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$76+ 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 5/22. Fares are subject to change and may not be available on all flights or dates of travel.
SEA — CHI
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$172
(Mytrip)

One-way from

$76
(Frontier)

Popular in

December

Cheapest in

January

Average price

$269

Good round-trip deal

$323 or less

Good one-way deal

$185 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. 2% potential increase in price ($9 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 February 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 February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/198:04 pmSEA - ORD
1 stop7h 42mSpirit Airlines
Wed 3/2612:14 pmORD - SEA
2 stops22h 29mSpirit Airlines
Deal found 2/19$172
This Alaska Airlines deal was found by Cheapflights users on 2/20. 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 4/211:36 pmSEA - ORD
Nonstop4h 04mAlaska Airlines
Mon 4/77:16 pmORD - SEA
Nonstop4h 44mAlaska Airlines
Deal found 2/20$173
This FlightHub deal was found by Cheapflights users on 2/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/15:38 pmSEA - ORD
1 stop9h 50mMultiple Airlines
Mon 3/107:59 pmORD - SEA
1 stop15h 31mMultiple Airlines
Deal found 2/20$174
This United Airlines deal was found by Cheapflights users on 2/19. 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 5/75:18 pmSEA - ORD
Nonstop4h 05mUnited Airlines
Sat 5/107:00 amORD - SEA
1 stop9h 00mUnited Airlines
Deal found 2/19$176
This Delta deal was found by Cheapflights users on 2/20. 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 4/1412:40 amSEA - ORD
1 stop5h 55mDelta
Tue 4/221:45 pmORD - SEA
1 stop6h 54mDelta
Deal found 2/20$177
This Delta deal was found by Cheapflights users on 2/19. 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 3/2110:00 pmSEA - MDW
1 stop8h 45mDelta
Fri 3/287:09 pmMDW - SEA
1 stop6h 23mDelta
Deal found 2/19$177
This CheapOair deal was found by Cheapflights users on 2/20. 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.
Fri 3/72:02 pmSEA - ORD
1 stop21h 18mFrontier
Mon 3/107:59 pmORD - SEA
1 stop15h 31mFrontier
Deal found 2/20$180
This CheapOair deal was found by Cheapflights users on 2/19. 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 3/1311:38 amSEA - MDW
1 stop15h 53mFrontier
Sun 3/168:44 pmMDW - SEA
1 stop16h 08mFrontier
Deal found 2/19$180
This Hawaiian Airlines deal was found by Cheapflights users on 2/20. 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.
Tue 8/266:00 amSEA - ORD
Nonstop4h 04mHawaiian Airlines
Sat 8/302:00 pmORD - SEA
Nonstop4h 48mHawaiian Airlines
Deal found 2/20$189
This Southwest deal was found by Cheapflights users on 2/18. 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 3/119:10 amSEA - MDW
Nonstop3h 55mSouthwest
Thu 3/134:55 pmMDW - SEA
Nonstop4h 35mSouthwest
Deal found 2/18$199
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Mon 3/3111:59 pmSEA - ORD
1 stop7h 29mAmerican Airlines
Tue 4/18:25 pmORD - SEA
Nonstop4h 42mAmerican Airlines
Deal found 2/19$203
This Delta deal was found by Cheapflights users on 2/19. 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.
Tue 3/185:00 amPSC - ORD
1 stop6h 24mDelta
Wed 3/267:30 amORD - PSC
1 stop18h 29mDelta
Deal found 2/19$223

Find flights from Washington to Chicago within your budget

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 February 20, 2025.

Fly from

Washington

Fly to

Chicago

Route

Depart

Return

Price

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Wed 3/19

8:04 pm-5:46 am

1 stop7h 42m

Chicago O'Hare Intl

Wed 3/26

12:14 pm-8:43 am

2 stops22h 29m

$172

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Wed 4/2

11:36 pm-5:40 am

Nonstop4h 04m

Chicago O'Hare Intl

Tue 4/8

5:53 pm-8:34 pm

Nonstop4h 41m

$173

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Wed 5/7

5:18 pm-11:23 pm

Nonstop4h 05m

Chicago O'Hare Intl

Sat 5/10

7:00 am-2:00 pm

1 stop9h 00m

$176

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Mon 4/14

12:40 am-8:35 am

1 stop5h 55m

Chicago O'Hare Intl

Tue 4/22

1:45 pm-6:39 pm

1 stop6h 54m

$177

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Fri 3/21

10:00 pm-8:45 am

1 stop8h 45m

Chicago Midway

Fri 3/28

7:09 pm-11:32 pm

1 stop6h 23m

$177

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Wed 4/9

12:30 pm-6:33 am

1 stop16h 03m

Chicago O'Hare Intl

Mon 4/14

8:01 pm-9:35 am

1 stop15h 34m

$179

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Fri 3/7

2:02 pm-1:20 pm

1 stop21h 18m

Chicago O'Hare Intl

Mon 3/10

7:59 pm-9:30 am

1 stop15h 31m

$180

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Thu 3/13

11:38 am-5:31 am

1 stop15h 53m

Chicago Midway

Sun 3/16

8:44 pm-10:52 am

1 stop16h 08m

$180

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Tue 3/11

9:10 am-3:05 pm

Nonstop3h 55m

Chicago Midway

Thu 3/13

4:55 pm-7:30 pm

Nonstop4h 35m

$199

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Mon 3/31

11:59 pm-9:28 am

1 stop7h 29m

Chicago O'Hare Intl

Tue 4/1

8:25 pm-11:07 pm

Nonstop4h 42m

$203

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

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.

Travel insights for flights from Washington to Chicago

Get recent, data-driven insights about flights from Washington to Chicago including ideal travel times, pricing trends, and more.

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 February 20, 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 February 20, 2025.

The most flights from USWA to CHI are scheduled on a Thursday (40 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (23 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 February 20, 2025.
Read reviews from past customers who have flown Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Hawaiian Airlines
7.9
Good
2,317 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 Frontier, which is currently one of the cheapest options available, starting at $76. Spirit Airlines flights start at $82 while deals on Delta start at $85 one-way.

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

    While some choose either Seattle/Tacoma Intl - Chicago Midway or Portland - Chicago O'Hare Intl, 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 Royal Jordanian (100%), United Airlines (94%) or SWISS (93%) 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 $793, our data shows the cheapest flight currently is $95. When looking at the most popular route, (Seattle/Tacoma Intl - Chicago O'Hare Intl), you can expect to pay $132 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
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
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 7 airlines flying from Washington to Chicago

Discover the top 7 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$107Average$235FlexibilityNo cancel feeOn-time65%
DeltaCheapest$108Average$402FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$135Average$246FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$146Average$457FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$147Average$339FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$157Average$409FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$188Average$446FlexibilityNo cancel feeOn-time63%
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