MDW - WAS

$58 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 7/30. 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

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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Flights 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, Jul 2 - Wed, Jul 9
Frontier Logo
2:43 pm - 5:41 pmMDW-BWI
1h 58mnonstop
Frontier Logo
6:31 pm - 7:36 pmBWI-MDW
2h 05mnonstop
$97Frontier
Find Deal
Wed, Jul 2 - Wed, Jul 9
Frontier Logo
2:43 pm - 5:41 pmMDW-BWI
1h 58mnonstop
Frontier Logo
6:31 pm - 7:36 pmBWI-MDW
2h 05mnonstop
$98Frontier
Find Deal
Wed, Aug 6 - Tue, Aug 12
Southwest Logo
11:45 am - 2:35 pmMDW-BWI
1h 50mnonstop
Southwest Logo
1:25 pm - 2:20 pmBWI-MDW
1h 55mnonstop
$139Southwest
Find Deal
Tue, Aug 5 - Wed, Aug 13
Southwest Logo
8:35 am - 11:30 amMDW-BWI
1h 55mnonstop
Southwest Logo
7:25 pm - 8:25 pmBWI-MDW
2h 00mnonstop
$148Southwest
Find Deal
Tue, Jul 15 - Sun, Jul 20
Delta Logo
6:20 pm - 11:18 pmMDW-BWI
3h 58m1 stop
Delta Logo
6:00 am - 8:44 amBWI-MDW
3h 44m1 stop
$197Delta
Find Deal
Wed, Aug 6 - Wed, Aug 13
Delta Logo
9:25 am - 4:33 pmMDW-DCA
6h 08m1 stop
Delta Logo
6:00 am - 8:35 amDCA-MDW
3h 35m1 stop
$197Delta
Find Deal
Fri, Jul 11 - Sun, Jul 20
Allegiant Air Logo
9:12 am - 1:55 pmMDW-IAD
27h 43m1 stop
Allegiant Air Logo
3:53 pm - 7:13 amIAD-MDW
16h 20m1 stop
$204Allegiant Air
Find Deal
Fri, Jul 11 - Sun, Jul 13
Allegiant Air Logo
9:12 am - 1:55 pmMDW-IAD
27h 43m1 stop
Allegiant Air Logo
3:53 pm - 7:13 amIAD-MDW
16h 20m1 stop
$218Allegiant Air
Find Deal
Wed, Jun 25 - Sun, Jun 29
 Logo
11:39 am - 12:04 amMDW-IAD
11h 25m1 stop
 Logo
3:58 pm - 7:15 amIAD-MDW
16h 17m1 stop
Fri, Aug 1 - Sun, Aug 3
 Logo
1:11 pm - 12:19 pmMDW-IAD
46h 08m3 stops
 Logo
3:53 pm - 7:13 amIAD-MDW
16h 20m1 stop
Useful Info

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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago Midway Airport to Washington, D.C..

Our data shows that the cheapest route for a return flight from Chicago Midway Airport to Washington, D.C. cost $95 and was between Chicago Midway Airport (MDW) and Baltimore (BWI). On average, the best prices are found if you fly from Chicago Midway Airport (MDW) to Washington, D.C. Reagan-National Airport (DCA). The average price for a return flight for this route is $95.

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 Wednesday and more expensive on a Sunday. On your return trip to Chicago Midway Airport, you should consider flying back on a Wednesday, and avoid Sundays 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 October, where tickets cost $139 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is $365 and $275 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 $237 on average.

How far in advance should I book a flight from Chicago Midway Airport to Washington, D.C.?

To calculate weekly average prices, KAYAK takes all prices for each week before departure 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 average of all the values for each week.

To get a below average price on the flight from Chicago Midway Airport to Washington, D.C., you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonJanuary
High seasonMay
Cheapest flight$58
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 7% 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 $58 for a one-way ticket and $97 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 JetBlue 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 $261 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 $136 and an overall rating of 5.9.

  • 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 $80 or less one-way and $172 or less round-trip.

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
See more direct flights

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 4287 reviews
8.2Boarding
7.6Entertainment
8.0Comfort
8.6Crew
7.1Food
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

Book with frontier airlines with the mentality that they'll cancel your flight, kick you off and lose your luggage. Anything besides that is a win. Compare prices with other airlines (to include luggage) and if frontier is still worth it, book it but know all of their policies.

You get what you pay for nothing essentially but a hard uncomfortable seat that doesn’t recline and kids screaming all around you and chaotic boarding and limited check bag weight allowance when compared to other airlines

I never got to experience the flight because they delayed my first flight and I missed this one. Then Frontier didn't want to help me rebook a flight to get me to my final destination.

The Boarding process in Denver was chaotic, and since the line was so long, we were lined up very far from the gate. If there were any announcements from the gate staff, we didn't hear them. The flight attendants were spectacular. The only negative part of the flight was sitting by a 2 1/2 year old who was unruly and unfortunately had parents that matched his behaviors. Also, the restaurants in Denver on the E concourse, they didn't have food (passengers could only order 1 item on the entire menu) or the restaurants had 12-14 people waiting for orders to be prepared and another 6 people waiting to order. If you have a layover in Denver and need to grab food, be prepared to visit the shops with pre-packaged sandwiches, or you can visit another concourse but it may take a while to transit throughout the airport.

I liked the turn-style feature at gate 209B at LAX. Very efficient process. The gate staff also made several, clearly directed announcements so I felt very informed.

Although an hour and a half early was told by staff at check in they had overbooked and could not check us in for the flight.

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

Plane was down graded and I lost my uncharged exit row with more leg room. No mention or offer of refund from podium. Flight attendant was nice to explain this happens often and that I could request a refund via online form submission. I did this and have heard nothing back.

Worst airline experience. They were rude and kept changing our seats and/or giving our seats away so our family didn’t get to sit with each other. Almost everyone we dealt with at both airports with this airline was rude. The app kept giving us wrong information making things take longer. Dealing with them before TSA can take close to an hour…longer than I’ve ever had to deal with before. Never using this airline again.

Horrendous. I do not recommend Frontier. The passengers lack manners and decency, and the flight attendants lack professionalism. If I wasn’t in a bind to fly with 48 hours notice for a job interview, I would not have selected a flight with Frontier and I never plan to fly with them in the future.

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

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