$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 10/30. 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

Fri, Sep 18 - Sun, Sep 27
Frontier Logo
7:45 pm - 5:38 am
SEA
-
ORD
7h 53m
1 stop
Frontier Logo
8:55 pm - 9:42 am
ORD
-
SEA
14h 47m
1 stop
$290Frontier
Fri, Sep 11 - Sun, Sep 20
Frontier Logo
7:45 pm - 5:38 am
SEA
-
ORD
7h 53m
1 stop
Frontier Logo
8:55 pm - 9:42 am
ORD
-
SEA
14h 47m
1 stop
$290Frontier
Sat, Aug 29 - Wed, Sep 2
Multiple Airlines Logo
10:34 am - 5:59 am
SEA
-
ORD
17h 25m
1 stop
Multiple Airlines Logo
1:03 pm - 3:41 pm
ORD
-
SEA
4h 38mnonstop
$290Multiple Airlines
Sat, Sep 5 - Sat, Sep 5
Alaska Airlines Logo
6:00 am - 12:07 pm
SEA
-
ORD
4h 07mnonstop
Alaska Airlines Logo
2:18 pm - 9:40 pm
ORD
-
SEA
9h 22m
1 stop
$291Alaska Airlines
Sat, Aug 29 - Sat, Aug 29
Alaska Airlines Logo
6:00 am - 12:07 pm
SEA
-
ORD
4h 07mnonstop
Alaska Airlines Logo
2:18 pm - 11:52 pm
ORD
-
SEA
11h 34m
1 stop
$291Alaska Airlines
Thu, Oct 22 - Thu, Oct 29
Multiple Airlines Logo
7:00 pm - 5:42 am
SEA
-
ORD
8h 42m
1 stop
Multiple Airlines Logo
6:00 am - 8:37 am
ORD
-
SEA
4h 37mnonstop
$291Multiple Airlines
Mon, Oct 19 - Wed, Nov 11
Southwest Logo
12:10 am - 6:05 am
SEA
-
MDW
3h 55mnonstop
Southwest Logo
1:20 pm - 10:15 pm
MDW
-
SEA
10h 55m
2 stops
$292Southwest
Sat, Oct 24 - Wed, Oct 28
Southwest Logo
9:10 am - 3:05 pm
SEA
-
MDW
3h 55mnonstop
Southwest Logo
10:00 am - 7:50 pm
MDW
-
SEA
11h 50m
2 stops
$292Southwest
Thu, Oct 1 - Mon, Oct 5
Delta Logo
11:45 am - 6:01 pm
SEA
-
ORD
4h 16mnonstop
Delta Logo
12:50 pm - 3:25 pm
ORD
-
SEA
4h 35mnonstop
$297Delta
Mon, Sep 14 - Mon, Sep 21
Delta Logo
5:50 pm - 11:57 pm
SEA
-
ORD
4h 07mnonstop
Delta Logo
7:00 am - 9:35 am
ORD
-
SEA
4h 35mnonstop
$297Delta
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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 10% lower on average.
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
Munster
Schererville
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 $838
Business Class flights to Chicagofrom $748
Premium Economy Class flights to Chicagofrom $1,022
Economy Class flights to Chicagofrom $256