MDW - DCA

$108 Find Cheap Flights from Chicago Midway Airport to Reagan Washington National Airport - Compare and Save

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Everything you should know

Cheapest round-trip
$209
Typical prices: $260-$416
Southwest
Wed 10/24Sat 10/27
MDW - DCA • Non-stop
Cheapest one-way
$106
Typical prices: $146-$326
Southwest
Sun 10/21
MDW - DCA • Non-stop
Nonstop flights
You can fly direct with Southwest. Average duration is 1h 49m
Direct flights
+1
Direct flights
+1
Avoid delays
Most punctual • 77% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 17 weeks in advance save around 58% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 20% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $147 (round-trip)
Shortest trip • 3h 48m (one-way)
Insights
Insights
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We hope you love your trip to Washington, D.C. Reagan-National Airport!
Flight Deals
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Expert advice
Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

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

Wed, Oct 14 - Wed, Oct 21
Southwest Logo
4:50 pm - 7:40 pmMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
1h 50mnonstop
Southwest Logo
7:30 am - 8:30 amDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
2h 00mnonstop
$216Southwest
Wed, Oct 14 - Tue, Oct 20
Southwest Logo
11:35 am - 2:20 pmMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
1h 45mnonstop
Southwest Logo
7:30 am - 8:30 amDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
2h 00mnonstop
$216Southwest
Tue, Oct 13 - Wed, Oct 14
Southwest Logo
5:40 am - 8:30 amMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
1h 50mnonstop
Southwest Logo
7:30 am - 8:30 amDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
2h 00mnonstop
$216Southwest
Wed, Nov 4 - Tue, Nov 10
Southwest Logo
9:15 am - 12:00 pmMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
1h 45mnonstop
Southwest Logo
1:00 pm - 2:10 pmDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
2h 10mnonstop
$216Southwest
Sat, Nov 14 - Wed, Nov 18
Southwest Logo
1:05 pm - 3:55 pmMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
1h 50mnonstop
Southwest Logo
6:50 pm - 8:00 pmDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
2h 10mnonstop
$218Southwest
Wed, Nov 4 - Tue, Nov 10
Southwest Logo
1:30 pm - 4:15 pmMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
1h 45mnonstop
Southwest Logo
2:40 pm - 5:45 pmDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
4h 05m1 stop Lambert-St Louis
$221Southwest
Sat, Nov 14 - Wed, Nov 18
Southwest Logo
3:30 pm - 6:15 pmMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
1h 45mnonstop
Southwest Logo
2:40 pm - 5:45 pmDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
4h 05m1 stop Lambert-St Louis
$224Southwest
Wed, Oct 14 - Wed, Oct 21
Southwest Logo
5:40 am - 8:30 amMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
1h 50mnonstop
Southwest Logo
12:20 pm - 3:30 pmDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
4h 10m1 stop Lambert-St Louis
$226Southwest
Sat, Oct 10 - Tue, Oct 13
Delta Logo
6:44 pm - 11:07 pmMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
3h 23m1 stop Detroit Metropolitan Wayne County
Delta Logo
6:10 am - 9:32 amDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
4h 22m1 stop Detroit Metropolitan Wayne County
$235Delta
Sat, Feb 13 - Tue, Feb 16
Delta Logo
6:00 am - 12:44 pmMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
5h 44m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 8:45 amDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
3h 45m1 stop Detroit Metropolitan Wayne County
$235Delta
Booking Insights

Price, demand and travel trends for Chicago Midway Airport to Washington, D.C. Reagan-National Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport with more confidence.

How much is a round-trip flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

Round-trip flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport start at $209. Prices are below average for this route right now, with typical round-trip fares ranging from $260 to $416. The lowest price found in the past 5 days was $209 on Southwest.

What's the cheapest day of the week to fly from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

Wednesday is the cheapest day of the week to fly from Chicago Midway Airport to Washington, D.C. Reagan-National Airport, it is 14% cheaper than the average day. Monday is the most expensive day with flight prices 20% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

  • September is the cheapest month to fly from Chicago Midway Airport to Washington, D.C. Reagan-National Airport at $247 round-trip.
  • March ($356) and June ($349) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 44% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago Midway Airport to Washington, D.C. Reagan-National Airport the cheapest?

Flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport are cheapest 17 weeks before departure. Booking in this window typically costs about 58% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Midway to Reagan-National

 
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.

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.

Key details for Chicago Midway Airport to Washington, D.C. Reagan-National Airport flights

Low season

January

Cheapest flight

$106
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly with an average 4% increase in price.
Flight from Chicago Midway Airport to Washington, D.C. Reagan-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

Your Chicago Midway Airport to Washington, D.C. Reagan-National Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airlines offer extra legroom and free seat selection on Chicago Midway Airport to Washington, D.C. Reagan-National Airport flights?

    Among airlines operating Chicago Midway Airport to Washington, D.C. Reagan-National Airport flights:

    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    Only Southwest operates flights between Chicago Midway Airport and Washington, D.C. Reagan-National Airport.

  • Which airports can I use when flying from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    Flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport usually depart from Chicago Midway (MDW) and arrive at Washington, D.C. Reagan-National (DCA).

  • Which airlines include bags at no extra cost on Chicago Midway Airport to Washington, D.C. Reagan-National Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Southwest: a cabin bag and a checked bag in Economy Class
    • JetBlue: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    Only Economy Class is available on flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport.

