$109 Find Cheap Flights from Washington to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 4/24. 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

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Flight Deals

Cheap Flights from Washington to Chicago

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

Sat, May 2 - Sat, May 9
Frontier Logo
7:12 pm - 9:45 am
SEA
-
ORD
12h 33m
1 stop
Frontier Logo
9:37 pm - 9:49 am
ORD
-
SEA
14h 12m
1 stop
$223Frontier
Thu, May 7 - Sat, May 9
Frontier Logo
11:06 am - 6:39 am
SEA
-
ORD
17h 33m
1 stop
Frontier Logo
9:37 pm - 9:49 am
ORD
-
SEA
14h 12m
1 stop
$229Frontier
Sat, May 9 - Sat, May 9
American Airlines Logo
6:22 am - 12:32 pm
PDX
-
ORD
4h 10mnonstop
American Airlines Logo
8:10 pm - 10:47 pm
ORD
-
PDX
4h 37mnonstop
$251American Airlines
Sat, May 9 - Sat, May 9
Southwest Logo
8:00 am - 1:55 pm
PDX
-
MDW
3h 55mnonstop
Southwest Logo
6:05 pm - 8:25 pm
MDW
-
PDX
4h 20mnonstop
$251Southwest
Sat, May 2 - Sat, May 9
American Airlines Logo
6:22 am - 12:32 pm
PDX
-
ORD
4h 10mnonstop
American Airlines Logo
8:10 pm - 10:47 pm
ORD
-
PDX
4h 37mnonstop
$253American Airlines
Wed, May 6 - Wed, May 13
Southwest Logo
11:45 pm - 5:45 am
SEA
-
MDW
4h 00mnonstop
Southwest Logo
9:40 pm - 12:10 am
MDW
-
SEA
4h 30mnonstop
$255Southwest
Tue, Apr 28 - Sat, May 2
Delta Logo
11:51 am - 10:28 pm
PDX
-
MDW
8h 37m
1 stop
Delta Logo
2:12 pm - 8:07 pm
MDW
-
PDX
7h 55m
1 stop
$271Delta
Sat, May 2 - Mon, May 4
Alaska Airlines Logo
2:45 pm - 11:59 pm
GEG
-
ORD
7h 14m
1 stop
Alaska Airlines Logo
8:50 am - 10:20 pm
ORD
-
GEG
15h 30m
1 stop
$295Alaska Airlines
Wed, Apr 29 - Tue, May 5
Alaska Airlines Logo
6:00 am - 4:56 pm
GEG
-
ORD
8h 56m
1 stop
Alaska Airlines Logo
3:52 pm - 10:20 pm
ORD
-
GEG
8h 28m
1 stop
$297Alaska Airlines
Wed, Jun 3 - Tue, Jun 9
Delta Logo
1:30 pm - 9:50 pm
GEG
-
ORD
6h 20m
1 stop
Delta Logo
7:45 am - 12:15 pm
ORD
-
GEG
6h 30m
1 stop
$317Delta
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Good to know

Low seasonFebruary
Cheapest flight$109
Best time to beat the crowds with an average 20% drop in price.
Flight from Seattle to Chicago O'Hare Airport

FAQs for booking flights from Washington to Chicago

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

    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.

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

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

    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 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?

    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 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
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Griffith
Saint John

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Washington

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.