MDW - WAS

$55 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 11/13. 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
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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.

Sat, Nov 22 - Mon, Nov 24
Frontier Logo
12:25 pm - 3:21 pmMDW-BWI
1h 56mnonstop
Frontier Logo
4:06 pm - 5:15 pmBWI-MDW
2h 09mnonstop
$96Frontier
Find Deal
Sat, Nov 15 - Mon, Nov 17
Frontier Logo
1:37 pm - 12:02 amMDW-BWI
9h 25m1 stop
Frontier Logo
7:25 pm - 8:31 pmBWI-MDW
2h 06mnonstop
$97Frontier
Find Deal
Sat, Nov 15 - Sun, Nov 16
Frontier Logo
6:15 am - 3:35 pmMDW-BWI
8h 20m1 stop
Frontier Logo
9:21 am - 10:26 amBWI-MDW
2h 05mnonstop
$103Frontier
Find Deal
Thu, Nov 13 - Sat, Nov 15
Frontier Logo
10:12 am - 7:26 pmMDW-BWI
8h 14m1 stop
Frontier Logo
4:30 pm - 9:35 pmBWI-MDW
6h 05m1 stop
$110Frontier
Find Deal
Sat, Nov 15 - Tue, Nov 18
Multiple Airlines Logo
1:37 pm - 12:02 amMDW-BWI
9h 25m1 stop
Multiple Airlines Logo
2:00 pm - 12:41 pmBWI-MDW
23h 41m1 stop
$133Multiple Airlines
Find Deal
Thu, Nov 13 - Tue, Nov 18
Multiple Airlines Logo
10:12 am - 7:26 pmMDW-BWI
8h 14m1 stop
Multiple Airlines Logo
9:36 pm - 12:41 pmBWI-MDW
16h 05m2 stops
$142Multiple Airlines
Find Deal
Wed, Nov 19 - Wed, Dec 3
Southwest Logo
6:40 am - 9:30 amMDW-BWI
1h 50mnonstop
Southwest Logo
8:00 pm - 9:05 pmBWI-MDW
2h 05mnonstop
$168Southwest
Find Deal
Mon, Dec 15 - Wed, Dec 17
Southwest Logo
10:05 am - 1:00 pmMDW-DCA
1h 55mnonstop
Southwest Logo
6:00 am - 7:05 amDCA-MDW
2h 05mnonstop
$237Southwest
Find Deal
Tue, Nov 18 - Tue, Dec 9
Delta Logo
5:34 pm - 11:41 pmMDW-DCA
5h 07m1 stop
Delta Logo
7:40 pm - 11:47 pmDCA-MDW
5h 07m1 stop
$257Delta
Find Deal
Mon, Dec 8 - Thu, Dec 11
Delta Logo
12:50 pm - 6:21 pmMDW-IAD
4h 31m1 stop
Delta Logo
10:08 am - 4:18 pmIAD-MDW
7h 10m1 stop
$257Delta
Find Deal

Everything you should know

Our travelers' advice
AI-generated summary based on content written by travel experts
Midway's compact terminal eases quick departures.
DCA is just 4 miles from downtown DC.
Expert advice
Expert advice
Expert advice
Expert advice
Top routes
MDW-BWI
Cheapest • 44% average savings
MDW-BWI
Most popular
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 32% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$96
Overall average: $288
Frontier
Sat 11/22Mon 11/24
MDW - BWI • Non-stop
Cheapest one-way
$55
Typical prices: $79-$174
Frontier
Thu 11/13
MDW - BWI • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Washington, D.C.!
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 cheapest return flight from Chicago Midway Airport to Washington, D.C. costs $91 on the route between Chicago Midway Airport (MDW) and Baltimore (BWI). Over the past month, this route was, on average, 44% cheaper than other Chicago Midway Airport-Washington, D.C. routes. It is also the most popular route.

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

The average price of all round-trip flights from Chicago Midway Airport to Washington, D.C. clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Washington, D.C. on a Thursday and more expensive on a Thursday. On your return trip to Chicago Midway Airport, you should consider flying back on a Tuesday, and avoid Wednesdays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Washington, D.C., 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 Chicago Midway Airport to Washington, D.C. is September, where tickets cost $154 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $275 and $268 respectively.

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.

No, with an average price for the route of $253, prices are generally cheapest when you fly direct.

Expert advice

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

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airports
MDW

Midway offers a compact terminal with easy navigation, making it ideal for quick departures. Enjoy local dining options like Billy Goat Tavern.

Read more about MDWby Stefanie Waldek
DCA

DCA is just 4 miles from downtown DC. Use the Metrorail for a quick 10-minute ride to the city center.

Read more about DCAby Stefanie Waldek
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on MDW and DCA

Stefanie Waldek

Stefanie Waldek

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

Good to know

Low seasonJanuary
Cheapest flight$55
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 14% 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 $55 for a one-way ticket and $96 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.?

    Only American Airlines offers 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.

  • Which airline alliances offer flights from Chicago Midway Airport to Washington, D.C.?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Washington, D.C..

  • 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 $273 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 $131 and an overall rating of 5.8.

  • 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 $123 or less one-way and $202 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 4242 reviews
8.0Comfort
7.0Food
7.5Entertainment
8.1Boarding
8.6Crew
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

Boarding was on time and plane departed as scheduled. There are obviously no amenities (food, drink, entertainment) on Frontier, but there also didn't seem to be any issues with luggage space either.

Inbound plane was on time and flight departed on time with no issues while boarding.

I knew going into this that Frontier, being a low cost carrier, would be pretty bare bones and charge for most extras but this was made up for by the fact that the airplane was a reasonably new Airbus, every employee was great and best of all, Everett Washington is an amazing airport - thanks Frontier for flying there!!!

i was unable to check in the flight. refund requested

It was well done. It was my first time flying with them and I was nervous b/c I have heard of many cancelled and/or delray flights. Everything went smoothly.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

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

Information on your arrival and departure airports

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