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>

$69 CHEAP FLIGHTS from Washington to Chicago

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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

Tue, Jun 17 - Wed, Jun 18

6:39 pm - 6:12 amPDX-ORD

9h 33m1 stop

9:15 pm - 11:17 amORD-PDX

16h 02m1 stop

$150Spirit Airlines

Find Deal

Sat, May 24 - Thu, May 29

5:40 pm - 5:25 amPDX-ORD

9h 45m1 stop

11:50 am - 4:45 pmORD-PDX

6h 55m1 stop

$152Spirit Airlines

Find Deal

Sat, Jun 7 - Tue, Jun 10

11:40 pm - 5:40 amSEA-ORD

4h 00mnonstop

6:00 am - 8:27 amORD-SEA

4h 27mnonstop

$156Alaska Airlines

Find Deal

Tue, Jun 10 - Tue, Jun 17

4:19 pm - 10:23 pmSEA-ORD

4h 04mnonstop

10:00 am - 12:34 pmORD-SEA

4h 34mnonstop

$157Alaska Airlines

Find Deal

Sat, Jun 7 - Sat, Jun 14

4:19 pm - 10:23 pmSEA-ORD

4h 04mnonstop

6:00 am - 8:37 amORD-SEA

4h 37mnonstop

$159Hawaiian Airlines

Find Deal

Wed, Jun 4 - Tue, Jun 10

5:55 pm - 11:59 pmSEA-ORD

4h 04mnonstop

6:00 am - 8:27 amORD-SEA

4h 27mnonstop

$162Hawaiian Airlines

Find Deal

Fri, May 30 - Sat, Jun 14

5:51 pm - 11:56 pmPDX-ORD

4h 05mnonstop

11:50 am - 5:44 pmORD-PDX

7h 54m1 stop

$163

Find Deal

Sat, Jun 7 - Tue, Jun 17

5:50 pm - 11:59 pmSEA-ORD

4h 09mnonstop

6:15 pm - 8:55 pmORD-SEA

4h 40mnonstop

$169Delta

Find Deal

Wed, May 28 - Fri, May 30

1:37 pm - 5:25 amPDX-ORD

13h 48m1 stop

7:00 am - 9:23 amORD-PDX

4h 23mnonstop

$173

Find Deal

Fri, Jun 13 - Mon, Jun 16

11:10 pm - 9:41 amGEG-MDW

8h 31m1 stop

7:21 pm - 11:11 pmMDW-GEG

5h 50m1 stop

$185Delta

Find Deal

Useful Info

Low season	January
High season	August
Cheapest flight	$69

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 Portland to Chicago O'Hare Airport

Verified travelerFlew with Alaska AirlinesSEA-ORDOct 2024

Alaska airline has best boarding and baggage policy.

ShirleyFlew with Alaska AirlinesSEA-ORDJun 2024

I generally fly United or Delta out of South Bend, IN into Seattle or wherever I'm going. I have no issues with Alaska. I only use Alaska when flying with my family from the Seattle area back to Chicago O'Hare and then we drive to SW Michigan where I live. Alaska Airlines has a beautiful new terminal at SeaTac as well. A good airline. I do like planes that have screens on the back of the seats.

Verified travelerFlew with United AirlinesSEA-ORDJul 2024

Budget if you’re planning on shopping for meals or souvenirs at Sea-Tac, it’s not cheap.

Verified travelerFlew with Alaska AirlinesSEA-ORDJun 2024

Bring books and earplugs for the four hour flight and enjoy 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

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 $639

Business Class flights to Chicagofrom $349

Prem Econ Class flights to Chicagofrom $316

Economy Class flights to Chicagofrom $169

$69 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

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

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