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$68+ Cheap flights from Washington to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
SEA — CHI
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap flight deals from Washington to Chicago

Keep the following information in mind while searching for Washington to Chicago flight deals. Data was last updated October 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$162
(Priceline)

One-way from

$68
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$298

Good round-trip deal

$310 or less

Good one-way deal

$170 or less
Provider with most accurate pricing for Seattle/Tacoma Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Seattle/Tacoma Intl-Chicago (CHI) flights.
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From Washington to Chicago (CHI)
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One-way flight from Washington to Chicago (CHI)
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Highest demand for flights based on searches. 5% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Washington to Chicago (CHI).
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Price to beat on a one-way flight from Washington to Chicago (CHI).
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Find flight deals from Washington to Chicago

Cheapest flights from Washington to Chicago
Explore the most affordable flight options available from Washington to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This Priceline deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1312:03 pmGEG - ORD
1 stop10h 12mFrontier
Sun 11/166:00 amORD - GEG
1 stop7h 08mFrontier
Deal found 10/28$162
This Expedia deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/21:33 pmGEG - ORD
1 stop8h 26mMultiple Airlines
Thu 12/47:00 amORD - GEG
1 stop6h 13mMultiple Airlines
Deal found 10/28$177
This Vliegwinkel deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/411:01 amSEA - ORD
1 stop22h 41mMultiple Airlines
Wed 12/105:51 pmORD - SEA
Nonstop4h 44mMultiple Airlines
Deal found 10/28$178
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:38 amSEA - ORD
Nonstop4h 04mAmerican Airlines
Wed 12/109:45 amORD - SEA
Nonstop4h 53mAmerican Airlines
Deal found 10/27$179
This Alaska Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/68:25 amSEA - ORD
Nonstop4h 14mAlaska Airlines
Sat 12/65:51 pmORD - SEA
Nonstop4h 44mAlaska Airlines
Deal found 10/28$181
This Priceline deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/142:22 pmSEA - ORD
1 stop7h 53mFrontier
Mon 11/176:00 amORD - SEA
1 stop8h 13mFrontier
Deal found 10/28$182
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1512:58 pmSEA - ORD
1 stop8h 31mFrontier
Mon 11/176:20 pmORD - SEA
2 stops19h 47mFrontier
Deal found 10/27$183
This CheapOair deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/41:09 pmSEA - MDW
1 stop19h 59mFrontier
Mon 12/86:15 amMDW - SEA
1 stop12h 21mFrontier
Deal found 10/28$186
This Alaska Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/64:21 pmSEA - ORD
Nonstop4h 09mAlaska Airlines
Wed 12/105:51 pmORD - SEA
Nonstop4h 44mAlaska Airlines
Deal found 10/28$187
This Southwest deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/186:35 amSEA - MDW
Nonstop3h 55mSouthwest
Wed 11/195:15 pmMDW - SEA
1 stop7h 40mSouthwest
Deal found 10/28$187
This Orbitz deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/83:40 pmSEA - ORD
1 stop6h 32mMultiple Airlines
Wed 12/102:05 pmORD - SEA
1 stop6h 50mMultiple Airlines
Deal found 10/27$188
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/53:40 pmSEA - MDW
2 stops20h 19mFrontier
Mon 12/86:15 amMDW - SEA
1 stop12h 21mFrontier
Deal found 10/28$188

Cheapflights Fare Finder

 
Customize your flight search to find flights from Washington to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
Use the filters below to find and compare flights from Washington to Chicago that are best for you.

