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>

$91 CHEAP FLIGHTS from Washington to Chicago

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

...and more

Travelers love KAYAK

41,299,237 searches in the past 7 days on KAYAK

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheapest round-trip

$176

Overall average: $241

Alaska Airlines

Wed 2/4Wed 2/11

SEA - ORD • Non-stop

Cheapest non-stop

$176

Typical prices: $177-$309

Alaska Airlines

Wed 2/4Mon 2/9

SEA - ORD • Non-stop

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Chicago!

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.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Washington to Chicago

Wed, Feb 4 - Wed, Feb 11

11:00 am - 5:10 pm

SEA

ORD

4h 10mnonstop

3:35 pm - 6:22 pm

ORD

SEA

4h 47mnonstop

$176Alaska Airlines

Fri, Mar 6 - Wed, Mar 11

5:55 pm - 11:52 pm

SEA

ORD

3h 57mnonstop

2:20 pm - 4:58 pm

ORD

SEA

4h 38mnonstop

$177Delta

Thu, Jan 29 - Sun, Feb 1

6:45 am - 12:40 pm

SEA

MDW

3h 55mnonstop

8:05 am - 10:50 am

MDW

SEA

4h 45mnonstop

$177Southwest

Sat, Mar 7 - Mon, Mar 9

11:55 pm - 5:50 am

SEA

MDW

3h 55mnonstop

6:35 pm - 1:25 am

MDW

SEA

8h 50m2 stops

$178Southwest

Thu, Mar 5 - Wed, Mar 11

1:16 pm - 11:14 pm

SEA

ORD

7h 58m1 stop

7:00 am - 9:03 pm

ORD

SEA

16h 03m1 stop

$179Frontier

Thu, Jan 29 - Wed, Feb 4

5:50 pm - 11:50 pm

SEA

ORD

4h 00mnonstop

3:44 pm - 10:15 pm

ORD

SEA

8h 31m1 stop

$182Hawaiian Airlines

Sat, Jan 31 - Sun, Feb 1

12:40 pm - 12:28 am

SEA

ORD

9h 48m1 stop

1:20 pm - 4:01 pm

ORD

SEA

4h 41mnonstop

$183United Airlines

Sat, Jan 31 - Sat, Feb 7

5:50 pm - 11:50 pm

SEA

ORD

4h 00mnonstop

3:44 pm - 10:15 pm

ORD

SEA

8h 31m1 stop

$184Hawaiian Airlines

Sat, Jan 17 - Sat, Jan 24

1:24 pm - 9:15 pm

PDX

ORD

5h 51m1 stop

9:10 am - 12:00 pm

ORD

PDX

4h 50mnonstop

$223United Airlines

Fri, Mar 6 - Mon, Mar 9

12:04 pm - 1:07 am

PDX

ORD

11h 03m1 stop

6:30 pm - 8:58 am

ORD

PDX

40h 28m2 stops

$228Frontier

Useful Info

Low season	January
High season	July
Cheapest flight	$91

Best time to beat the crowds with an average 13% drop in price.

Most popular time to fly with an average 2% increase in price.

Flight from Seattle to Chicago Midway 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.

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

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 $767

Business Class flights to Chicagofrom $633

Prem Econ Class flights to Chicagofrom $458

Economy Class flights to Chicagofrom $174

$91 Find Cheap Flights from Washington to Chicago

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

Everything you should know

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.

Traveling to a place near Chicago?

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