDW - DCA • 1 stop
Cheapest non-stop
$237
Typical prices: $258-406
Southwest
Tue 10/7Wed 10/8
MDW - DCA • Non-stop
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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!
Expert advice

Expert advice for your flight from Midway to Reagan-National

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airports
MDW

Midway offers a compact terminal with easy navigation, making it ideal for quick departures. Enjoy local dining options like Billy Goat Tavern.

Read more about MDWby Stefanie Waldek
DCA

DCA is easily accessible via the metro line, reaching downtown D.C. in under 30 minutes, avoiding traffic hassles.

Read more about DCAby Ramsey Qubein
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on MDW

Stefanie Waldek

Stefanie Waldek

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

Ramsey Qubein

Ramsey Qubein

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
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 Sundays 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 June, where tickets cost $194 (return) on average. On the other hand, the most expensive months are November and September, where the average cost of round-trip tickets is $370 and $361 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 $263 on average.

Good to know

Low seasonFebruary
Cheapest flight$112
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 19% 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 $112 for a one-way ticket and $175 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, JetBlue, Delta, 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 $112 or less one-way and $240 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 4242 reviews
7.0Food
8.0Comfort
8.6Crew
7.5Entertainment
8.1Boarding
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

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

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