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DCA - MDW

Find cheap flights from Reagan Washington National Airport to Chicago Midway Airport from $89

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 7/17. 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
mer 5/29
mer 6/5

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 43,983,279 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

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

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Reagan-National to Midway 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 and deals for you by selecting your travel dates.
Choose your dates
1:59 pm - 5:59 pmDCA-MDW
5h 00m1 stop
5:45 pm - 11:09 pmMDW-DCA
4h 24m1 stop
$177Delta
Find Deal
mar, lug 9 - mar, lug 16
6:10 am - 9:06 amDCA-MDW
3h 56m1 stop
4:41 pm - 11:57 pmMDW-DCA
6h 16m1 stop
$178Delta
Find Deal
mer, mag 29 - mer, mag 29
6:10 am - 9:06 amDCA-MDW
3h 56m1 stop
5:47 pm - 10:47 pmMDW-DCA
4h 00m1 stop
$193Delta
Find Deal
mar, mag 28 - gio, mag 30
6:05 am - 8:48 amDCA-MDW
3h 43m1 stop
5:45 pm - 10:56 pmMDW-DCA
4h 11m1 stop
$203Delta
Find Deal
mar, giu 18 - sab, giu 22
9:15 pm - 10:10 pmDCA-MDW
1h 55mnonstop
5:05 pm - 8:00 pmMDW-DCA
1h 55mnonstop
$247Southwest
Find Deal
lun, mag 20 - mar, mag 21
6:55 am - 8:00 amDCA-MDW
2h 05mnonstop
7:35 am - 10:20 amMDW-DCA
1h 45mnonstop
$248Southwest
Find Deal
lun, giu 3 - mer, giu 5
12:59 pm - 11:52 amDCA-MDW
23h 53m1 stop
6:00 am - 12:09 pmMDW-DCA
29h 09m1 stop
$254Frontier
Find Deal
gio, set 5 - lun, set 9
7:00 am - 9:46 pmDCA-MDW
15h 46m1 stop
5:55 am - 9:59 pmMDW-DCA
15h 04m1 stop
$255Frontier
Find Deal
gio, giu 13 - mer, giu 19
1:00 pm - 9:00 pmDCA-MDW
9h 00m1 stop
5:05 pm - 8:00 pmMDW-DCA
1h 55mnonstop
$256Southwest
Find Deal
lun, mag 20 - mar, mag 21
7:00 am - 9:27 pmDCA-MDW
15h 27m1 stop
5:01 am - 6:07 pmMDW-DCA
12h 06m1 stop
$257Frontier
Find Deal
gio, mag 30 - lun, giu 3

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 Wednesday and more expensive on a Monday. On your return trip to Reagan Washington National Airport, you should consider flying back on a Tuesday, and avoid Thursdays 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 September, where tickets cost $204 on average. On the other hand, the most expensive months are May and December, where the average cost of tickets is $477 and $470 respectively.

How far in advance should I book a flight from Washington, D.C. Reagan-National Airport to Chicago Midway Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure 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 average of all the values for each month.
To get a below average price on the flight from Washington, D.C. Reagan-National Airport to Chicago Midway Airport, you should book around 5 days before departure. For the absolute cheapest price, our data suggests you should book 9 days before departure.

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 ($89) and Frontier ($129). The cheapest round-trip tickets were found on Delta ($177) and Southwest ($247).

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

Each day, there are between 4 and 6 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 03m. The most common departure time is 6:00 pm and most flights take off in the morning. Each week, there are 40 flights. The most frequent day of departure is Monday, when 15% 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 05m. 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 6:25 am and will be landing in Chicago Midway Airport at 7:25 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

$89
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly with an average 13% 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 $89 for a one-way ticket and $177 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 10913 reviews
8.2Boarding
7.9Comfort
8.0Entertainment
7.4Food
8.6Crew
Airline reviews

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

8.0 ExcellentCynthia, Apr 2024TYS - ATL
Read more about Delta reviews

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

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.
7/17mer
1 stopDelta
3h 35mDCA-MDW
$89
6/15sab
1 stopDelta
5h 55mDCA-MDW
$114
5/25sab
1 stopFrontier
9h 11mDCA-MDW
$129
6/11mar
1 stopFrontier
7h 09mDCA-MDW
$133
5/28mar
1 stopFrontier
7h 49mDCA-MDW
$134
5/20lun
1 stopFrontier
19h 52mDCA-MDW
$135
5/20lun
1 stopFrontier
19h 52mDCA-MDW
$136
7/15lun
1 stopFrontier
25h 21mDCA-MDW
$138
6/16dom
1 stopDelta
3h 43mDCA-MDW
$139
7/1lun
1 stopFrontier
23h 15mDCA-MDW
$140

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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.
5/4sab
multi-stopDelta
3h 49mDCA-MDW
5/6lun
multi-stopDelta
4h 01mMDW-DCA
$473
5/2gio
multi-stopDelta
3h 49mDCA-MDW
5/4sab
multi-stopDelta
6h 00mMDW-DCA
$512
5/2gio
multi-stopDelta
3h 49mDCA-MDW
5/11sab
multi-stopDelta
4h 34mMDW-DCA
$612
5/1mer
multi-stopDelta
4h 59mDCA-MDW
5/9gio
multi-stopDelta
5h 09mMDW-DCA
$710
5/2gio
multi-stopDelta
5h 56mDCA-MDW
5/5dom
multi-stopDelta
5h 34mMDW-DCA
$735
5/3ven
multi-stopDelta
4h 35mDCA-MDW
5/5dom
multi-stopDelta
6h 41mMDW-DCA
$788
5/2gio
multi-stopFrontier
17h 39mDCA-MDW
5/12dom
multi-stopFrontier
18h 34mMDW-DCA
$807
5/3ven
multi-stopDelta
4h 35mDCA-MDW
5/6lun
multi-stopDelta
4h 01mMDW-DCA
$885
5/3ven
multi-stopDelta
3h 49mDCA-MDW
5/3ven
multi-stopDelta
4h 25mMDW-DCA
$910
5/4sab
multi-stopFrontier
8h 49mDCA-MDW
5/11sab
multi-stopFrontier
10h 29mMDW-DCA
$948

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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:

$520