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$94+ 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
SEA — CHI
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Washington to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Washington (USWA) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$178
(Delta)

One-way from

$94
(United Airlines)

Good round-trip deal

$284 or less

Good one-way deal

$177 or less
From Washington to Chicago (CHI)
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One-way flight from Washington to Chicago (CHI)
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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 January 21, 2025.

This Delta deal was found by Cheapflights users on 1/21. 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.
Sat 2/155:55 pmSEA - ORD
Nonstop4h 01mDelta
Sun 2/167:00 amORD - SEA
Nonstop4h 58mDelta
Deal found 1/21$178
This FlightHub deal was found by Cheapflights users on 1/20. 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.
Thu 2/612:10 pmSEA - MDW
1 stop21h 34mFrontier
Sun 2/166:40 amMDW - SEA
1 stop7h 22mFrontier
Deal found 1/20$178
This Travelocity deal was found by Cheapflights users on 1/20. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/186:03 pmSEA - ORD
Nonstop3h 56mMultiple Airlines
Tue 2/251:32 pmORD - SEA
1 stop12h 53mMultiple Airlines
Deal found 1/20$179
This Booking.com deal was found by Cheapflights users on 1/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2711:38 amSEA - ORD
1 stop15h 22mFrontier
Sun 3/27:59 pmORD - SEA
1 stop16h 24mFrontier
Deal found 1/20$180
This Mytrip deal was found by Cheapflights users on 1/19. 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.
Mon 3/37:47 pmSEA - ORD
1 stop8h 20mSpirit Airlines
Mon 3/104:45 pmORD - SEA
2 stops21h 01mSpirit Airlines
Deal found 1/19$184
This United Airlines deal was found by Cheapflights users on 1/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/214:50 pmSEA - ORD
1 stop10h 03mUnited Airlines
Thu 2/277:59 pmORD - SEA
Nonstop4h 43mUnited Airlines
Deal found 1/20$193
This American Airlines deal was found by Cheapflights users on 1/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/611:59 pmSEA - ORD
Nonstop4h 06mAmerican Airlines
Mon 3/108:25 pmORD - SEA
Nonstop4h 42mAmerican Airlines
Deal found 1/20$198
This Delta deal was found by Cheapflights users on 1/21. 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.
Sat 2/86:00 amGEG - ORD
1 stop7h 30mDelta
Tue 2/115:00 pmORD - GEG
1 stop8h 43mDelta
Deal found 1/21$199
This Alaska Airlines deal was found by Cheapflights users on 1/20. 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.
Sun 2/96:00 pmSEA - ORD
Nonstop3h 59mAlaska Airlines
Wed 2/126:55 pmORD - SEA
1 stop13h 05mAlaska Airlines
Deal found 1/20$204
This Kissandfly.com deal was found by Cheapflights users on 1/20. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/62:02 pmSEA - MDW
1 stop8h 15mMultiple Airlines
Thu 3/138:44 pmMDW - SEA
3 stops19h 48mMultiple Airlines
Deal found 1/20$219
This Travelocity deal was found by Cheapflights users on 1/20. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/87:00 amPDX - ORD
Nonstop4h 05mMultiple Airlines
Tue 4/151:14 pmORD - PDX
1 stop13h 03mMultiple Airlines
Deal found 1/20$227
This Southwest deal was found by Cheapflights users on 1/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/269:00 amPDX - MDW
Nonstop3h 55mSouthwest
Wed 3/58:30 amMDW - PDX
Nonstop4h 25mSouthwest
Deal found 1/20$227

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Sat 2/15

5:55 pm-11:56 pm

Nonstop4h 01m

Chicago O'Hare Intl

Sun 2/16

7:00 am-9:58 am

Nonstop4h 58m

$178

SeattleChicago

SEA - MDW

SEAMDW

Seattle/Tacoma Intl

Thu 2/6

12:10 pm-11:44 am

1 stop21h 34m

Chicago Midway

Sun 2/16

6:40 am-12:02 pm

1 stop7h 22m

$178

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Tue 2/18

6:03 pm-11:59 pm

Nonstop3h 56m

Chicago O'Hare Intl

Tue 2/25

1:32 pm-12:25 am

1 stop12h 53m

$179

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Thu 2/27

11:38 am-5:00 am

1 stop15h 22m

Chicago O'Hare Intl

Sun 3/2

7:59 pm-10:23 am

1 stop16h 24m

$180

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Mon 3/3

7:47 pm-6:07 am

1 stop8h 20m

Chicago O'Hare Intl

Mon 3/10

4:45 pm-11:46 am

2 stops21h 01m

$184

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Thu 3/6

11:59 pm-5:53 am

Nonstop3h 54m

Chicago O'Hare Intl

Mon 3/10

7:55 pm-10:39 pm

Nonstop4h 44m

$187

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Thu 3/6

11:59 pm-6:05 am

Nonstop4h 06m

Chicago O'Hare Intl

Mon 3/10

8:25 pm-11:07 pm

Nonstop4h 42m

$198

SpokaneChicago

GEG - ORD

GEGORD

Spokane

Sat 2/15

1:25 pm-11:56 pm

1 stop8h 31m

Chicago O'Hare Intl

Tue 2/25

2:10 pm-9:07 pm

1 stop8h 57m

$199

SeattleChicago

SEA - ORD

SEAORD

Seattle/Tacoma Intl

Sun 2/9

6:00 pm-11:59 pm

Nonstop3h 59m

Chicago O'Hare Intl

Wed 2/12

6:55 pm-6:00 am

1 stop13h 05m

$204

SpokaneChicago

GEG - MDW

GEGMDW

Spokane

Tue 2/25

1:10 pm-10:20 pm

1 stop7h 10m

Chicago Midway

Wed 2/26

2:08 pm-12:03 am

2 stops11h 55m

$204

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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 $320). 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 January 21, 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 January 21, 2025.

The most flights from USWA to CHI are scheduled on a Monday (38 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 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 January 21, 2025.
Read reviews from past customers who have flown Delta, Alaska Airlines and American Airlines 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
4,662 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,706 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,984 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.4
Good
801 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Food

7.2

Crew

8.7

Entertainment

7.7

Overall

8.1

Boarding

8.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 United Airlines, which is currently one of the cheapest options available, starting at $94. Frontier flights start at $94 while deals on Spirit Airlines start at $95 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 Royal Jordanian (100%), Iberia (92%) or Singapore Airlines (91%) 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 $822, our data shows the cheapest flight currently is $101. When looking at the most popular route, (Seattle/Tacoma Intl - Chicago O'Hare Intl), you can expect to pay $134 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 $320). 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$104Average$406FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$107Average$235FlexibilityNo cancel feeOn-time65%
FrontierCheapest$131Average$268FlexibilityNo cancel feeOn-time62%
Alaska AirlinesCheapest$135Average$453FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$140Average$343FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$157Average$462FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$179Average$398FlexibilityNo cancel feeOn-time63%
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