$158 Find Cheap Flights from Chicago Midway Airport to Washington - Compare and Save

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 7/21. 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
Seattle1 stop$354
Spokane
Spokane1 stop$322
Pasco
Pasco1 stop$413
Seattle
Seattle1 stop$354
Spokane
Spokane1 stop$322
Pasco
Pasco1 stop$413

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

Tue, Jul 28 - Tue, Aug 4
Southwest Logo
9:10 pm - 11:35 pm
MDW
-
PDX
4h 25mnonstop
Southwest Logo
11:30 pm - 5:25 am
PDX
-
MDW
3h 55mnonstop
$315Southwest
Tue, Sep 8 - Sat, Sep 12
Southwest Logo
8:55 pm - 11:10 pm
MDW
-
PDX
4h 15mnonstop
Southwest Logo
7:35 am - 1:35 pm
PDX
-
MDW
4h 00mnonstop
$320Southwest
Wed, Sep 30 - Wed, Sep 30
Delta Logo
6:05 am - 11:28 am
MDW
-
GEG
7h 23m
1 stop
Delta Logo
7:46 pm - 9:07 am
GEG
-
MDW
11h 21m
2 stops
$322Delta
Tue, Jul 28 - Tue, Aug 4
Southwest Logo
5:35 pm - 7:55 pm
MDW
-
PDX
4h 20mnonstop
Southwest Logo
10:45 pm - 9:00 am
PDX
-
MDW
8h 15m
1 stop
$325Southwest
Wed, Aug 12 - Mon, Aug 17
Southwest Logo
8:55 pm - 11:10 pm
MDW
-
PDX
4h 15mnonstop
Southwest Logo
11:30 pm - 5:25 am
PDX
-
MDW
3h 55mnonstop
$326Southwest
Tue, Jul 28 - Sat, Aug 15
Delta Logo
7:06 pm - 11:06 pm
MDW
-
GEG
6h 00m
1 stop
Delta Logo
12:36 pm - 10:36 pm
GEG
-
MDW
8h 00m
1 stop
$329Delta
Wed, Aug 12 - Wed, Aug 19
Southwest Logo
1:40 pm - 9:55 pm
MDW
-
PDX
10h 15m
2 stops
Southwest Logo
11:30 pm - 5:25 am
PDX
-
MDW
3h 55mnonstop
$330Southwest
Mon, Aug 31 - Wed, Sep 2
Delta Logo
6:05 am - 12:58 pm
MDW
-
PDX
8h 53m
1 stop
Delta Logo
12:35 am - 8:39 am
PDX
-
MDW
6h 04m
1 stop
$331Delta
Mon, Sep 21 - Sat, Sep 26
Southwest Logo
8:50 pm - 10:40 pm
MDW
-
GEG
3h 50mnonstop
Southwest Logo
1:40 pm - 10:15 pm
GEG
-
MDW
6h 35m
1 stop
$331Southwest
Tue, Jul 28 - Thu, Aug 6
Delta Logo
7:06 pm - 11:06 pm
MDW
-
GEG
6h 00m
1 stop
Delta Logo
7:54 pm - 8:39 am
GEG
-
MDW
10h 45m
2 stops
$334Delta
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 September.

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 5 days was to Seattle, at $309 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 5 days was $309.

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 $295 on average. Morning departures are around 38% 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 $515.

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 $380, 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 November, when tickets cost $96 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $564 and $355 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 Saturday and avoid Wednesdays if you are looking for the best rates. For your return to Chicago Midway Airport, you’ll find the best rates on Thursdays and the most expensive ones on Saturdays.

Good to know

Low seasonDecember
Cheapest flight$158
Best time to beat the crowds but there is an average 26% increase in price.
Most popular time to fly and prices are also 21% lower on average.
Flight from Chicago Midway Airport to Portland

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.
7.9
SouthwestOverall score based on 4235 reviews
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

Airline is not very senior friendly. Flights are late, forcing us to run to the connecting flight. Food is awful. Wish they would go back to pretzels and peanuts. During flight, pressurization isn’t quite right and all of our ears get plugged. Everything is nickel and dime, charging for boarding, seat selection and legroom. While a screen at the desk in the gate area says check your roll on bag now for free due to space limitation, the employee at the desk will not check the bag without a $100 fee. Insane.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

there were two flight attendants that were up front...that were the best! They get KUDOs for making my trip only fantastic. Tell them Jeff said that!

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

Flight coming out of Buffalo was delayed, so we had to be rescheduled on another flight from Baltimore to Phoenix which means we had a long layover and got home 3.5 hours late. Shuttle to parking stopped at 10pm, so we had to pay for an Uber to the parking lot and got charged an extra day of parking since it was after midnight. Not the best experience. Long day!

Was fine, delayed and feels like southwest is always late

I don't know why flying out of Sarasota requires two plane changes.

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

Information on your arrival and departure airports