MDW - WAS

$68 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 1/12. 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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Everything you should know

Cheapest round-trip
$139
Overall average: $274
Southwest
Thu 1/22Mon 1/26
MDW - BWI • Non-stop
Cheapest one-way
$68
Typical prices: $64-$114
Frontier
Mon 1/12
MDW - BWI • 1 stop
Our travelers' advice
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
Southwest
Cheapest • from $139 (round-trip)
Southwest
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
MDW-BWI
Cheapest • 24% average savings
MDW-BWI
Most popular
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 33% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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.

Thu, Jan 22 - Mon, Jan 26
Southwest Logo
1:15 pm - 4:00 pm
MDW
-
BWI
1h 45mnonstop
Southwest Logo
1:45 pm - 2:55 pm
BWI
-
MDW
2h 10mnonstop
$139Southwest
Wed, Jan 21 - Mon, Jan 26
Frontier Logo
1:20 pm - 12:21 am
MDW
-
BWI
10h 01m1 stop
Frontier Logo
6:00 am - 11:45 am
BWI
-
MDW
6h 45m1 stop
$145Frontier
Tue, Mar 3 - Sat, Mar 7
Frontier Logo
6:00 am - 5:13 pm
MDW
-
BWI
10h 13m1 stop
Frontier Logo
4:47 pm - 10:04 pm
BWI
-
MDW
6h 17m1 stop
$146Frontier
Sat, Jan 10 - Sat, Jan 17
Southwest Logo
12:15 pm - 3:00 pm
MDW
-
BWI
1h 45mnonstop
Southwest Logo
10:15 am - 11:25 am
BWI
-
MDW
2h 10mnonstop
$149Southwest
Fri, Jan 16 - Sat, Jan 17
Southwest Logo
1:25 pm - 4:10 pm
MDW
-
BWI
1h 45mnonstop
Southwest Logo
5:50 pm - 7:00 pm
BWI
-
MDW
2h 10mnonstop
$158Southwest
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
5:15 pm - 8:10 pm
MDW
-
BWI
1h 55mnonstop
Southwest Logo
10:25 am - 11:35 am
BWI
-
MDW
2h 10mnonstop
$159Southwest
Thu, Jan 15 - Fri, Jan 16
Frontier Logo
8:19 pm - 1:03 pm
MDW
-
IAD
15h 44m1 stop
Frontier Logo
10:08 pm - 7:27 am
IAD
-
MDW
10h 19m1 stop
$160Frontier
Wed, Jan 14 - Tue, Jan 20
Frontier Logo
11:39 am - 12:31 am
MDW
-
BWI
11h 52m1 stop
Frontier Logo
7:10 am - 12:05 pm
BWI
-
MDW
5h 55m1 stop
$162Frontier
Thu, Dec 25 - Thu, Jan 1
Delta Logo
6:08 pm - 10:50 pm
MDW
-
DCA
3h 42m1 stop
Delta Logo
6:00 am - 8:49 am
DCA
-
MDW
3h 49m1 stop
$243Delta
Wed, Jan 14 - Tue, Jan 20
Delta Logo
9:32 am - 5:04 pm
MDW
-
DCA
6h 32m1 stop
Delta Logo
9:54 am - 12:51 pm
DCA
-
MDW
3h 57m1 stop
$247Delta
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 $139 on the route between Chicago Midway Airport (MDW) and Baltimore (BWI). Over the past month, this route was, on average, 24% 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 $322 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.

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 $268 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.
Airports
MDW

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

DCA

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

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$68
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 3% 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 $68 for a one-way ticket and $139 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 $274 and an overall rating of 7.9, 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 5.8.

  • 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 $148 or less one-way and $267 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.
7.9
SouthwestOverall score based on 4250 reviews
8.1Boarding
8.6Crew
8.0Comfort
7.5Entertainment
7.0Food
Airline reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

2.0 MediocreRobert, Dec 2025
LAS - TPA
Read more Southwest reviews

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Not clean and was told I would get a great seat and it was not great at all

Flight got delayed for 5 hours no good explanation was offered ;(

Horrible. I would never fly Frontier again. The booking process is tricky at best, but fraudulent in my opinion. Frontier customer service did nothing to rectify my purchase -- I ended up paying more than double what I could have gotten from other airlines and nearly triple what I thought I was buying from Frontier. Their booking practices are unfair to the consumer.

Delayed. Text notifications were slow. Not much information o what was happening. Boarding was slow and confusing. Wasn’t even offered water other flight. Had to ask. No entertainment at all. Felt like.a Greyhound bus.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

Better than expected. Staff were friendly and nice on both flights.

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

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

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

Information on your arrival and departure airports