$74 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 2/26. 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 Chicago

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$159
Overall average: $362
Southwest
Sat 3/7Sat 3/14
SEA - MDW • Non-stop
Cheapest one-way
$74
Typical prices: $179-$239
Frontier
Thu 2/26
GEG - ORD • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Useful Info
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, Mar 7 - Sat, Mar 14
Southwest Logo
11:55 pm - 5:50 am
SEA
-
MDW
3h 55mnonstop
Southwest Logo
9:40 pm - 12:15 am
MDW
-
SEA
4h 35mnonstop
$159Southwest
Fri, Feb 27 - Sat, Mar 7
American Airlines Logo
12:07 am - 6:23 am
SEA
-
ORD
4h 16mnonstop
American Airlines Logo
8:20 pm - 11:04 pm
ORD
-
SEA
4h 44mnonstop
$162American Airlines
Sat, Feb 28 - Sat, Mar 7
United Airlines Logo
7:00 am - 1:06 pm
SEA
-
ORD
4h 06mnonstop
United Airlines Logo
4:20 pm - 7:03 pm
ORD
-
SEA
4h 43mnonstop
$163United Airlines
Fri, Mar 6 - Tue, Mar 10
Frontier Logo
12:24 pm - 12:57 am
SEA
-
ORD
10h 33m
1 stop
Frontier Logo
7:31 pm - 5:09 pm
ORD
-
SEA
23h 38m
1 stop
$179Frontier
Sat, Feb 28 - Sat, Mar 7
Alaska Airlines Logo
5:55 pm - 11:56 pm
SEA
-
ORD
4h 01mnonstop
Alaska Airlines Logo
3:07 pm - 10:39 pm
ORD
-
SEA
9h 32m
1 stop
$181Alaska Airlines
Sat, Feb 28 - Sat, Mar 7
Hawaiian Airlines Logo
8:00 am - 2:11 pm
SEA
-
ORD
4h 11mnonstop
Hawaiian Airlines Logo
7:00 am - 9:51 am
ORD
-
SEA
4h 51mnonstop
$185Hawaiian Airlines
Tue, Feb 24 - Sat, Feb 28
United Airlines Logo
12:32 pm - 11:26 pm
SEA
-
ORD
8h 54m
1 stop
United Airlines Logo
7:59 pm - 10:43 pm
ORD
-
SEA
4h 44mnonstop
$186United Airlines
Tue, Mar 17 - Wed, Mar 25
Hawaiian Airlines Logo
12:35 am - 6:39 am
SEA
-
ORD
4h 04mnonstop
Hawaiian Airlines Logo
7:24 pm - 10:05 pm
ORD
-
SEA
4h 41mnonstop
$187Hawaiian Airlines
Tue, Mar 3 - Mon, Mar 9
Alaska Airlines Logo
7:00 am - 1:11 pm
PDX
-
ORD
4h 11mnonstop
Alaska Airlines Logo
5:29 pm - 11:44 pm
ORD
-
PDX
8h 15m
1 stop
$217Alaska Airlines
Thu, Apr 23 - Mon, Apr 27
Frontier Logo
11:48 am - 9:50 am
PDX
-
ORD
20h 02m
1 stop
Frontier Logo
10:55 am - 1:02 pm
ORD
-
PDX
28h 07m
1 stop
$222Frontier
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$74
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly with an average 4% increase in price.
Flight from Spokane 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.
First Class flights to Chicagofrom $547
Business Class flights to Chicagofrom $872
Premium Economy Class flights to Chicagofrom $407
Economy Class flights to Chicagofrom $177