$90 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

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Everything you should know

Cheapest round-trip
$176
Overall average: $257
Alaska Airlines
Thu 1/8Thu 1/15
SEA - ORD • Non-stop
Cheapest one-way
$90
Frontier
Thu 2/26
GEG - MDW • 1 stop
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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

Thu, Jan 8 - Thu, Jan 15
Alaska Airlines Logo
8:30 am - 2:38 pm
SEA
-
ORD
4h 08mnonstop
Alaska Airlines Logo
6:06 pm - 8:56 pm
ORD
-
SEA
4h 50mnonstop
$176Alaska Airlines
Fri, Jan 9 - Sat, Jan 10
Alaska Airlines Logo
5:50 pm - 11:50 pm
SEA
-
ORD
4h 00mnonstop
Alaska Airlines Logo
8:00 am - 10:46 am
ORD
-
SEA
4h 46mnonstop
$177Alaska Airlines
Thu, Jan 1 - Fri, Jan 9
Southwest Logo
6:35 am - 12:30 pm
SEA
-
MDW
3h 55mnonstop
Southwest Logo
10:35 am - 1:15 pm
MDW
-
SEA
4h 40mnonstop
$177Southwest
Mon, Jan 5 - Fri, Jan 9
Hawaiian Airlines Logo
5:49 pm - 11:59 pm
SEA
-
ORD
4h 10mnonstop
Hawaiian Airlines Logo
8:00 am - 10:46 am
ORD
-
SEA
4h 46mnonstop
$178Hawaiian Airlines
Sun, Jan 11 - Wed, Jan 14
American Airlines Logo
2:04 pm - 8:15 pm
SEA
-
ORD
4h 11mnonstop
American Airlines Logo
10:27 am - 1:08 pm
ORD
-
SEA
4h 41mnonstop
$179American Airlines
Thu, Jan 15 - Sat, Jan 17
Multiple Airlines Logo
12:19 pm - 9:24 pm
SEA
-
ORD
7h 05m1 stop
Multiple Airlines Logo
8:00 am - 10:46 am
ORD
-
SEA
4h 46mnonstop
$180Multiple Airlines
Tue, Jan 6 - Wed, Jan 7
Alaska Airlines Logo
9:00 pm - 5:02 am
SEA
-
ORD
6h 02m1 stop
Alaska Airlines Logo
8:00 am - 10:46 am
ORD
-
SEA
4h 46mnonstop
$181Alaska Airlines
Thu, Jan 15 - Sun, Jan 18
Multiple Airlines Logo
12:19 pm - 9:24 pm
SEA
-
ORD
7h 05m1 stop
Multiple Airlines Logo
8:00 am - 10:46 am
ORD
-
SEA
4h 46mnonstop
$185Multiple Airlines
Thu, Jan 1 - Fri, Jan 9
Southwest Logo
6:35 am - 12:30 pm
SEA
-
MDW
3h 55mnonstop
Southwest Logo
6:10 am - 12:20 pm
MDW
-
SEA
8h 10m1 stop
$187Southwest
Wed, May 27 - Tue, Jun 2
American Airlines Logo
2:03 pm - 7:50 pm
GEG
-
ORD
3h 47mnonstop
American Airlines Logo
9:45 am - 11:35 am
ORD
-
GEG
3h 50mnonstop
$235American Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$90
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Spokane to Chicago Midway 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
Saint John
Griffith

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 $678
Business Class flights to Chicagofrom $448
Prem Econ Class flights to Chicagofrom $397
Economy Class flights to Chicagofrom $186