$149 Find Cheap Flights from Washington to Chicago - 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 to Chicago departing on 8/24. 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, Sep 5 - Thu, Sep 17
Southwest Logo
8:00 am - 5:35 pm
GEG
-
MDW
7h 35m
1 stop
Southwest Logo
8:50 pm - 10:40 pm
MDW
-
GEG
3h 50mnonstop
$291Southwest
Mon, Nov 9 - Tue, Nov 10
Alaska Airlines Logo
7:38 pm - 5:40 am
GEG
-
ORD
8h 02m
1 stop
Alaska Airlines Logo
7:00 am - 2:22 pm
ORD
-
GEG
9h 22m
1 stop
$295Alaska Airlines
Wed, Aug 12 - Wed, Sep 2
American Airlines Logo
2:27 pm - 8:28 pm
GEG
-
ORD
4h 01mnonstop
American Airlines Logo
11:30 am - 1:37 pm
ORD
-
GEG
4h 07mnonstop
$297American Airlines
Thu, Aug 6 - Sat, Aug 15
American Airlines Logo
2:27 pm - 8:28 pm
GEG
-
ORD
4h 01mnonstop
American Airlines Logo
11:30 am - 1:37 pm
ORD
-
GEG
4h 07mnonstop
$298American Airlines
Mon, Sep 28 - Wed, Sep 30
Delta Logo
10:50 pm - 9:50 am
GEG
-
MDW
9h 00m
1 stop
Delta Logo
7:13 pm - 10:54 pm
MDW
-
GEG
5h 41m
1 stop
$301Delta
Mon, Sep 28 - Wed, Sep 30
Delta Logo
7:05 am - 6:01 pm
GEG
-
ORD
8h 56m
1 stop
Delta Logo
5:10 pm - 11:52 pm
ORD
-
GEG
8h 42m
2 stops
$306Delta
Tue, Aug 4 - Sat, Aug 15
Frontier Logo
7:06 pm - 8:52 pm
SEA
-
ORD
23h 46m
1 stop
Frontier Logo
7:29 am - 11:04 am
ORD
-
SEA
29h 35m
1 stop
$310Frontier
Fri, Sep 4 - Mon, Sep 7
Multiple Airlines Logo
7:06 pm - 1:36 pm
SEA
-
ORD
16h 30m
1 stop
Multiple Airlines Logo
6:00 am - 8:30 am
ORD
-
SEA
4h 30mnonstop
$311Multiple Airlines
Sat, Aug 22 - Tue, Aug 25
Multiple Airlines Logo
10:34 am - 5:59 am
SEA
-
ORD
17h 25m
1 stop
Multiple Airlines Logo
2:18 pm - 9:40 pm
ORD
-
SEA
9h 22m
1 stop
$312Multiple Airlines
Tue, Aug 4 - Mon, Aug 10
Frontier Logo
8:13 pm - 5:37 am
SEA
-
ORD
7h 24m
1 stop
Frontier Logo
7:05 am - 1:17 pm
ORD
-
SEA
32h 12m
2 stops
$315Frontier
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Good to know

Low season

February

Cheapest flight

$149
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly and prices are also 11% lower on average.
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
Schererville
Munster
Chesterton
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 $799
Business Class flights to Chicagofrom $989
Premium Economy Class flights to Chicagofrom $1,196
Economy Class flights to Chicagofrom $291