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DCA - MDW

$104 Find cheap flights from Reagan Washington National Airport to Chicago Midway 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 Reagan-National to Midway departing on 7/10. 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
0 bags
Fri 7/5
Fri 7/12

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Washington, D.C. to Chicago, 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 Washington, D.C. to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 44,281,614 times on KAYAK, and here is why:

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Cheap flight deals from Reagan-National to Midway (DCA-MDW)

 
These are the cheapest deals for flights from Reagan-National to Midway currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

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

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Reagan-National to Midway.

Recent one-way flight deals from Reagan-National to Midway

Only flying one-way? Below are some of the best one-way flight deals from Reagan-National to Midway found on KAYAK recently.

Recent last minute flight deals from Reagan-National to Midway

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Reagan-National to Midway.

Recent direct flight deals from Reagan-National to Midway

The latest deals for direct flights from Reagan-National to Midway so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Reagan-National to Midway

Find recent round-trip train or bus tickets from Reagan-National to Midway.

All round-trip flight deals to Midway

The cheapest plane tickets to Midway found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:05 am - 8:49 amDCA-MDW
3h 44m1 stop
10:41 am - 6:34 pmMDW-DCA
6h 53m1 stop
$188Delta
Find Deal
Mon, Jul 1 - Thu, Jul 4
6:05 am - 8:49 amDCA-MDW
3h 44m1 stop
9:33 am - 4:35 pmMDW-DCA
6h 02m1 stop
$198Delta
Find Deal
Mon, Jul 1 - Wed, Jul 10
12:10 pm - 5:29 pmDCA-MDW
6h 19m1 stop
5:45 pm - 11:11 pmMDW-DCA
4h 26m1 stop
$208Delta
Find Deal
Sat, Sep 14 - Sat, Sep 21
12:35 pm - 5:03 pmDCA-MDW
5h 28m1 stop
5:43 pm - 11:12 pmMDW-DCA
4h 29m1 stop
$210Delta
Find Deal
Tue, Jul 23 - Tue, Jul 30
1:59 pm - 5:29 pmDCA-MDW
4h 30m1 stop
5:45 pm - 11:11 pmMDW-DCA
4h 26m1 stop
$213Delta
Find Deal
Sat, Sep 14 - Mon, Sep 23
6:05 am - 8:49 amDCA-MDW
3h 44m1 stop
1:25 pm - 7:33 pmMDW-DCA
5h 08m1 stop
$218Delta
Find Deal
Sat, Jul 6 - Tue, Jul 9
10:00 am - 12:28 pmDCA-MDW
3h 28m1 stop
1:08 pm - 7:10 pmMDW-DCA
5h 02m1 stop
$223Delta
Find Deal
Sun, Sep 15 - Fri, Sep 20
6:05 am - 8:49 amDCA-MDW
3h 44m1 stop
5:43 pm - 10:56 pmMDW-DCA
4h 13m1 stop
$228Delta
Find Deal
Sat, Jul 6 - Sat, Jul 13
6:59 pm - 11:52 amDCA-MDW
17h 53m1 stop
6:00 am - 6:09 pmMDW-DCA
11h 09m1 stop
$254Frontier
Find Deal
Mon, Aug 19 - Wed, Sep 4
7:00 am - 10:00 pmDCA-MDW
16h 00m1 stop
7:05 am - 9:58 pmMDW-DCA
13h 53m1 stop
$256Frontier
Find Deal
Thu, Jul 18 - Sat, Jul 27
12:35 pm - 5:03 pmDCA-MDW
5h 28m1 stop
$104Delta
Find Deal
Wed, Jul 10
12:35 pm - 5:25 pmDCA-MDW
5h 50m1 stop
$105Delta
Find Deal
Wed, Sep 4
10:00 am - 12:31 pmDCA-MDW
3h 31m1 stop
$109Delta
Find Deal
Wed, Oct 23
11:35 am - 6:38 pmDCA-MDW
8h 03m1 stop
$110Delta
Find Deal
Thu, Sep 5
6:55 am - 7:55 amDCA-MDW
2h 00mnonstop
$127Southwest
Find Deal
Wed, Jun 26
12:59 pm - 8:50 pmDCA-MDW
8h 51m1 stop
$130Frontier
Find Deal
Tue, Aug 6
12:59 pm - 8:50 pmDCA-MDW
8h 51m1 stop
$131Frontier
Find Deal
Tue, Aug 6
9:00 am - 10:10 amDCA-MDW
2h 10mnonstop
$138Southwest
Find Deal
Sun, Sep 8
7:20 pm - 6:31 pmDCA-MDW
24h 11m3 stops
$383WestJet
Find Deal
Wed, Jul 3
7:20 pm - 6:31 pmDCA-MDW
24h 11m3 stops
$396WestJet
Find Deal
Wed, Jul 3
6:10 am - 11:27 amDCA-MDW
6h 17m1 stop
5:45 pm - 10:11 pmMDW-DCA
3h 26m1 stop
$480Delta
Find Deal
Sat, Jun 8 - Sat, Jun 15
6:10 am - 11:27 amDCA-MDW
6h 17m1 stop
5:45 pm - 10:11 pmMDW-DCA
3h 26m1 stop
$488Delta
Find Deal
Sat, Jun 8 - Sat, Jun 8
8:00 am - 11:52 amDCA-MDW
4h 52m1 stop
12:45 pm - 8:31 pmMDW-DCA
6h 46m1 stop
$496Delta
Find Deal
Thu, Jun 6 - Tue, Jun 11
8:00 am - 11:52 amDCA-MDW
4h 52m1 stop
12:45 pm - 7:30 pmMDW-DCA
5h 45m1 stop
$504Delta
Find Deal
Thu, Jun 6 - Sat, Jun 8
7:50 am - 1:35 pmDCA-MDW
6h 45m1 stop
12:45 pm - 9:32 pmMDW-DCA
7h 47m1 stop
$520Delta
Find Deal
Thu, Jun 6 - Fri, Jun 7
6:05 am - 8:48 amDCA-MDW
3h 43m1 stop
1:24 pm - 7:39 pmMDW-DCA
5h 15m1 stop
$536Delta
Find Deal
Sat, Jun 8 - Tue, Jun 18
12:59 pm - 7:11 pmDCA-MDW
7h 12m1 stop
5:05 am - 6:07 pmMDW-DCA
12h 02m1 stop
$812Frontier
Find Deal
Sun, Jun 9 - Sun, Jun 30
12:55 pm - 9:45 pmDCA-MDW
9h 50m1 stop
6:00 am - 6:07 pmMDW-DCA
11h 07m1 stop
$988Frontier
Find Deal
Thu, Jun 6 - Tue, Jun 11
12:59 pm - 7:11 pmDCA-MDW
7h 12m1 stop
5:55 am - 6:07 pmMDW-DCA
11h 12m1 stop
$996Frontier
Find Deal
Sun, Jun 9 - Mon, Jun 10
2:45 pm - 6:30 pmDCA-MDW
28h 45m3 stops
2:24 pm - 5:20 pmMDW-DCA
25h 56m3 stops
$1,337WestJet
Find Deal
Fri, Jun 7 - Mon, Jun 10
6:55 am - 7:55 amDCA-MDW
2h 00mnonstop
7:20 am - 10:05 amMDW-DCA
1h 45mnonstop
$264Southwest
Find Deal
Wed, Jul 17 - Fri, Jul 19

