$79 Find Cheap Flights from Chicago Midway Airport to District of Columbia

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 District of Columbia departing on 5/17. 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.
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KAYAK searches hundreds of travel sites at once for deals on flights to District of Columbia

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to District of Columbia, 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 District of Columbia, as well as popular online travel agencies
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Best District of Columbia Flight Deals from Midway

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Washington, D.C.
Baltimorenonstop$79

Cheap Flight Deals from Midway to District of Columbia (MDW-USDC)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to District of Columbia 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.

Recent round-trip flight deals from Midway to District of Columbia

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Midway to District of Columbia.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Frontier Logo
10:48 am - 4:34 pmMDW-IAD
4h 46m1 stop
Frontier Logo
3:32 pm - 11:47 pmIAD-MDW
9h 15m1 stop
$160Frontier
Find Deal
Sat, May 17 - Mon, May 19
Frontier Logo
6:15 am - 6:31 amMDW-IAD
23h 16m1 stop
Frontier Logo
3:32 pm - 11:47 pmIAD-MDW
9h 15m1 stop
$161Frontier
Find Deal
Fri, May 16 - Mon, May 19
Southwest Logo
7:15 am - 10:05 amMDW-DCA
1h 50mnonstop
Southwest Logo
9:35 am - 10:30 amDCA-MDW
1h 55mnonstop
$170Southwest
Find Deal
Sun, May 25 - Wed, May 28
Southwest Logo
9:20 am - 3:00 pmMDW-DCA
4h 40m1 stop
Southwest Logo
11:45 am - 12:45 pmDCA-MDW
2h 00mnonstop
$180Southwest
Find Deal
Sun, May 25 - Wed, May 28
Delta Logo
1:08 pm - 5:37 pmMDW-IAD
3h 29m1 stop
Delta Logo
6:00 am - 9:40 amIAD-MDW
4h 40m1 stop
$197Delta
Find Deal
Sat, May 24 - Sun, May 25
Delta Logo
4:15 pm - 9:41 pmMDW-DCA
4h 26m1 stop
Delta Logo
6:00 am - 8:40 amDCA-MDW
3h 40m1 stop
$199Delta
Find Deal
Wed, May 28 - Sat, May 31
Allegiant Air Logo
2:53 pm - 8:53 pmMDW-IAD
29h 00m2 stops
Allegiant Air Logo
3:58 pm - 7:15 amIAD-MDW
16h 17m1 stop
$246Allegiant Air
Find Deal
Fri, Jun 6 - Sun, Jun 8
Allegiant Air Logo
8:36 pm - 8:53 pmMDW-IAD
23h 17m2 stops
Allegiant Air Logo
3:58 pm - 7:15 amIAD-MDW
16h 17m1 stop
$257Allegiant Air
Find Deal
Fri, Jun 13 - Sun, Jun 15
 Logo
8:05 am - 11:26 amMDW-IAD
26h 21m3 stops
 Logo
3:58 pm - 7:15 amIAD-MDW
16h 17m1 stop
Mon, Jun 9 - Thu, Jun 12
 Logo
8:36 pm - 8:53 pmMDW-IAD
23h 17m2 stops
 Logo
7:45 am - 7:46 pmIAD-MDW
37h 01m2 stops
Fri, Jun 13 - Sun, Jun 15

KAYAK's insights & trends for Midway to District of Columbia flights

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

What is the cheapest Chicago Midway Airport to District of Columbia 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 District of Columbia.
The cheapest ticket to District of Columbia from Chicago Midway Airport found in the last 72 hours was to Baltimore, at $118 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Baltimore (BWI), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $118.

What is the cheapest time of day to fly to District of Columbia?

The average price for all round-trip flights from Chicago Midway Airport to District of Columbia depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to District of Columbia is generally at night, when round-trip flights cost $269 on average. Morning departures are around 6% more expensive than evening flights, on average. The most expensive time of day to fly to District of Columbia is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $443.

What is the cheapest month to fly from Chicago Midway Airport to District of Columbia?

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 District of Columbia, 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 District of Columbia is October, when tickets cost $125 (return) on average. On the other hand, the most expensive months are November and December, when the average cost of round-trip tickets is $326 and $275 respectively.

What’s the cheapest day of the week to fly from Chicago Midway Airport to District of Columbia?

The average price of all round-trip flights from Chicago Midway Airport to District of Columbia clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Chicago Midway Airport to District of Columbia, look for departures on Thursdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from District of Columbia, Tuesday is the cheapest day to fly and Wednesday is the most expensive.

Good to know

Low season

January

High season

October

Cheapest flight

$79
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 46% lower on average.
Flight from Chicago Midway Airport to Washington Dulles Airport

FAQs - booking District of Columbia flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to District of Columbia?

    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 District of Columbia.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to District of Columbia?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to District of Columbia 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 District of Columbia?

    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 from Chicago Midway Airport to District of Columbia with an airline and back 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 District of Columbia?

    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 from Chicago Midway Airport to District of Columbia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 3 airlines serving from Midway to District of Columbia

 
See real verified KAYAK customer reviews for airlines flying from Chicago to District of Columbia. 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 District of Columbia? 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 4286 reviews
8.2Boarding
7.6Entertainment
8.0Comfort
8.6Crew
7.1Food
Airline reviews

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

8.0 ExcellentJonathan, Apr 2025AUS - MSY
Read more Southwest reviews

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

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

1.5 hour delay, poor service, no compassion from the crew. Terrible experience

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Flights on time. .Ride was as comfortable as can be expected in steerage. Luggage arrived at destination. Attendants were fairly friendly.

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

Landing in terminal 2, but my luggage is terminal 3. We (and others) were looking for it in terminal 1. We probably missed the crew broadcast, but the communication could have been clearer for non native (or elderly) passengers.

I chose the seats when booked the flight and paid for them. However after checking in I found we were assigned different seats!

Everything you need to know for your flight from Midway to District of Columbia

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