  • How much can I save by taking a layover when flying from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $147 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $311 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    The Boeing 737 MAX 8 family is used most often on this route, operated mainly by Southwest. Other aircraft seen on the route include Boeing 737-800 Passenger/BBJ2 (winglets) variants.

  • Which airports do connecting flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport pass through?

    One-stop flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport most commonly connect through:

    • Denver Intl (DEN) - 50% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 38% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 13% of one-stop connections

    Denver Intl (DEN) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    Yes. Being flexible with your travel dates can save you up to 29% on the Chicago Midway Airport to Washington, D.C. Reagan-National Airport route. Wednesday is the cheapest departure day at $268 round-trip on average, while Monday is the most expensive at $374, a difference of $106. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • At what point is a flight considered delayed from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago Midway Airport to Washington, D.C. Reagan-National Airport route, 23% of flights were delayed in the past 3 months, with delays averaging 1 hour 58 minutes.

  • How are flight departures from Chicago Midway Airport to Washington, D.C. Reagan-National Airport spread across the day?

    Morning is the busiest departure period on Chicago Midway Airport to Washington, D.C. Reagan-National Airport flights, with 40% of flights leaving in that window. Afternoon departures account for 40%, evening flights for 20%, and night flights for 0%.

  • What popular places can I visit in Washington, D.C. Reagan-National Airport?

    Some of the most popular sights in Washington, D.C. Reagan-National Airport are Walter E. Washington Convention Center, National Mall and Capital One Arena. These are among the most viewed places in Washington, D.C. Reagan-National Airport on KAYAK.

  • What are the earliest and latest flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    These are the earliest and latest flight times available from Chicago Midway Airport to Washington, D.C. Reagan-National Airport:

    • Earliest: departs at 5:30 am and lands at 7:19 am
    • Latest: departs at 9:05 pm and lands at 10:54 pm.

    The flight takes about 1h 49m.

  • How expensive are last-minute Chicago Midway Airport to Washington, D.C. Reagan-National Airport flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 91% above the route average of $310. Book 17 weeks before departure for the lowest fares.

  • How long is a flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    A nonstop flight from Chicago Midway Airport to Washington, D.C. Reagan-National Airport takes 1h 49m, covering 599 miles.

  • Do I need a passport to fly from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Chicago Midway Airport to Washington, D.C. Reagan-National Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $209 to $1,304. That means the highest observed fare was about 6x higher than the lowest one.

  • How are flight prices from Chicago Midway Airport to Washington, D.C. Reagan-National Airport looking right now?

    One-way fares from Chicago Midway Airport to Washington, D.C. Reagan-National Airport are currently lower than usual. Average one-way flight prices are about $112, which is 50% below the typical average for this route.

  • How does Southwest’s on-time performance compare to other airlines on Chicago Midway Airport to Washington, D.C. Reagan-National Airport flights?

    Southwest is the only airline operating Chicago Midway Airport to Washington, D.C. Reagan-National Airport flights. 77% of its flights are on time.

  • How do delay rates compare for morning and evening flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    Night flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

  • How much time can I save by choosing a different layover airport from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 3h 48m, compared with 5h 19m via Atlanta Hartsfield-Jackson (ATL) and 15h 44m via Denver Intl (DEN).

  • What is the time difference between Chicago Midway Airport and Washington, D.C. Reagan-National Airport?

    Washington, D.C. Reagan-National Airport is 1 hour ahead of Chicago Midway Airport (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Washington, D.C. Reagan-National Airport (DCA)?

    Washington, D.C. Reagan-National Airport (DCA) hosts 5 major car rental companies, with daily rates starting from around $23 for economy cars. Top options include:
    • Sixt
    • Dollar
    • Thrifty
    • Alamo
    • Budget

  • How much should I expect to pay for a Chicago Midway Airport to Washington, D.C. Reagan-National Airport flight?

    Round-trip flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport range from $260 to $416, with an average of $310 over the past 12 months. Anything below $260 counts as a good deal.

  • Which airlines offer Wi-Fi on Chicago Midway Airport to Washington, D.C. Reagan-National Airport flights?

    JetBlue is the only airline on the Chicago Midway Airport to Washington, D.C. Reagan-National Airport route offering in-flight Wi-Fi. Pricing depends on fare class.

Your guide to booking Chicago Midway Airport to Washington, D.C. Reagan-National Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Wednesday departure instead of Monday. On this route, Wednesday flights average $268 - about $106 less than Monday (28% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 17 weeks before you fly. On this route, that window historically saves about 58% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago Midway Airport to Washington, D.C. Reagan-National Airport trip for September. Fares historically average $247 round-trip in that month - typically $109 less than the most expensive month, which is March (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Atlanta Hartsfield-Jackson Airport (ATL) can be cheaper than flying direct. The cheapest layover option averages $147 round-trip on this route - about $164 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Washington, D.C. Reagan-National Airport.
    - Hyatt House Washington DC The Wharf
    - Intercontinental Hotels Washington D.C. - The Wharf By IHG
    - Pendry Washington DC - The Wharf

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

 
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

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Tuesday

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Wednesday

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Thursday

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Friday

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Saturday

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Sunday

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Southwest

See more direct flights

Direct returns

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

Monday

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Tuesday

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Wednesday

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Thursday

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Friday

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Saturday

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Sunday

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See more direct flights

More options for your flight from Midway to Reagan-National

Complete your trip to Reagan-National with a hotel stay or car rental