Flights from Reagan-National to Midway - Travel Insights & Trends

Get data-powered insights and trends into flights from Reagan-National to Midway 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 Reagan Washington National Airport to Chicago Midway Airport?

The average price of all flights from Washington, D.C. Reagan-National Airport to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Chicago Midway Airport on a Sunday and more expensive on a Monday. On your return trip to Reagan Washington National Airport, you should consider flying back on a Wednesday, and avoid Sundays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Washington, D.C. Reagan-National Airport to Chicago Midway 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 Washington, D.C. Reagan-National Airport to Chicago Midway Airport is April, where tickets cost $69 on average. On the other hand, the most expensive months are October and November, where the average cost of tickets is $432 and $399 respectively.

Which airlines provide the cheapest flights from Reagan Washington National Airport to Chicago Midway Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The best deals for a one-way ticket found by KAYAK users over the last 3 days were on Delta ($104) and Southwest ($127). The cheapest round-trip tickets were found on Delta ($188) and Frontier ($254).

How many flights are there between Washington, D.C. Reagan-National Airport and Chicago Midway Airport per day?

Each day, there are between 5 and 11 nonstop flights that take off from Washington, D.C. Reagan-National Airport and land in Chicago Midway Airport, with an average flight time of 2h 02m. The most common departure time is 6:00 am and most flights take off in the morning. Each week, there are 54 flights. The most frequent day of departure is Friday, when 20% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Washington, D.C. Reagan-National Airport and Chicago Midway Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

How long does a flight from Reagan Washington National Airport to Chicago Midway Airport take?

Nonstop flights from Reagan Washington National Airport generally make it to Chicago Midway Airport in 2h 00m. The flying distance between the two cities is 599 miles.

What’s the earliest departure time from Reagan Washington National Airport to Chicago Midway Airport?

Early birds can take the earliest flight from Washington, D.C. Reagan-National Airport at 6:10 am and will be landing in Chicago Midway Airport at 7:10 am.

What’s the latest departure time from Reagan Washington National Airport to Chicago Midway Airport?

