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$72+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
SEA — CHI
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$177
(Delta)

One-way from

$72
(Southwest)

Popular in

December

Cheapest in

January

Average price

$263

Good round-trip deal

$256 or less

Good one-way deal

$153 or less
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. 4% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/83:37 pmGEG - ORD
1 stop6h 13mDelta
Wed 10/156:05 pmORD - GEG
1 stop7h 54mDelta
Deal found 9/10$177
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/63:37 pmGEG - ORD
1 stop6h 13mDelta
Thu 10/97:37 amORD - GEG
1 stop9h 20mDelta
Deal found 9/9$178
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 10/311:20 amGEG - ORD
Nonstop3h 43mUnited Airlines
Tue 10/79:30 amORD - GEG
Nonstop4h 12mUnited Airlines
Deal found 9/10$179
This Delta deal was found by Cheapflights users on 9/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/301:15 pmGEG - ORD
1 stop8h 35mDelta
Sat 11/17:37 amORD - GEG
1 stop6h 58mDelta
Deal found 9/9$183
This Southwest deal was found by Cheapflights users on 9/9. 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.
Thu 10/304:25 pmGEG - MDW
1 stop5h 05mSouthwest
Sat 11/15:15 amMDW - GEG
1 stop5h 55mSouthwest
Deal found 9/9$184
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/311:15 pmGEG - ORD
1 stop8h 35mDelta
Sat 11/87:37 amORD - GEG
1 stop6h 58mDelta
Deal found 9/10$187
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/31:18 pmGEG - ORD
1 stop8h 38mDelta
Tue 10/76:05 pmORD - GEG
1 stop7h 54mDelta
Deal found 9/10$189
This SmartFares deal was found by Cheapflights users on 9/10. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2412:17 amSEA - ORD
Nonstop4h 07mAlaska Airlines
Sat 11/12:05 pmORD - SEA
1 stop6h 43mAlaska Airlines
Deal found 9/10$190
This Booking.com deal was found by Cheapflights users on 9/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/231:02 pmSEA - MDW
1 stop9h 34mFrontier
Sun 10/266:24 pmMDW - SEA
1 stop15h 09mFrontier
Deal found 9/11$190
This Southwest deal was found by Cheapflights users on 9/9. 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.
Thu 10/236:10 amGEG - MDW
1 stop12h 25mSouthwest
Sat 10/255:15 amMDW - GEG
1 stop5h 55mSouthwest
Deal found 9/9$190
This Hawaiian Airlines deal was found by Cheapflights users on 9/9. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2312:17 amSEA - ORD
Nonstop4h 07mHawaiian Airlines
Sun 10/266:00 amORD - SEA
Nonstop4h 40mHawaiian Airlines
Deal found 9/9$191
This Southwest deal was found by Cheapflights users on 9/11. 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.
Sat 10/255:00 amSEA - MDW
2 stops9h 25mSouthwest
Tue 10/287:35 amMDW - SEA
2 stops10h 30mSouthwest
Deal found 9/11$191

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 September 11, 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

SpokaneChicago

GEG - ORD

GEGORD

Spokane

Tue 11/4

5:05 am-1:30 pm

1 stop6h 25m

Chicago O'Hare Intl

Tue 11/4

6:05 pm-10:48 pm

1 stop6h 43m

$177

SpokaneChicago

GEG - ORD

GEGORD

Spokane

Thu 10/23

5:05 am-1:30 pm

1 stop6h 25m

Chicago O'Hare Intl

Sat 10/25

8:57 am-1:05 pm

1 stop6h 08m

$183

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Thu 10/30

4:25 pm-11:30 pm

1 stop5h 05m

Chicago Midway

Sat 11/1

5:15 am-9:10 am

1 stop5h 55m

$184

SpokaneChicago

GEG - ORD

GEGORD

Spokane

Fri 10/31

1:15 pm-11:50 pm

1 stop8h 35m

Chicago O'Hare Intl

Sat 11/8

7:37 am-12:35 pm

1 stop6h 58m

$187

SpokaneChicago

GEG - ORD

GEGORD

Spokane

Thu 10/30

1:15 pm-11:50 pm

1 stop8h 35m

Chicago O'Hare Intl

Sat 11/1

3:50 pm-11:01 pm

2 stops9h 11m

$188

SpokaneChicago

GEG - ORD

GEGORD

Spokane

Tue 3/3

8:40 pm-5:04 am

1 stop6h 24m

Chicago O'Hare Intl

Wed 3/4

7:45 am-12:50 pm

1 stop7h 05m

$189

SpokaneChicago

GEG - ORD

GEGORD

Spokane

Mon 10/27

5:05 am-1:30 pm

1 stop6h 25m

Chicago O'Hare Intl

Mon 11/3

7:37 am-12:35 pm

1 stop6h 58m

$189

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Fri 1/9

6:00 pm-11:59 pm

Nonstop3h 59m

Chicago O'Hare Intl

Sun 1/18

6:50 pm-9:41 pm

Nonstop4h 51m

$191

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Thu 11/27

10:53 am-5:06 pm

Nonstop4h 13m

Chicago O'Hare Intl

Thu 12/4

3:05 pm-9:43 pm

1 stop8h 38m

$192

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Sat 9/27

11:10 pm-5:15 am

Nonstop4h 05m

Chicago Midway

Tue 9/30

8:40 am-11:10 am

Nonstop4h 30m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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, August is the cheapest month in which you can book a flight from State of Washington to Chicago (average of $245). Flying from State of Washington to Chicago in March is currently the most expensive (average of $321). 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 September 11, 2025.

When flying from State of Washington to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 11, 2025.

The most flights from USWA to CHI are scheduled on a Thursday (68 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (49 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 $184, Delta can have you in Chicago from State of Washington in 5h 05m. Airlines will cover a distance of 1506 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 Southwest, which is currently one of the cheapest options available, starting at $72. United Airlines flights start at $82 while deals on Delta start at $89 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 WestJet (100%), KLM (100%) or Avianca (90%) 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 $770, our data shows the cheapest flight currently is $94. When looking at the most popular route, (Seattle/Tacoma Intl - Chicago O'Hare Intl), you can expect to pay $119 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, August is the cheapest month in which you can book a flight from State of Washington to Chicago (average of $245). Flying from State of Washington to Chicago in March is currently the most expensive (average of $321). 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
Benton Harbor
Porter
Chesterton

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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$107Average$189FlexibilityNo cancel feeOn-time65%
DeltaCheapest$118Average$336FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$121Average$286FlexibilityNo cancel feeOn-time85%
FrontierCheapest$137Average$280FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$169Average$373FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$170Average$426FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$170Average$387FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$172Average$313FlexibilityNo cancel feeOn-time71%

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