$89 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 3/29. 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, Apr 18 - Sat, Apr 25
Southwest Logo
5:45 am - 5:15 pm
SEA
-
MDW
9h 30m
2 stops
Southwest Logo
10:10 am - 12:40 pm
MDW
-
SEA
4h 30mnonstop
$179Southwest
Sat, Apr 25 - Mon, Apr 27
Delta Logo
5:59 pm - 11:58 pm
SEA
-
ORD
3h 59mnonstop
Delta Logo
12:46 pm - 3:20 pm
ORD
-
SEA
4h 34mnonstop
$180Delta
Wed, Apr 15 - Tue, Apr 21
Frontier Logo
8:07 pm - 9:50 am
SEA
-
ORD
11h 43m
1 stop
Frontier Logo
7:21 pm - 5:42 pm
ORD
-
SEA
24h 21m
1 stop
$181Frontier
Thu, Apr 16 - Tue, Apr 21
Frontier Logo
7:12 pm - 9:50 am
SEA
-
ORD
12h 38m
1 stop
Frontier Logo
10:45 am - 9:27 am
ORD
-
SEA
24h 42m
2 stops
$188Frontier
Sat, Apr 18 - Sat, Apr 25
Multiple Airlines Logo
7:12 pm - 9:45 am
SEA
-
ORD
12h 33m
1 stop
Multiple Airlines Logo
6:00 am - 8:32 am
ORD
-
SEA
4h 32mnonstop
$189Multiple Airlines
Thu, Apr 30 - Sat, May 2
Multiple Airlines Logo
10:57 am - 11:27 pm
SEA
-
ORD
10h 30m
1 stop
Multiple Airlines Logo
7:21 pm - 5:57 pm
ORD
-
SEA
24h 36m
1 stop
$191Multiple Airlines
Mon, Apr 27 - Sat, May 2
United Airlines Logo
11:59 pm - 6:03 am
PDX
-
ORD
4h 04mnonstop
United Airlines Logo
4:15 pm - 6:45 pm
ORD
-
PDX
4h 30mnonstop
$229United Airlines
Wed, Apr 15 - Wed, Apr 22
Alaska Airlines Logo
7:43 pm - 6:39 am
GEG
-
ORD
8h 56m
1 stop
Alaska Airlines Logo
3:37 pm - 9:31 pm
ORD
-
GEG
7h 54m
1 stop
$235Alaska Airlines
Fri, May 1 - Tue, May 5
Alaska Airlines Logo
7:41 pm - 6:40 am
GEG
-
ORD
8h 59m
1 stop
Alaska Airlines Logo
6:00 am - 1:23 pm
ORD
-
GEG
9h 23m
1 stop
$240Alaska Airlines
Tue, Apr 21 - Tue, May 12
United Airlines Logo
1:39 pm - 12:59 am
PSC
-
ORD
9h 20m
1 stop
United Airlines Logo
2:20 pm - 8:53 pm
ORD
-
PSC
8h 33m
1 stop
$277United Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$89
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Seattle 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.