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>

$105 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

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

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

Flight Deals

Cheap Flights from Washington to Chicago

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

Thu, May 7 - Mon, May 11

11:06 am - 6:39 am

SEA

ORD

17h 33m

1 stop

9:42 pm - 9:49 am

ORD

SEA

14h 07m

1 stop

$216Frontier

Thu, Apr 16 - Mon, Apr 20

7:12 pm - 9:50 am

SEA

ORD

12h 38m

1 stop

10:55 am - 9:27 am

ORD

SEA

24h 32m

1 stop

$217Frontier

Wed, Apr 22 - Tue, Apr 28

10:57 am - 11:27 pm

SEA

ORD

10h 30m

1 stop

7:30 am - 5:42 pm

ORD

SEA

12h 12m

1 stop

$224Multiple Airlines

Wed, Apr 29 - Sun, May 3

7:55 am - 2:08 pm

PDX

ORD

4h 13mnonstop

10:50 am - 11:03 am

ORD

PDX

26h 13m

1 stop

$246Multiple Airlines

Sat, Apr 25 - Sat, May 2

11:55 pm - 5:50 am

PDX

MDW

3h 55mnonstop

6:05 pm - 8:25 pm

MDW

PDX

4h 20mnonstop

$251Southwest

Sat, Apr 25 - Sat, May 2

11:55 pm - 5:55 am

SEA

MDW

4h 00mnonstop

6:05 pm - 8:35 pm

MDW

SEA

4h 30mnonstop

$255Southwest

Fri, Apr 24 - Sat, May 2

12:30 am - 9:06 am

PDX

MDW

6h 36m

1 stop

2:12 pm - 8:07 pm

MDW

PDX

7h 55m

1 stop

$271Delta

Mon, Apr 27 - Mon, May 4

3:12 pm - 11:59 pm

GEG

ORD

6h 47m

1 stop

8:50 am - 10:20 pm

ORD

GEG

15h 30m

1 stop

$295Alaska Airlines

Sat, May 2 - Fri, May 8

2:45 pm - 11:59 pm

GEG

ORD

7h 14m

1 stop

7:59 pm - 10:20 pm

ORD

GEG

28h 21m

1 stop

$298Alaska Airlines

Tue, Apr 21 - Sat, Apr 25

5:10 am - 1:23 pm

PSC

ORD

6h 13m

1 stop

8:55 am - 5:09 pm

ORD

PSC

10h 14m

2 stops

$322Delta

Useful Info

Low season	February
High season	July
Cheapest flight	$105

Best time to beat the crowds with an average 22% drop in price.

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.

Merrillville

Saint Joseph

Hammond

Portage

Lansing

Valparaiso

Chesterton

Schererville

Munster

Porter

Monticello

Griffith

Saint John

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 $626

Business Class flights to Chicagofrom $616

Premium Economy Class flights to Chicagofrom $417

Economy Class flights to Chicagofrom $198

$105 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.

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