MDW - WAS

$88 Find Cheap Flights from Chicago Midway Airport to Washington, D.C.

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Washington, D.C. departing on 5/9. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Washington, D.C.

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Washington, D.C., 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 Chicago to Washington, D.C., as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

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

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

Everything you should know

Cheapest round-trip
$145
Overall average: $262
Frontier
Wed 5/6Tue 5/12
MDW - BWI • 1 stop
Cheapest non-stop
$209
Typical prices: $260-$303
Southwest
Tue 4/7Wed 4/8
MDW - BWI • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Midway's compact terminal eases quick departures.
DCA is just 4 miles from downtown DC.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $145 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Southwest. Average duration is 1h 48m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top routes
Cheapest • 2% average savings
Most popular
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 80% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $170 (round-trip)
Shortest trip • 3h 39m (one-way)
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
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)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Washington, D.C. 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 for you by selecting your travel dates on KAYAK.

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

Wed, May 6 - Tue, May 12
Frontier Logo
12:04 pm - 10:57 pm
MDW
-
BWI
9h 53m
1 stop
Frontier Logo
8:52 am - 10:02 pm
BWI
-
MDW
14h 10m
1 stop
$145Frontier
Wed, Apr 15 - Wed, Apr 22
Frontier Logo
6:30 am - 4:54 pm
MDW
-
BWI
9h 24m
1 stop
Frontier Logo
5:49 pm - 7:26 am
BWI
-
MDW
14h 37m
2 stops
$171Frontier
Tue, Apr 14 - Tue, Apr 21
Frontier Logo
6:10 am - 4:54 pm
MDW
-
BWI
9h 44m
1 stop
Frontier Logo
12:17 pm - 10:14 pm
BWI
-
MDW
10h 57m
1 stop
$178Frontier
Thu, Apr 30 - Mon, May 4
Frontier Logo
6:00 am - 5:11 pm
MDW
-
BWI
10h 11m
1 stop
Frontier Logo
2:43 pm - 10:19 pm
BWI
-
MDW
8h 36m
1 stop
$180Frontier
Thu, Apr 9 - Tue, Apr 14
Frontier Logo
2:56 pm - 12:44 am
MDW
-
BWI
8h 48m
1 stop
Frontier Logo
12:17 pm - 7:31 pm
BWI
-
MDW
8h 14m
1 stop
$181Frontier
Thu, Apr 9 - Mon, Apr 13
Frontier Logo
2:56 pm - 12:44 am
MDW
-
BWI
8h 48m
1 stop
Frontier Logo
3:19 pm - 10:19 pm
BWI
-
MDW
8h 00m
1 stop
$187Frontier
Wed, Apr 22 - Sat, Apr 25
Multiple Airlines Logo
6:15 am - 4:54 pm
MDW
-
BWI
9h 39m
1 stop
Multiple Airlines Logo
11:46 am - 10:14 pm
BWI
-
MDW
11h 28m
2 stops
$195Multiple Airlines
Tue, Apr 7 - Wed, Apr 8
Southwest Logo
4:20 pm - 7:10 pm
MDW
-
DCA
1h 50mnonstop
Southwest Logo
11:45 am - 12:45 pm
DCA
-
MDW
2h 00mnonstop
$209Southwest
Wed, Apr 8 - Wed, Apr 15
Southwest Logo
1:55 pm - 6:40 pm
MDW
-
DCA
3h 45m
1 stop
Southwest Logo
7:55 am - 9:00 am
DCA
-
MDW
2h 05mnonstop
$215Southwest
Tue, Apr 7 - Wed, Apr 8
Delta Logo
6:34 pm - 10:51 pm
MDW
-
DCA
3h 17m
1 stop
Delta Logo
12:29 pm - 5:54 pm
DCA
-
MDW
6h 25m
1 stop
$229Delta
Booking Insights

KAYAK's insights & trends for Midway to Washington, D.C. flights

Get data-powered insights and trends into flights from Midway to Washington, D.C. to help you find the cheapest flights, the best time to fly and much more.

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

Data is based on round-trip flight searches on KAYAK over the past month.

The absolute cheapest return flight from Chicago Midway Airport to Washington, D.C. costs $233 on the route between Chicago Midway Airport (MDW) and Baltimore (BWI). However, over the past month, flights between Chicago Midway Airport (MDW) and Washington, D.C. Reagan-National Airport (DCA) were, on average, 2% cheaper than other Chicago Midway Airport-Washington, D.C. routes. The most popular route is between Chicago Midway Airport (MDW) and Baltimore (BWI).

Can I save money by flying with a layover from Chicago Midway Airport to Washington, D.C.?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $277 on average.

Expert advice

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

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
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.

Good to know

Low seasonSeptember
Cheapest flight$88
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly and prices are also 24% lower on average.
Flight from Chicago Midway Airport to Baltimore

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
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 Chicago Midway Airport to Washington, D.C. flights

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

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Washington, D.C. was $88 for a one-way ticket and $145 for a round-trip.

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

    No

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Washington, D.C.?

    American Airlines, and Delta offer inflight Wi-Fi service on the Chicago Midway Airport to Washington, D.C. flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Washington, D.C.?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Chicago Midway Airport to Washington, D.C. flight route.

  • On which days can I fly direct from Chicago Midway Airport to Washington, D.C.?

    There are nonstop flights from Chicago Midway Airport to Washington, D.C. on a daily basis.

  • Which is the best airline for flights from Chicago to Washington, D.C., Southwest or Frontier?

    The two airlines most popular with KAYAK users for flights from Chicago to Washington, D.C. are Southwest and Frontier. With an average price for the route of $310 and an overall rating of 8.0, Southwest is the most popular choice. Frontier is also a great choice for the route, with an average price of $129 and an overall rating of 5.7.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Washington, D.C.?

    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 Chicago Midway Airport to Washington, D.C..

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Washington, D.C. from Chicago Midway 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 Chicago Midway Airport to Washington, D.C.?

    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 Washington, D.C. with an airline and back to Chicago Midway Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Washington, D.C.?

    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 Washington, D.C. from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Washington, D.C.

  • Looking for a cheap flight? 25% of our users found flights on this route for $153 or less one-way and $300 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Washington, D.C.?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway 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

Reviews of the top airlines flying from Midway to Washington, D.C.

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Washington, D.C.. 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 Midway to Washington, D.C.? 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
SouthwestOverall score based on 4318 reviews
8.6Crew
8.0Comfort
7.0Food
8.1Boarding
7.5Entertainment
Airline reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Everything you need to know for your flight from Midway to Washington, D.C.

Information on your arrival and departure airports