$89 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 3/27. 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

 
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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Cheap Flights from Midway to Washington

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Seattle
Seattlenonstop$177
Spokane
Spokane1 stop$275
Pasco
Pasco1 stop$591
Seattle
Seattlenonstop$177
Spokane
Spokane1 stop$275
Pasco
Pasco1 stop$591

Book Cheap Midway to Washington Plane Tickets

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Washington

Fri, Mar 20 - Tue, Mar 24
Southwest Logo
9:55 pm - 12:30 am
MDW
-
SEA
4h 35mnonstop
Southwest Logo
11:55 pm - 5:50 am
SEA
-
MDW
3h 55mnonstop
$177Southwest
Sat, Mar 21 - Sun, Mar 29
Southwest Logo
9:40 pm - 12:15 am
MDW
-
SEA
4h 35mnonstop
Southwest Logo
11:55 pm - 5:50 am
SEA
-
MDW
3h 55mnonstop
$183Southwest
Thu, Mar 5 - Sun, Mar 8
Southwest Logo
6:05 am - 2:00 pm
MDW
-
SEA
9h 55m
1 stop
Southwest Logo
11:55 pm - 5:50 am
SEA
-
MDW
3h 55mnonstop
$187Southwest
Wed, Apr 15 - Sat, Apr 18
Southwest Logo
9:40 pm - 12:10 am
MDW
-
SEA
4h 30mnonstop
Southwest Logo
11:55 pm - 5:55 am
SEA
-
MDW
4h 00mnonstop
$189Southwest
Sat, Mar 7 - Tue, Mar 10
Southwest Logo
9:40 pm - 12:15 am
MDW
-
SEA
4h 35mnonstop
Southwest Logo
11:55 pm - 5:50 am
SEA
-
MDW
3h 55mnonstop
$191Southwest
Thu, Feb 26 - Sat, Feb 28
Southwest Logo
7:50 am - 5:45 pm
MDW
-
SEA
11h 55m
2 stops
Southwest Logo
7:05 am - 1:10 pm
SEA
-
MDW
4h 05mnonstop
$192Southwest
Thu, Feb 19 - Sun, Feb 22
Southwest Logo
7:55 am - 6:30 pm
MDW
-
SEA
12h 35m
1 stop
Southwest Logo
7:25 am - 1:30 pm
SEA
-
MDW
4h 05mnonstop
$193Southwest
Sat, Feb 28 - Sat, Mar 7
Southwest Logo
1:30 pm - 6:35 pm
MDW
-
SEA
7h 05m
1 stop
Southwest Logo
7:55 pm - 5:35 am
SEA
-
MDW
7h 40m
1 stop
$196Southwest
Wed, Apr 8 - Sat, Apr 11
Delta Logo
2:05 pm - 8:25 pm
MDW
-
PDX
8h 20m
1 stop
Delta Logo
12:30 am - 8:50 am
PDX
-
MDW
6h 20m
1 stop
$227Delta
Sat, Apr 18 - Tue, Apr 21
Delta Logo
9:46 am - 1:03 pm
MDW
-
GEG
5h 17m
1 stop
Delta Logo
12:36 pm - 10:28 pm
GEG
-
MDW
7h 52m
1 stop
$275Delta
Booking Insights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Washington from Chicago Midway Airport found in the last 72 hours was to Seattle, at $157 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 $157.

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 $297, 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 August, when tickets cost $267 (return) on average. On the other hand, the most expensive months are December and October, when the average cost of round-trip tickets is $564 and $518 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 Monday and avoid Thursdays 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 Sundays.

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, which saves you about 39% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low seasonDecember
Cheapest flight$89
Best time to beat the crowds but there is an average 45% increase in price.
Most popular time to fly with an average 25% increase in price.
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 at night, when round-trip flights cost $235 on average. Morning departures are around 32% cheaper than evening flights, on average. The most expensive time of day to fly to Washington is generally in the evening, which is peak travel time and where the average cost of a ticket is $477.

Reviews of the top airlines flying 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 4268 reviews
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
8.0Comfort
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

The third party booking with cheapflightsfares was awful. Kayak should NOT partner with them. They sold me a bundle including seat selection and carry-on, but did not book the carry-ons with Frontier, so I’m out of pocket for $414 more while I await resolution.

Everything you need to know for your flight from Midway to Washington

Information on your arrival and departure airports