$85 Find Cheap Flights from Chicago Midway Airport to Washington

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 departing on 7/29. 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 Washington

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Washington, 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, as well as popular online travel agencies
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Flights Deals

Best Washington Flight Deals from Midway

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

Seattle
Seattle1 stop$179
Spokane
Spokane1 stop$195
Pasco
Pasco2 stops$323
Portland
Portlandnonstop$179
Seattle
Seattle1 stop$179
Spokane
Spokane1 stop$195
Pasco
Pasco2 stops$323
Portland
Portlandnonstop$179

Cheap Flight Deals from Midway to Washington (MDW-USWA)

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

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Midway to Washington.
Discover the best prices for you by selecting your travel dates on KAYAK.
Southwest Logo
4:15 pm - 6:35 pmMDW-PDX
4h 20mnonstop
Southwest Logo
6:45 am - 12:45 pmPDX-MDW
4h 00mnonstop
$179Southwest
Find Deal
Sat, May 24 - Sat, May 31
Southwest Logo
7:00 pm - 12:30 amMDW-SEA
7h 30m1 stop
Southwest Logo
5:35 am - 11:30 amSEA-MDW
3h 55mnonstop
$179Southwest
Find Deal
Sat, Jun 7 - Wed, Jun 11
Southwest Logo
7:00 pm - 12:30 amMDW-SEA
7h 30m1 stop
Southwest Logo
10:40 pm - 9:45 amSEA-MDW
9h 05m1 stop
$188Southwest
Find Deal
Sat, Jun 7 - Wed, Jun 11
Southwest Logo
9:40 pm - 12:15 amMDW-SEA
4h 35mnonstop
Southwest Logo
5:35 am - 11:30 amSEA-MDW
3h 55mnonstop
$189Southwest
Find Deal
Sat, Jun 7 - Wed, Jun 11
Delta Logo
9:21 am - 1:17 pmMDW-GEG
5h 56m1 stop
Delta Logo
6:50 am - 5:12 pmGEG-MDW
8h 22m1 stop
$195Delta
Find Deal
Sat, Jun 14 - Sat, Jun 21
Delta Logo
7:21 pm - 11:11 pmMDW-GEG
5h 50m1 stop
Delta Logo
11:10 pm - 9:41 amGEG-MDW
8h 31m1 stop
$197Delta
Find Deal
Sat, Jun 14 - Fri, Jun 27
Frontier Logo
2:44 pm - 12:17 amMDW-PDX
11h 33m1 stop
Frontier Logo
12:30 pm - 8:53 pmPDX-MDW
6h 23m1 stop
$198Frontier
Find Deal
Sat, May 24 - Sat, May 31
Delta Logo
5:55 pm - 10:15 pmMDW-PDX
6h 20m1 stop
Delta Logo
11:11 pm - 8:40 amPDX-MDW
7h 29m1 stop
$199Delta
Find Deal
Sat, May 24 - Thu, May 29
Frontier Logo
2:44 pm - 12:17 amMDW-PDX
11h 33m1 stop
Frontier Logo
12:30 pm - 8:53 pmPDX-MDW
6h 23m1 stop
$200Frontier
Find Deal
Sat, May 24 - Sat, May 31
Frontier Logo
2:44 pm - 12:37 amMDW-SEA
11h 53m1 stop
Frontier Logo
6:25 am - 8:53 pmSEA-MDW
12h 28m1 stop
$200Frontier
Find Deal
Sat, May 31 - Sat, Jun 7
Useful Info

KAYAK's insights & trends for Midway to Washington flights

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

What is the cheapest Chicago Midway Airport to Washington 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.

The cheapest ticket to Washington from Chicago Midway Airport found in the last 72 hours was to Seattle, at $209 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Seattle (SEA), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $209.

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

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 $201, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago Midway Airport to Washington?

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, 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 is January, when tickets cost $199 (return) on average. On the other hand, the most expensive months are July and May, when the average cost of round-trip tickets is $518 and $456 respectively.

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

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

When flying from Chicago Midway Airport to Washington, you should consider leaving on a Wednesday and avoid Mondays if you are looking for the best rates. For your return to Chicago Midway Airport, you’ll find the best rates on Tuesdays and the most expensive ones on Mondays.

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

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, 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, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.


Good to know

Low seasonDecember
High seasonJune
Cheapest flight$85
Best time to beat the crowds but there is an average 44% increase in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Chicago Midway Airport to Seattle

FAQs - booking Washington flights

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

    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.

  • 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?

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

    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 Washington 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 Washington?

    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 Washington up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Washington?

    The cheapest time of day to fly to Washington is generally in the morning, when round-trip flights cost $234 on average. Morning departures are around 30% cheaper than evening flights, on average. The most expensive time of day to fly to Washington is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $439.

Top 3 airlines serving from Midway to Washington

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Washington. 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? 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 4294 reviews
8.0Comfort
8.2Boarding
7.1Food
8.6Crew
7.6Entertainment
Airline reviews

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

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

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

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.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

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.

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

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

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