Chicago

$85+ 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 7/8. Fares are subject to change and may not be available on all flights or dates of travel.
SEA — CHI
Apr 22 — Apr 291
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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 April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Flightnetwork
3 stars

Round-trip from

$172
(Trip.com)

One-way from

$85
(Alaska Airlines)

Popular in

December

Cheapest in

January

Average price

$283

Good round-trip deal

$302 or less

Good one-way deal

$167 or less
Provider with most accurate pricing for Seattle/Tacoma Intl-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Seattle/Tacoma Intl-Chicago (CHI) flights.
From Washington to Chicago (CHI)
One-way flight from Washington to Chicago (CHI)
Highest demand for flights based on searches. 2% potential increase in price ($8 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in April 2025
Price to beat on a round-trip flight from Washington to Chicago (CHI).
Price to beat on a one-way flight from Washington to Chicago (CHI).

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 April 17, 2025.

This Trip.com deal was found by Cheapflights users on 4/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/73:58 pmSEA - ORD
Nonstop4h 01mMultiple Airlines
Wed 5/149:00 amORD - SEA
Nonstop4h 32mMultiple Airlines
Deal found 4/17$172
This Trip.com deal was found by Cheapflights users on 4/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/710:48 amSEA - ORD
Nonstop4h 12mHawaiian Airlines
Wed 5/149:00 amORD - SEA
Nonstop4h 32mHawaiian Airlines
Deal found 4/17$173
This Frontier deal was found by Cheapflights users on 4/17. 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.
Sat 5/246:25 amSEA - MDW
1 stop12h 28mFrontier
Sat 5/312:44 pmMDW - SEA
1 stop11h 53mFrontier
Deal found 4/17$178
This Alaska Airlines deal was found by Cheapflights users on 4/17. 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 5/212:00 pmSEA - ORD
1 stop7h 56mAlaska Airlines
Sat 5/247:51 pmORD - SEA
Nonstop4h 39mAlaska Airlines
Deal found 4/17$179
This CheapOair deal was found by Cheapflights users on 4/17. 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.
Sat 5/246:25 amSEA - ORD
1 stop15h 27mFrontier
Sat 5/316:00 amORD - SEA
1 stop20h 37mFrontier
Deal found 4/17$181
This Southwest deal was found by Cheapflights users on 4/16. 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 6/1010:55 pmSEA - MDW
Nonstop4h 05mSouthwest
Sat 6/149:40 pmMDW - SEA
Nonstop4h 35mSouthwest
Deal found 4/16$189
This Delta deal was found by Cheapflights users on 4/17. 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 5/911:15 amSEA - ORD
Nonstop4h 10mDelta
Tue 5/136:20 pmORD - SEA
Nonstop4h 30mDelta
Deal found 4/17$199
This Delta deal was found by Cheapflights users on 4/17. 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 6/137:27 pmGEG - ORD
2 stops11h 00mDelta
Mon 6/167:20 pmORD - GEG
1 stop6h 22mDelta
Deal found 4/17$204
This CheapOair deal was found by Cheapflights users on 4/16. 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.
Mon 5/56:20 amPDX - ORD
1 stop15h 21mMultiple Airlines
Wed 5/711:50 amORD - PDX
1 stop6h 55mMultiple Airlines
Deal found 4/16$207
This Cheapflightsfares deal was found by Cheapflights users on 4/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/173:20 pmSEA - ORD
1 stop12h 05mSpirit Airlines
Wed 5/2111:50 amORD - SEA
1 stop14h 20mSpirit Airlines
Deal found 4/17$212
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Fri 9/51:39 pmGEG - ORD
Nonstop3h 41mAmerican Airlines
Sun 9/710:45 amORD - GEG
Nonstop3h 50mAmerican Airlines
Deal found 4/17$212
This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/216:39 pmPDX - ORD
1 stop14h 11mSpirit Airlines
Wed 6/259:35 pmORD - PDX
1 stop15h 42mSpirit Airlines
Deal found 4/16$213

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 April 17, 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

Wed 5/7

3:58 pm-9:59 pm

Nonstop4h 01m

Chicago O'Hare Intl

Wed 5/14

9:00 am-11:32 am

Nonstop4h 32m

$172

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Wed 5/7

10:48 am-5:00 pm

Nonstop4h 12m

Chicago O'Hare Intl

Wed 5/14

9:00 am-11:32 am

Nonstop4h 32m

$173

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Sat 5/24

6:25 am-8:53 pm

1 stop12h 28m

Chicago Midway

Sat 5/31

2:44 pm-12:37 am

1 stop11h 53m

$178

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Wed 5/21

2:00 pm-11:56 pm

1 stop7h 56m

Chicago O'Hare Intl

Sat 5/24

7:51 pm-10:30 pm

Nonstop4h 39m

$179

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Sat 5/24

6:25 am-11:52 pm

1 stop15h 27m

Chicago O'Hare Intl

Sat 5/31

6:00 am-12:37 am

1 stop20h 37m

$181

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Tue 6/10

10:55 pm-5:00 am

Nonstop4h 05m

Chicago Midway

Sat 6/14

9:40 pm-12:15 am

Nonstop4h 35m

$189

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Fri 5/9

11:15 am-5:25 pm

Nonstop4h 10m

Chicago O'Hare Intl

Tue 5/13

6:20 pm-8:50 pm

Nonstop4h 30m

$199

SpokaneChicago

GEG - ORD

GEGORD

Spokane

Fri 6/13

7:27 pm-8:27 am

2 stops11h 00m

Chicago O'Hare Intl

Sun 6/15

7:40 am-11:59 am

1 stop6h 19m

$204

PortlandChicago

PDX - ORD

PDXORD

Portland

Mon 5/5

6:20 am-11:41 pm

1 stop15h 21m

Chicago O'Hare Intl

Wed 5/7

11:50 am-4:45 pm

1 stop6h 55m

$207

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Sat 5/17

3:20 pm-5:25 am

1 stop12h 05m

Chicago O'Hare Intl

Wed 5/21

11:50 am-12:10 am

1 stop14h 20m

$212

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

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 April 17, 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 April 17, 2025.

The most flights from USWA to CHI are scheduled on a Thursday (60 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (32 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated April 17, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Washington to Chicago. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
8.0
Very good

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Boarding

8.1

Comfort

7.9

Overall

8.0

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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

    To fly one-way, consider booking your trip with Alaska Airlines, which is currently one of the cheapest options available, starting at $85. Southwest flights start at $85 while deals on Frontier start at $88 one-way.

  • What are the most popular routes 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 Scandinavian Airlines (94%), Royal Jordanian (91%) or Delta (88%) 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 $680, our data shows the cheapest flight currently is $91. 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, 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 Washington?

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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$107Average$213FlexibilityNo cancel feeOn-time65%
Hawaiian AirlinesCheapest$119Average$279FlexibilityNo cancel feeOn-time85%
DeltaCheapest$125Average$396FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$137Average$246FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$158Average$404FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$158Average$310FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$166Average$470FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$194Average$402FlexibilityNo cancel feeOn-time63%

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