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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

$55 CHEAP FLIGHTS from Washington to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

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Flights 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.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Washington to Chicago

Wed, Sep 3 - Wed, Sep 10

5:50 pm - 11:51 pmSEA-ORD

4h 01mnonstop

7:30 am - 10:17 amORD-SEA

4h 47mnonstop

$109Delta

Find Deal

Wed, Aug 13 - Wed, Aug 20

11:10 pm - 5:15 amSEA-MDW

4h 05mnonstop

9:05 pm - 11:35 pmMDW-SEA

4h 30mnonstop

$110Southwest

Find Deal

Sat, Aug 30 - Tue, Sep 2

11:20 am - 11:59 pmSEA-ORD

10h 39m1 stop

6:20 am - 8:50 amORD-SEA

4h 30mnonstop

$143Alaska Airlines

Find Deal

Fri, Jul 4 - Wed, Aug 13

11:40 pm - 5:40 amSEA-ORD

4h 00mnonstop

8:42 pm - 11:24 pmORD-SEA

4h 42mnonstop

$144Alaska Airlines

Find Deal

Wed, Aug 13 - Sat, Aug 23

11:40 pm - 5:40 amSEA-ORD

4h 00mnonstop

8:00 am - 10:34 amORD-SEA

4h 34mnonstop

$156Hawaiian Airlines

Find Deal

Fri, Sep 5 - Thu, Sep 11

5:55 pm - 11:59 pmSEA-ORD

4h 04mnonstop

6:20 am - 8:50 amORD-SEA

4h 30mnonstop

$157Hawaiian Airlines

Find Deal

Wed, Aug 27 - Tue, Sep 2

6:05 am - 11:53 pmPDX-ORD

15h 48m1 stop

7:20 am - 10:39 pmORD-PDX

17h 19m1 stop

$164Frontier

Find Deal

Fri, Jul 4 - Wed, Jul 9

12:13 pm - 10:42 pmSEA-ORD

8h 29m1 stop

6:00 am - 8:37 amORD-SEA

4h 37mnonstop

$166

Find Deal

Thu, Aug 21 - Sat, Aug 30

6:05 am - 11:53 pmPDX-ORD

15h 48m1 stop

7:20 am - 10:39 pmORD-PDX

17h 19m1 stop

$171Frontier

Find Deal

Thu, Jun 26 - Sat, Jul 5

6:39 pm - 6:12 amPDX-ORD

9h 33m1 stop

7:00 am - 11:30 amORD-PDX

6h 30m1 stop

$228

Find Deal

Useful Info

Low season	January
High season	August
Cheapest flight	$55

Best time to beat the crowds with an average 9% drop in price.

Most popular time to fly and prices are also 9% lower on average.

Flight from Seattle to Chicago O'Hare Airport

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.

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Washington

First Class flights to Chicagofrom $610

Business Class flights to Chicagofrom $654

Prem Econ Class flights to Chicagofrom $337

Economy Class flights to Chicagofrom $169

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

$55 Find Cheap Flights from Washington to Chicago

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

Cheap Flights from Washington to Chicago

Recent round-trip flight deals from Washington to Chicago

Recent one-way flight deals from Washington to Chicago

Recent last minute flight deals from Washington to Chicago

Recent direct flight deals from Washington to Chicago

Good to know

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.

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Washington

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight