MDW

$165 Find Cheap Flights from Washington to Chicago Midway Airport - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 25% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Useful Info
Flight Deals

Cheap Flights from Washington to Chicago

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

Recent round-trip flight deals from Washington to Chicago

Tue, Dec 1 - Tue, Dec 8
Southwest Logo
8:15 pm - 5:55 amSEA  Seattle/Tacoma Intl-MDW Chicago Midway
7h 40m1 stop Oakland
Southwest Logo
10:15 am - 5:50 pmMDW  Chicago Midway-SEA Seattle/Tacoma Intl
9h 35m2 stops Oklahoma City Will Rogers World Denver Intl
$282Southwest
Tue, Dec 15 - Tue, Dec 22
Southwest Logo
6:30 am - 12:25 pmSEA  Seattle/Tacoma Intl-MDW Chicago Midway
3h 55mnonstop
Southwest Logo
10:30 pm - 1:20 amMDW  Chicago Midway-SEA Seattle/Tacoma Intl
4h 50mnonstop
$283Southwest
Sun, Dec 13 - Mon, Dec 21
Southwest Logo
12:15 am - 6:05 amSEA  Seattle/Tacoma Intl-MDW Chicago Midway
3h 50mnonstop
Southwest Logo
10:30 pm - 1:20 amMDW  Chicago Midway-SEA Seattle/Tacoma Intl
4h 50mnonstop
$283Southwest
Fri, Dec 11 - Wed, Jan 6
Southwest Logo
12:15 am - 6:05 amSEA  Seattle/Tacoma Intl-MDW Chicago Midway
3h 50mnonstop
Southwest Logo
10:20 am - 1:10 pmMDW  Chicago Midway-SEA Seattle/Tacoma Intl
4h 50mnonstop
$283Southwest
Wed, Nov 18 - Wed, Nov 18
Southwest Logo
6:10 am - 5:05 pmSEA  Seattle/Tacoma Intl-MDW Chicago Midway
8h 55m2 stops Denver Intl Birmingham
Southwest Logo
8:45 pm - 11:35 pmMDW  Chicago Midway-SEA Seattle/Tacoma Intl
4h 50mnonstop
$284Southwest
Tue, Nov 17 - Wed, Nov 18
Southwest Logo
4:40 pm - 5:45 amSEA  Seattle/Tacoma Intl-MDW Chicago Midway
11h 05m2 stops Oakland Phoenix Sky Harbor Intl
Southwest Logo
8:45 pm - 11:35 pmMDW  Chicago Midway-SEA Seattle/Tacoma Intl
4h 50mnonstop
$284Southwest
Fri, Dec 11 - Tue, Dec 15
Southwest Logo
12:15 am - 6:05 amSEA  Seattle/Tacoma Intl-MDW Chicago Midway
3h 50mnonstop
Southwest Logo
10:15 am - 6:35 pmMDW  Chicago Midway-SEA Seattle/Tacoma Intl
10h 20m2 stops Memphis Austin Bergstrom
$284Southwest
Mon, Nov 30 - Wed, Dec 2
Southwest Logo
12:15 am - 6:05 amSEA  Seattle/Tacoma Intl-MDW Chicago Midway
3h 50mnonstop
Southwest Logo
10:15 am - 5:50 pmMDW  Chicago Midway-SEA Seattle/Tacoma Intl
9h 35m2 stops Oklahoma City Will Rogers World Denver Intl
$284Southwest
Wed, Dec 2 - Tue, Dec 8
Delta Logo
1:16 pm - 10:54 pmGEG  Spokane-MDW Chicago Midway
7h 38m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 12:06 pmMDW  Chicago Midway-GEG Spokane
8h 06m1 stop Atlanta Hartsfield-Jackson
$313Delta
Tue, Nov 17 - Thu, Dec 10
Delta Logo
6:25 am - 4:39 pmGEG  Spokane-MDW Chicago Midway
8h 14m1 stop Minneapolis St Paul
Delta Logo
6:00 am - 12:06 pmMDW  Chicago Midway-GEG Spokane
8h 06m1 stop Atlanta Hartsfield-Jackson
$313Delta
Useful Info

Good to know

Low season

January

Cheapest flight

$165
Most popular time to fly with an average 2% increase in price.
Flight from Seattle to Chicago Midway Airport

FAQs for booking Washington to Chicago Midway Airport flights

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

    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 Washington to Chicago Midway Airport.

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

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

    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 to Chicago Midway Airport with an airline and back to Washington with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Washington to Chicago Midway Airport?

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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
Saint Joseph
Portage
Lansing
Valparaiso
Munster
Chesterton
Schererville
Porter
Monticello
Saint John
Griffith

More options for your flight to Chicago