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$90+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
SEA — CHI
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap 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 December 15, 2025.

This Alaska Airlines deal was found by Cheapflights users on 12/13. 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.
Wed 12/315:49 pmSEA - ORD
Nonstop4h 10mAlaska Airlines
Sat 1/173:35 pmORD - SEA
Nonstop4h 47mAlaska Airlines
Deal found 12/13$177
This Alaska Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/315:49 pmSEA - ORD
Nonstop4h 10mAlaska Airlines
Mon 1/56:00 amORD - SEA
Nonstop4h 45mAlaska Airlines
Deal found 12/15$217
This Alaska Airlines deal was found by Cheapflights users on 12/12. 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.
Thu 12/254:59 pmSEA - ORD
1 stop10h 03mAlaska Airlines
Mon 1/56:00 amORD - SEA
Nonstop4h 45mAlaska Airlines
Deal found 12/12$237
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Wed 12/243:59 pmPDX - ORD
2 stops20h 18mFrontier
Thu 1/152:30 pmORD - PDX
1 stop22h 34mFrontier
Deal found 12/14$246
This United Airlines deal was found by Cheapflights users on 12/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:50 pmSEA - ORD
1 stop6h 09mUnited Airlines
Sat 1/172:40 pmORD - SEA
1 stop8h 32mUnited Airlines
Deal found 12/13$247
This Alaska Airlines deal was found by Cheapflights users on 12/14. 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.
Mon 12/2912:25 amSEA - ORD
Nonstop4h 04mAlaska Airlines
Tue 1/63:37 pmORD - SEA
1 stop9h 58mAlaska Airlines
Deal found 12/14$257
This Expedia deal was found by Cheapflights users on 12/14. 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.
Sun 12/2812:25 amSEA - ORD
Nonstop4h 04mMultiple Airlines
Mon 1/57:00 amORD - SEA
1 stop7h 30mMultiple Airlines
Deal found 12/14$261
This United Airlines deal was found by Cheapflights users on 12/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/314:00 pmGEG - ORD
1 stop5h 59mUnited Airlines
Sat 1/38:08 pmORD - GEG
Nonstop4h 22mUnited Airlines
Deal found 12/12$262
This Alaska Airlines deal was found by Cheapflights users on 12/12. 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.
Wed 12/247:50 pmSEA - ORD
1 stop15h 26mAlaska Airlines
Tue 1/206:06 pmORD - SEA
Nonstop4h 50mAlaska Airlines
Deal found 12/12$267
This Frontier deal was found by Cheapflights users on 12/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:25 pmSEA - ORD
1 stop8h 47mFrontier
Sun 1/410:49 pmORD - SEA
1 stop13h 22mFrontier
Deal found 12/12$268
This Expedia deal was found by Cheapflights users on 12/13. 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.
Wed 12/315:49 pmSEA - ORD
Nonstop4h 10mMultiple Airlines
Sun 1/410:49 pmORD - SEA
1 stop13h 22mMultiple Airlines
Deal found 12/13$270
This American Airlines deal was found by Cheapflights users on 12/15. 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 12/316:07 amGEG - ORD
Nonstop3h 50mAmerican Airlines
Sat 1/37:19 pmORD - GEG
Nonstop4h 09mAmerican Airlines
Deal found 12/15$270

Find flight deals from Washington to Chicago

Keep the following information in mind while searching for Washington to Chicago flight deals. Data was last updated December 15, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$176
(Kiwi.com)

One-way from

$90
(Trip.com)

Popular in

December

Cheapest in

January

Average price

$382

Good round-trip deal

$315 or less

Good one-way deal

$170 or less
Provider with most accurate pricing for Seattle/Tacoma Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Seattle/Tacoma Intl-Chicago (CHI) flights.
Search Deals
From Washington to Chicago (CHI)
Search Deals
One-way flight from Washington to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Washington to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Washington to Chicago (CHI).
Search Deals

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 December 15, 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

Sat 1/17

5:50 pm-11:50 pm

Nonstop4h 00m

Chicago O'Hare Intl

Sun 1/18

6:06 pm-8:56 pm

Nonstop4h 50m

$177

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Fri 1/16

2:10 pm-8:17 pm

Nonstop4h 07m

Chicago O'Hare Intl

Mon 1/19

7:54 pm-10:43 pm

Nonstop4h 49m

$177

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Fri 1/16

6:35 am-12:35 pm

Nonstop4h 00m

Chicago Midway

Mon 1/19

8:05 am-10:50 am

Nonstop4h 45m

$177

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Thu 1/15

2:10 pm-8:17 pm

Nonstop4h 07m

Chicago O'Hare Intl

Sun 1/18

1:20 pm-4:01 pm

Nonstop4h 41m

$177

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Thu 1/15

11:00 am-5:10 pm

Nonstop4h 10m

Chicago O'Hare Intl

Tue 1/20

6:06 pm-8:56 pm

Nonstop4h 50m

$177

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Tue 1/6

6:45 am-12:40 pm

Nonstop3h 55m

Chicago Midway

Thu 1/29

10:35 am-1:15 pm

Nonstop4h 40m

$177

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Tue 2/17

11:59 pm-5:56 am

Nonstop3h 57m

Chicago O'Hare Intl

Mon 2/23

7:59 pm-10:43 pm

Nonstop4h 44m

$177

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Thu 3/5

6:00 am-12:01 pm

Nonstop4h 01m

Chicago O'Hare Intl

Mon 3/9

7:00 am-9:51 am

Nonstop4h 51m

$177

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Sat 1/24

10:45 am-4:45 pm

Nonstop4h 00m

Chicago Midway

Tue 1/27

10:35 am-1:15 pm

Nonstop4h 40m

$177

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Mon 1/12

2:10 pm-8:17 pm

Nonstop4h 07m

Chicago O'Hare Intl

Mon 1/19

1:20 pm-4:01 pm

Nonstop4h 41m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

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 December 15, 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 afternoon, which can drop the price by up to 24% 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.

Weekly flight availability from State of Washington to Chicago

Explore weekly flight availability from Washington to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 15, 2025.

The most flights from USWA to CHI are scheduled on a Monday (50 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (5 on average).

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 $177, Alaska Airlines can have you in Chicago from State of Washington in 4h. Airlines will cover a distance of 1715 mi. Generally, flights for this route are nonstop.

  • 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 WestJet (100%), Austrian Airlines (95%) or Royal Jordanian (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 $942, our data shows the cheapest flight currently is $98. When looking at the most popular route, (Seattle/Tacoma Intl - Chicago O'Hare Intl), you can expect to pay $167 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
Lansing
Merrillville
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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$107Average$189FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$121Average$288FlexibilityNo cancel feeOn-time85%
DeltaCheapest$123Average$333FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$137Average$273FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$167Average$448FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$169Average$412FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$184Average$353FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$186Average$318FlexibilityNo cancel feeOn-time71%

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