$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 9/17. 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

Thu, Sep 3 - Fri, Sep 11
Frontier Logo
9:29 pm - 7:02 pmSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
19h 33m1 stop Las Vegas Harry Reid Intl
Frontier Logo
8:55 pm - 9:42 amORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
14h 47m1 stop Las Vegas Harry Reid Intl
$284Frontier
Fri, Oct 16 - Thu, Oct 22
Frontier Logo
7:00 pm - 5:42 amSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
8h 42m1 stop Las Vegas Harry Reid Intl
Frontier Logo
6:50 am - 5:45 pmORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
12h 55m1 stop Las Vegas Harry Reid Intl
$284Frontier
Sat, Sep 5 - Tue, Sep 8
Multiple Airlines Logo
7:06 pm - 1:36 pmSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
16h 30m1 stop Denver Intl
Multiple Airlines Logo
6:00 am - 8:30 amORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
4h 30mnonstop
$284Multiple Airlines
Tue, Aug 25 - Wed, Aug 26
Multiple Airlines Logo
7:06 pm - 1:36 pmSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
16h 30m1 stop Denver Intl
Multiple Airlines Logo
6:54 pm - 9:43 pmORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
4h 49mnonstop
$284Multiple Airlines
Sat, Sep 5 - Sat, Sep 5
Alaska Airlines Logo
6:00 am - 12:07 pmSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
4h 07mnonstop
Alaska Airlines Logo
2:18 pm - 9:40 pmORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
9h 22m1 stop San Diego
$291Alaska Airlines
Sat, Sep 19 - Sat, Sep 26
Alaska Airlines Logo
10:52 am - 5:01 pmSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
4h 09mnonstop
Alaska Airlines Logo
3:09 pm - 5:51 pmORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
4h 42mnonstop
$291Alaska Airlines
Tue, Sep 22 - Sat, Sep 26
Southwest Logo
5:20 am - 11:15 amSEA  Seattle/Tacoma Intl-MDW Chicago Midway
3h 55mnonstop
Southwest Logo
8:00 am - 4:50 pmMDW  Chicago Midway-SEA Seattle/Tacoma Intl
10h 50m2 stops Cincinnati Cinci./N. Kentucky Austin Bergstrom
$292Southwest
Wed, Sep 16 - Wed, Sep 23
Southwest Logo
6:40 am - 4:05 pmSEA  Seattle/Tacoma Intl-MDW Chicago Midway
7h 25m2 stops Denver Intl Des Moines
Southwest Logo
3:30 pm - 5:55 pmMDW  Chicago Midway-SEA Seattle/Tacoma Intl
4h 25mnonstop
$292Southwest
Thu, Oct 1 - Mon, Oct 5
Delta Logo
11:45 am - 6:01 pmSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
4h 16mnonstop
Delta Logo
12:50 pm - 3:25 pmORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
4h 35mnonstop
$297Delta
Mon, Sep 28 - Thu, Oct 1
Delta Logo
5:50 pm - 11:57 pmSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
4h 07mnonstop
Delta Logo
7:00 am - 9:35 amORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
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
Chesterton
Schererville
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