$135 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 6/9. 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$355
Spokane
Spokane1 stop$317
Pasco
Pasco1 stop$422
Seattle
Seattlenonstop$355
Spokane
Spokane1 stop$317
Pasco
Pasco1 stop$422

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

Thu, May 28 - Tue, Jun 2
Southwest Logo
9:50 pm - 12:10 am
MDW
-
PDX
4h 20mnonstop
Southwest Logo
11:55 pm - 5:50 am
PDX
-
MDW
3h 55mnonstop
$305Southwest
Thu, May 28 - Tue, Jun 2
Southwest Logo
9:50 pm - 12:10 am
MDW
-
PDX
4h 20mnonstop
Southwest Logo
6:10 pm - 6:00 am
PDX
-
MDW
9h 50m
1 stop
$315Southwest
Thu, May 28 - Mon, Jun 1
Southwest Logo
9:50 pm - 12:10 am
MDW
-
PDX
4h 20mnonstop
Southwest Logo
11:55 pm - 5:50 am
PDX
-
MDW
3h 55mnonstop
$316Southwest
Tue, May 26 - Tue, Jun 2
Delta Logo
7:13 pm - 11:06 pm
MDW
-
GEG
5h 53m
1 stop
Delta Logo
10:40 pm - 10:00 am
GEG
-
MDW
9h 20m
1 stop
$317Delta
Sat, May 30 - Sat, Jun 6
Southwest Logo
6:05 pm - 8:25 pm
MDW
-
PDX
4h 20mnonstop
Southwest Logo
5:15 am - 2:45 pm
PDX
-
MDW
7h 30m
2 stops
$320Southwest
Thu, Jun 4 - Sun, Jun 7
Multiple Airlines Logo
8:03 pm - 2:19 pm
MDW
-
PDX
20h 16m
1 stop
Multiple Airlines Logo
4:06 pm - 10:02 pm
PDX
-
MDW
27h 56m
2 stops
$321Multiple Airlines
Tue, May 26 - Tue, Jun 2
Delta Logo
7:13 pm - 11:06 pm
MDW
-
GEG
5h 53m
1 stop
Delta Logo
6:49 am - 6:33 pm
GEG
-
MDW
9h 44m
2 stops
$322Delta
Wed, Jun 3 - Sat, Jun 6
Southwest Logo
2:55 pm - 11:00 pm
MDW
-
PDX
10h 05m
1 stop
Southwest Logo
2:15 pm - 11:05 pm
PDX
-
MDW
6h 50m
1 stop
$325Southwest
Fri, Jul 10 - Tue, Jul 14
Southwest Logo
9:35 pm - 11:55 pm
MDW
-
PDX
4h 20mnonstop
Southwest Logo
9:20 pm - 8:40 am
PDX
-
MDW
9h 20m
1 stop
$326Southwest
Tue, Jun 16 - Tue, Jun 23
Frontier Logo
12:27 pm - 10:35 am
MDW
-
SEA
24h 08m
2 stops
Frontier Logo
8:12 pm - 11:09 am
SEA
-
MDW
12h 57m
2 stops
$368Frontier
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.

How much is a round-trip flight from Chicago Midway Airport to State of Washington?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to State of Washington departing in June.

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 $255 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 $255.

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

The average price for all round-trip flights from Chicago Midway Airport to Washington depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Washington is generally at night, when round-trip flights cost $249 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 evening, which is peak travel time and where the average cost of a ticket is $440.

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.

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 $456 on average.

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 November, when tickets cost $96 (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 $316 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 Tuesdays 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 3 weeks before departure, which saves you about 53% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Find deals

Good to know

Low seasonDecember
Cheapest flight$135
Best time to beat the crowds but there is an average 36% increase in price.
Most popular time to fly and prices are also 17% 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.

Reviews of the top airline 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 4310 reviews
8.6Crew
7.5Entertainment
8.1Boarding
8.0Comfort
7.0Food
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)