$149 Find Cheap Flights from Washington to Chicago - Compare and Save

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Cheap Flights from Washington to Chicago

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Washington to Chicago

Sat, Oct 10 - Sat, Oct 17
Frontier Logo
8:00 pm - 6:34 amSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
8h 34m1 stop Los Angeles
Frontier Logo
6:30 am - 3:12 pmORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
10h 42m1 stop Denver Intl
$279Frontier
Fri, Sep 18 - Wed, Sep 30
Multiple Airlines Logo
7:45 pm - 5:38 amSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
7h 53m1 stop Las Vegas Harry Reid Intl
Multiple Airlines Logo
7:00 pm - 9:38 pmORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
4h 38mnonstop
$282Multiple Airlines
Sat, Oct 17 - Sat, Oct 24
Multiple Airlines Logo
8:00 pm - 6:34 amSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
8h 34m1 stop Los Angeles
Multiple Airlines Logo
9:00 am - 11:44 amORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
4h 44mnonstop
$283Multiple Airlines
Thu, Oct 22 - Wed, Oct 28
Alaska Airlines Logo
11:41 pm - 5:40 amSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
3h 59mnonstop
Alaska Airlines Logo
5:46 pm - 8:28 pmORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
4h 42mnonstop
$284Alaska Airlines
Sat, Oct 17 - Mon, Oct 19
Alaska Airlines Logo
11:56 am - 6:20 pmSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
4h 24mnonstop
Alaska Airlines Logo
6:00 am - 8:37 amORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
4h 37mnonstop
$284Alaska Airlines
Tue, Sep 15 - Sat, Sep 26
Frontier Logo
8:15 pm - 12:23 amSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
26h 08m2 stops Los Angeles Denver Intl
Frontier Logo
6:30 am - 3:08 pmORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
10h 38m1 stop Denver Intl
$287Frontier
Wed, Oct 21 - Wed, Oct 28
Delta Logo
7:15 am - 1:30 pmSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
4h 15mnonstop
Delta Logo
12:50 pm - 3:25 pmORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
4h 35mnonstop
$296Delta
Wed, Oct 14 - Wed, Oct 21
American Airlines Logo
5:39 pm - 11:45 pmSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
4h 06mnonstop
American Airlines Logo
11:34 am - 2:17 pmORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
4h 43mnonstop
$296American Airlines
Sat, Sep 26 - Sat, Oct 3
Delta Logo
5:50 pm - 11:57 pmSEA  Seattle/Tacoma Intl-ORD Chicago O'Hare Intl
4h 07mnonstop
Delta Logo
12:50 pm - 3:25 pmORD  Chicago O'Hare Intl-SEA Seattle/Tacoma Intl
4h 35mnonstop
$297Delta
Thu, Oct 1 - Mon, Oct 5
American Airlines Logo
2:19 pm - 8:15 pmGEG  Spokane-ORD Chicago O'Hare Intl
3h 56mnonstop
American Airlines Logo
9:50 am - 11:56 amORD  Chicago O'Hare Intl-GEG Spokane
4h 06mnonstop
$297American Airlines
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Good to know

Low season

February

Cheapest flight

$149
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Spokane to Chicago O'Hare Airport

Flights from Washington to Chicago: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Washington to Chicago 
Verified travelerFlew with Alaska Airlines-Aug 2026
Be prepared to have a very difficult time checking in if you are not technology savvy. I could not figure out how to check in. It made me scan with my phone to check in, but I couldn’t figure out how to do it and then an employer was there pushed buttons on the kiosk and printed up a boarding pass. Where did customer service go?! and then, we had to wait in a huge long long long line just to drop off the bag. Be certain you give yourself extra time for all of this chaos. Flying is getting worse and worse every time I fly.
Verified travelerFlew with United Airlines-Jul 2024
Budget if you’re planning on shopping for meals or souvenirs at Sea-Tac, it’s not cheap.

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

First Class flights to Chicagofrom $768
Business Class flights to Chicagofrom $768
Premium Economy Class flights to Chicagofrom $707
Economy Class flights to Chicagofrom $266