If you prefer to fly at night, the latest flight from Washington, D.C. Reagan-National Airport to Chicago Midway Airport jets off at 9:25 pm and lands at 10:25 pm.

Good to know

Low season

November

High season

October

Cheapest flight

$104
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly with an average 5% increase in price.
Flight from Reagan Washington National Airport to Chicago Midway Airport

When to book flights from Reagan-National to Midway

Are your dates flexible? Find out the best times to travel from Reagan-National to Midway 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 Reagan Washington National Airport to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Washington, D.C. Reagan-National Airport to Chicago Midway Airport was $104 for a one-way ticket and $188 for a round-trip.

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

    No

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

    When flying out of Reagan Washington National Airport you will be using Washington, D.C. Reagan-National. You will be landing at Chicago Midway Airport, also known as Chicago Midway.

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

    Only American Airlines offers inflight Wi-Fi service on the Reagan Washington National Airport to Chicago Midway Airport flight route.

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

    The Airbus A319 is the aircraft model that flies most regularly on the Reagan Washington National Airport to Chicago Midway Airport flight route.

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

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

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Reagan Washington National 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 Reagan Washington National Airport to Chicago Midway 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 Chicago Midway Airport with an airline and back to Reagan Washington National Airport with another airline. Booking your flights between Reagan Washington National Airport and MDW 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 Reagan Washington National Airport to Chicago Midway 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 Chicago Midway Airport from Reagan Washington National Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Reagan Washington National Airport to Chicago Midway Airport?

Find which airlines fly direct from Reagan-National to Midway, which days they fly and book direct flights.

Nonstop departures

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

Nonstop returns

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
See more direct flights

Top airline flying from Reagan-National to Midway

 
See real verified KAYAK customer reviews for airlines flying from Washington, D.C. to Chicago. 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 Reagan-National to Midway? 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
DeltaOverall score based on 10377 reviews
7.4Food
8.2Boarding
8.6Crew
7.9Comfort
8.0Entertainment
Airline reviews

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

2.0 MediocreFelipe, Jun 2024DTW - SAN
Read more about Delta reviews

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Book cheap flights from Washington, D.C. to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Washington, D.C. to Chicago found on KAYAK in the last 72 hours.
7/10Wed
1 stopDelta
5h 28mDCA-MDW
$104
9/4Wed
1 stopDelta
5h 50mDCA-MDW
$105
10/23Wed
1 stopDelta
3h 31mDCA-MDW
$109
9/5Thu
1 stopDelta
8h 03mDCA-MDW
$110
6/26Wed
nonstopSouthwest
2h 00mDCA-MDW
$127
8/6Tue
1 stopFrontier
8h 51mDCA-MDW
$130
8/6Tue
1 stopFrontier
8h 51mDCA-MDW
$131
9/8Sun
nonstopSouthwest
2h 10mDCA-MDW
$138
7/3Wed
3 stopsWestJet
24h 11mDCA-MDW
$383
7/3Wed
3 stopsWestJet
24h 11mDCA-MDW
$396

Search by stops

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Last minute flights from Reagan-National to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Washington, D.C. to Chicago that are departing in the next 10 days.
6/8Sat
multi-stopDelta
6h 17mDCA-MDW
6/15Sat
multi-stopDelta
3h 26mMDW-DCA
$480
6/8Sat
multi-stopDelta
6h 17mDCA-MDW
6/8Sat
multi-stopDelta
3h 26mMDW-DCA
$488
6/6Thu
multi-stopDelta
4h 52mDCA-MDW
6/11Tue
multi-stopDelta
6h 46mMDW-DCA
$496
6/6Thu
multi-stopDelta
4h 52mDCA-MDW
6/8Sat
multi-stopDelta
5h 45mMDW-DCA
$504
6/6Thu
multi-stopDelta
6h 45mDCA-MDW
6/7Fri
multi-stopDelta
7h 47mMDW-DCA
$520
6/8Sat
multi-stopDelta
3h 43mDCA-MDW
6/18Tue
multi-stopDelta
5h 15mMDW-DCA
$536
6/9Sun
multi-stopFrontier
7h 12mDCA-MDW
6/30Sun
multi-stopFrontier
12h 02mMDW-DCA
$812
6/6Thu
multi-stopFrontier
9h 50mDCA-MDW
6/11Tue
multi-stopFrontier
11h 07mMDW-DCA
$988
6/9Sun
multi-stopFrontier
7h 12mDCA-MDW
6/10Mon
multi-stopFrontier
11h 12mMDW-DCA
$996
6/7Fri
multi-stopWestJet
28h 45mDCA-MDW
6/10Mon
multi-stopWestJet
25h 56mMDW-DCA
$1,337

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Reagan Washington National Airport - Chicago Midway Airport Flights

Departure:

Reagan Washington National Airport (DCA)United States

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Reagan Washington National Airport

Cabin classes:

$378

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