Fly from

Washington

Fly to

Chicago

Route

Depart

Return

Price

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Thu 1/1

7:00 am-1:08 pm

Nonstop4h 08m

Chicago O'Hare Intl

Tue 1/6

3:35 pm-6:14 pm

Nonstop4h 39m

$182

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Fri 2/20

11:10 pm-1:04 pm

1 stop11h 54m

Chicago O'Hare Intl

Fri 2/27

7:45 am-10:36 am

Nonstop4h 51m

$187

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Tue 11/18

6:35 am-12:30 pm

Nonstop3h 55m

Chicago Midway

Wed 11/19

5:15 pm-10:55 pm

1 stop7h 40m

$187

SpokaneChicago

GEG - ORD

GEGORD

Spokane

Thu 11/27

5:30 am-5:06 pm

1 stop9h 36m

Chicago O'Hare Intl

Thu 12/4

7:00 am-11:13 am

1 stop6h 13m

$194

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Wed 2/18

11:00 pm-5:04 am

Nonstop4h 04m

Chicago O'Hare Intl

Fri 2/27

2:59 pm-11:46 pm

1 stop10h 47m

$197

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Wed 2/18

2:55 pm-10:53 pm

1 stop5h 58m

Chicago O'Hare Intl

Mon 2/23

7:59 pm-10:43 pm

Nonstop4h 44m

$197

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Thu 1/29

9:45 pm-1:10 pm

1 stop13h 25m

Chicago O'Hare Intl

Mon 2/2

2:06 pm-8:35 pm

1 stop8h 29m

$197

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Thu 11/27

8:00 am-6:26 pm

1 stop8h 26m

Chicago O'Hare Intl

Wed 12/3

1:25 pm-4:07 pm

Nonstop4h 42m

$197

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Sat 12/6

4:21 pm-10:30 pm

Nonstop4h 09m

Chicago O'Hare Intl

Fri 12/12

3:05 pm-9:43 pm

1 stop8h 38m

$197

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Sun 2/1

8:30 am-2:38 pm

Nonstop4h 08m

Chicago O'Hare Intl

Sun 2/1

3:49 pm-11:57 pm

1 stop10h 08m

$201

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 60 results
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Best time to book a flight from Washington to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Washington with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Washington to Chicago

What is the cheapest month to book a flight from State of Washington to Chicago?

Currently, February is the cheapest month in which you can book a flight from State of Washington to Chicago (average of $116). Flying from State of Washington to Chicago in July is currently the most expensive (average of $169). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from WA to CHI?

Find hourly flight availability from Washington to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

When flying from State of Washington to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 10% versus a flight in the evening.

What is the cheapest day to fly from State of Washington to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Washington to Chicago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their State of Washington to Chicago flight should consider departing on Monday afternoons when fares are most often at their lowest. Monday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Washington to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from State of Washington to Chicago?

    For as low as $187, United Airlines can have you in Chicago from State of Washington in 3h 55m. Airlines will cover a distance of 1728 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from State of Washington to Chicago one-way?

    To fly one-way, consider booking your trip with United Airlines, which is currently one of the cheapest options available, starting at $94. Alaska Airlines flights start at $94 while deals on Southwest start at $98 one-way.

  • What are the most popular routes from State of Washington to Chicago?

    While some choose either Portland - Chicago O'Hare Intl or Seattle/Tacoma Intl - Chicago Midway, Seattle/Tacoma Intl - Chicago O'Hare Intl is the most popular route from State of Washington to Chicago.

  • What are the most reliable airlines from State of Washington to Chicago?

    No one likes to see their flight delayed. When booking a flight from State of Washington to Chicago consider choosing Austrian Airlines (96%), Avianca (95%) or WestJet (92%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from State of Washington to Chicago?

    While on average a flight from State of Washington to Chicago is generally $712, our data shows the cheapest flight currently is $92. When looking at the most popular route, (Seattle/Tacoma Intl - Chicago O'Hare Intl), you can expect to pay $159 for that flight.

  • Can I find deals for flights from Washington to Chicago that include hotel bookings?

    Yes. In addition to deals on Washington to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Washington to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Washington to Chicago.

  • Can I find deals for business class flights from Washington to Chicago?

    Yes. Cheapflights offers flight deals from Washington to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from State of Washington to Chicago?

    Currently, February is the cheapest month in which you can book a flight from State of Washington to Chicago (average of $116). Flying from State of Washington to Chicago in July is currently the most expensive (average of $169). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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Alternative routes for Washington to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 8 airlines flying from Washington to Chicago

Discover the top 8 airlines that operate flights from Washington to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$107Average$189FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$121Average$288FlexibilityNo cancel feeOn-time85%
DeltaCheapest$126Average$351FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$137Average$265FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$167Average$352FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$176Average$414FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$179Average$358FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$180Average$311FlexibilityNo cancel feeOn-time71%

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