MDW - DCA

$130 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
$259
Typical prices: $264-$428
Southwest
Mon 11/26Mon 12/3
MDW - DCA • Non-stop
Cheapest one-way
$130
Typical prices: $149-$323
Southwest
Mon 11/26
MDW - DCA • Non-stop
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 1h 48m
Direct flights
+1
Direct flights
+1
Avoid delays
Southwest
Most punctual • 77% on-time
Night
Best time • Fewest delays
Insights
Insights
When to book
17 weeks
in advance
Our data shows that travelers who book at least 17 weeks in advance save around 57% compared to booking last minute.
Insights
Insights
When to travel
September
Cheapest • 19% price drop
May
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Atlanta Hartsfield-Jackson (ATL)
Cheapest • Avg $147 (round-trip)
Detroit Metropolitan Wayne County (DTW)
Shortest trip • 3h 49m (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, Dec 2 - Mon, Dec 7
Southwest Logo
8:35 pm - 11:20 pmMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
1h 45mnonstop
Southwest Logo
3:35 pm - 4:50 pmDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
2h 15mnonstop
$259Southwest
Thu, Dec 3 - Mon, Dec 7
Southwest Logo
7:25 am - 10:15 amMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
1h 50mnonstop
Southwest Logo
11:00 am - 12:05 pmDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
2h 05mnonstop
$259Southwest
Thu, Dec 10 - Thu, Dec 17
Southwest Logo
9:15 am - 12:00 pmMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
1h 45mnonstop
Southwest Logo
9:15 pm - 10:20 pmDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
2h 05mnonstop
$259Southwest
Tue, Dec 8 - Thu, Dec 10
Southwest Logo
1:30 pm - 4:15 pmMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
1h 45mnonstop
Southwest Logo
11:00 am - 12:05 pmDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
2h 05mnonstop
$259Southwest
Mon, Nov 23 - Thu, Dec 3
Southwest Logo
9:05 pm - 11:55 pmMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
1h 50mnonstop
Southwest Logo
3:35 pm - 4:50 pmDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
2h 15mnonstop
$259Southwest
Thu, Nov 26 - Thu, Dec 3
Southwest Logo
7:40 am - 10:30 amMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
1h 50mnonstop
Southwest Logo
8:55 pm - 10:10 pmDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
2h 15mnonstop
$259Southwest
Mon, Dec 7 - Thu, Dec 10
Southwest Logo
8:35 pm - 11:20 pmMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
1h 45mnonstop
Southwest Logo
6:10 am - 7:15 amDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
2h 05mnonstop
$259Southwest
Tue, Dec 1 - Sat, Dec 5
Southwest Logo
4:30 pm - 7:15 pmMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
1h 45mnonstop
Southwest Logo
2:35 pm - 3:40 pmDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
2h 05mnonstop
$259Southwest
Thu, Nov 26 - Thu, Dec 3
Delta Logo
11:05 am - 10:00 pmMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
9h 55m1 stop Minneapolis St Paul
Delta Logo
6:59 am - 12:04 pmDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
6h 05m1 stop Atlanta Hartsfield-Jackson
$274Delta
Thu, Nov 26 - Wed, Dec 2
Delta Logo
11:05 am - 10:00 pmMDW  Chicago Midway-DCA Washington, D.C. Reagan-National
9h 55m1 stop Minneapolis St Paul
Delta Logo
9:45 am - 1:01 pmDCA  Washington, D.C. Reagan-National-MDW Chicago Midway
4h 16m1 stop Detroit Metropolitan Wayne County
$274Delta
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 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 typically range from $264 to $428. The lowest price found in the past 5 days was $259, on Southwest.

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

Based on deals KAYAK users found in the last 12 months, Wednesday is the cheapest day of the week to fly from Chicago Midway Airport to Washington, D.C. Reagan-National Airport. It’s 14% cheaper than the average day, while Monday is the most expensive, with prices 18% higher.

What’s 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 $257 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 38% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights 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 57% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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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.

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

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

Low season

January

Cheapest flight

$130
Beat the crowds with an average 39% drop in travelers.
The most popular month to fly with an average 30% increase in travelers.
One-way 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 answers about this route, including flight times, airports, airlines and booking tips.

  • 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 7:18 am
    • Latest: departs at 9:05 pm and lands at 10:53 pm.

    The flight takes about 1h 48m.

  • 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 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 48m, 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.

  • 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 $264 to $428, with an average of $317 over the past 12 months. Anything below $264 counts as a good deal.

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

    Last-minute fares on this route (booked within two weeks of departure) run 82% above the $317 route average. Book 17 weeks before departure for the lowest fares.

  • 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 $318 for nonstop.

  • How does on-time performance compare across airlines flying from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

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

  • 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 Airbus A321neo variants.

  • 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%.

  • 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 $259 to $1,377. That means the highest observed fare was about 5x 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 $132, which is 42% below the typical average for this route.

  • 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 averaging $71 for economy cars. Top options include:

    • Sixt
    • Dollar
    • Thrifty
    • Hertz
    • Alamo

  • 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).

  • What time of day has the fewest delays on flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport?

    Night flights have the fewest delays on this route, while evening departures tend to have the most.

  • 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 1h 58m.

  • 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) - 33% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 17% of one-stop connections

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

    Yes. Flexible dates can save you up to 28% on flights from Chicago Midway Airport to Washington, D.C. Reagan-National Airport. Wednesday is the cheapest departure day at $273 round-trip on average, while Monday is the most expensive at $376, a difference of $103.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly 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.

  • 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 49m, compared with 5h 19m via Atlanta Hartsfield-Jackson (ATL) and 18h 06m 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 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.

  • 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.

  • 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

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

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 are flexible, aim for a Wednesday departure and avoid flying on Monday. On this route, Wednesday flights average $273, about $103 less than Monday fares (27% 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 57% 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 $257 round-trip in that month - typically $99 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 $171 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
    • Canopy by Hilton Washington D.C - 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

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

More options for your flight from Midway to Reagan-National

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

Car rentals in Washington, D.C.
Hotels in Washington, D.C.
Vacations in Washington, D.C.