MDW - WAS

$118 Find Cheap Flights from Chicago Midway Airport to Washington, D.C. - Compare and Save

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Everything you should know

Cheapest round-trip
$197
Typical prices: $260-$426
Frontier
Mon 12/17Thu 1/4
MDW - IAD • 1 stop
Cheapest non-stop
$259
Typical prices: $265-$429
Southwest
Mon 11/26Mon 12/3
MDW - DCA • Non-stop
Nonstop flights
You can fly direct with Southwest. Average duration is 1h 48m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 14% average savings
Most popular
Insights
Insights
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 57% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 18% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $241 (round-trip)
Shortest trip • 3h 46m (one-way)
Insights
Insights
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We hope you love your trip to Washington, D.C.!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Midway to Washington, D.C. (MDW-WAS)

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

Recent round-trip flight deals from Midway to Washington, D.C.

Thu, Dec 17 - Mon, Jan 4
Frontier Logo
6:52 am - 3:13 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
7h 21m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
5:30 am - 12:01 amIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
19h 31m1 stop Atlanta Hartsfield-Jackson
$197Frontier
Sat, Nov 21 - Tue, Nov 24
Frontier Logo
8:28 am - 3:03 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
5h 35m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:50 am - 12:21 pmIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
6h 31m1 stop Atlanta Hartsfield-Jackson
$198Frontier
Tue, Nov 17 - Sat, Nov 21
Frontier Logo
6:08 am - 5:12 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
10h 04m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
10:47 pm - 8:14 amIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
10h 27m1 stop Atlanta Hartsfield-Jackson
$198Frontier
Sat, Dec 5 - Tue, Dec 8
Frontier Logo
10:40 am - 8:10 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
8h 30m1 stop Dallas/Fort Worth
Frontier Logo
8:55 pm - 9:45 amIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
13h 50m1 stop Dallas/Fort Worth
$198Frontier
Tue, Nov 17 - Sat, Nov 21
Frontier Logo
6:08 am - 5:12 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
10h 04m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
10:47 pm - 8:14 amIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
10h 27m1 stop Atlanta Hartsfield-Jackson
$198Frontier
Tue, Nov 24 - Wed, Nov 25
Frontier Logo
9:09 am - 3:03 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
4h 54m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
10:47 pm - 8:14 amIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
10h 27m1 stop Atlanta Hartsfield-Jackson
$200Frontier
Tue, Nov 10 - Sat, Nov 14
Frontier Logo
6:08 am - 5:12 pmMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
10h 04m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:48 am - 5:47 pmIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
10h 59m1 stop Atlanta Hartsfield-Jackson
$200Frontier
Sat, Dec 19 - Sat, Jan 9
Frontier Logo
1:11 pm - 12:51 amMDW  Chicago Midway-IAD Washington, D.C. Dulles Intl
10h 40m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
5:30 am - 4:26 pmIAD  Washington, D.C. Dulles Intl-MDW Chicago Midway
11h 56m1 stop Atlanta Hartsfield-Jackson
$200Frontier
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
Booking Insights

Price, demand and travel trends for Chicago Midway Airport to Washington, D.C. 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.?

Round-trip flights from Chicago Midway Airport to Washington, D.C. typically range from $260 to $426. The lowest price found in the past 5 days was $197, on Frontier.

What is the cheapest Chicago Midway Airport to Washington, D.C. flight route?

Chicago Midway Airport (MDW) to Washington, D.C. Dulles Intl Airport (IAD) is the cheapest Chicago Midway Airport to Washington, D.C. route, averaging $237 round-trip. Other Chicago Midway Airport to Washington, D.C. routes average $317, based on KAYAK data over the past 12 months.

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

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.. It’s 15% cheaper than the average day, while Monday is the most expensive, with prices 19% higher.

What’s the cheapest month to fly from Chicago Midway Airport to Washington, D.C.?

•September is the cheapest month to fly from Chicago Midway Airport to Washington, D.C. 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. the cheapest?

Flights from Chicago Midway Airport to Washington, D.C. 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.

Expert advice

Expert advice for your flight from Midway to Washington, D.C.

 
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 and DCA

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.

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

Low season

January

Cheapest flight

$118
Beat the crowds with an average 39% drop in travelers.
The most popular month to fly with an average 32% increase in travelers.
One-way flight from Chicago Midway Airport to Washington, D.C. Dulles Intl Airport

When to book flights from Midway to Washington, D.C.

Are your dates flexible? Find out the best times to travel from Midway to Washington, D.C. 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. 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.?

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

    • 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.?

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

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

    A nonstop flight from Chicago Midway Airport to Washington, D.C. takes 1h 48m, covering 597 miles.

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

    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. flight?

    Round-trip flights from Chicago Midway Airport to Washington, D.C. range from $260 to $426, with an average of $315 over the past 12 months. Anything below $260 counts as a good deal.

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

    Last-minute fares on this route (booked within two weeks of departure) run 83% above the $315 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.?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $241 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $318 for nonstop.

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

    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.

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

    Morning is the busiest departure period on Chicago Midway Airport to Washington, D.C. 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. 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 $197 to $1,237. 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. looking right now?

    One-way fares from Chicago Midway Airport to Washington, D.C. are currently lower than usual. Average one-way flight prices are about $122, which is 45% below the typical average for this route.

  • What car rental options are available in Washington, D.C.?

    Since Washington, D.C. is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Washington, D.C. Reagan-National Airport (DCA) — daily rates averaging $71:

    • Sixt
    • Dollar
    • Thrifty
    • Hertz
    • Alamo

    Near Washington, D.C. Dulles Intl Airport (IAD) — daily rates averaging $70:

    • Dollar
    • Hertz
    • Budget
    • Sixt
    • Thrifty

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

    Flights from Chicago Midway Airport to Washington, D.C. usually depart from Chicago Midway (MDW) and may arrive at several airports in Washington, D.C. area, including Washington, D.C. Reagan-National (DCA) and Washington, D.C. Dulles Intl (IAD).

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

    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.?

    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. route, 23% of flights were delayed in the past 3 months, with delays averaging 1h 36m.

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

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

    • Atlanta Hartsfield-Jackson (ATL) - 74% of one-stop connections
    • Detroit Metropolitan Wayne County (DTW) - 16% of one-stop connections
    • Denver Intl (DEN) - 10% of one-stop connections

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

    Yes. Flexible dates can save you up to 29% on flights from Chicago Midway Airport to Washington, D.C.. Wednesday is the cheapest departure day at $269 round-trip on average, while Monday is the most expensive at $376, a difference of $107.

    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.?

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

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

    Flying via Detroit Metropolitan Wayne County (DTW) gives the shortest average 1-stop total travel time at 3h 46m, compared with 8h 07m 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.?

    Washington, D.C. 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.?

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

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

    Among airlines operating Chicago Midway Airport to Washington, D.C. 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. 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. 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 $269, about $107 less than Monday fares (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 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. 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).
  • For the best chance of arriving on time, fly with Southwest. Over the past three months, 77% of Southwest flights from Chicago Midway Airport to Washington, D.C. arrived on time, slightly above the route average of 77%. When flights on this route arrive late, they're delayed by an average of 1h 36m, so choosing an airline with strong on-time performance can make a difference if you're on a tight schedule.
  • 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 $241 round-trip on this route - about $77 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 Washington, D.C.?

 
Find which airlines fly direct from Chicago Midway Airport to Washington, D.C., which days they fly and book direct flights.

Direct departures

Chicago Midway to Washington, D.C.

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. 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 Washington, D.C.

Complete your trip to Washington, D.C. with a hotel stay or car rental