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Walla Walla

$181+ Cheap flights from Chicago (CHI) to Walla Walla (ALW)

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.
CHI — ALW
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap flight deals from Chicago to Walla Walla

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Walla Walla (ALW). 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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$524
(Alaska Airlines)

One-way from

$181
(Alaska Airlines)
Provider with most accurate pricing for Chicago (CHI)-Walla Walla flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Walla Walla flights.
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From Chicago (CHI) to Walla Walla
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One-way flight from Chicago (CHI) to Walla Walla
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Find flight deals from Chicago to Walla Walla

Cheapest flights from Chicago to Walla Walla
Explore the most affordable flight options available from Chicago to Walla Walla. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This Alaska Airlines deal was found by Cheapflights users on 10/27. 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.
Tue 11/118:00 amORD - ALW
1 stop9h 09mAlaska Airlines
Sat 11/153:49 pmALW - ORD
1 stop6h 35mAlaska Airlines
Deal found 10/27$524
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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.
Fri 11/73:25 pmORD - ALW
1 stop10h 51mAlaska Airlines
Mon 11/103:49 pmALW - ORD
1 stop6h 35mAlaska Airlines
Deal found 10/27$536
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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 11/128:00 amORD - ALW
1 stop9h 09mAlaska Airlines
Sun 11/163:49 pmALW - ORD
1 stop6h 35mAlaska Airlines
Deal found 10/28$550
This Alaska Airlines deal was found by Cheapflights users on 10/28. 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.
Sat 11/158:00 amORD - ALW
1 stop18h 16mAlaska Airlines
Sat 11/225:00 amALW - ORD
1 stop23h 28mAlaska Airlines
Deal found 10/28$594
This Alaska Airlines deal was found by Cheapflights users on 10/27. 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 11/102:54 pmORD - ALW
2 stops11h 22mAlaska Airlines
Tue 11/113:49 pmALW - ORD
1 stop6h 35mAlaska Airlines
Deal found 10/27$599
This Expedia deal was found by Cheapflights users on 10/28. 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.
Mon 11/36:00 amORD - ALW
1 stop11h 09mAlaska Airlines
Wed 11/53:49 pmALW - ORD
1 stop6h 35mAlaska Airlines
Deal found 10/28$654

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Walla Walla 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 October 29, 2025.
Use the filters below to find and compare flights from Chicago to Walla Walla that are best for you.

Fly from

Chicago

Fly to

Walla Walla

Route

Depart

Return

Price

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Tue 11/11

8:00 am-3:09 pm

1 stop9h 09m

Walla Walla

Sat 11/15

3:49 pm-12:24 am

1 stop6h 35m

$524

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Fri 11/7

3:25 pm-12:16 am

1 stop10h 51m

Walla Walla

Mon 11/10

3:49 pm-12:24 am

1 stop6h 35m

$536

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Wed 11/12

8:00 am-3:09 pm

1 stop9h 09m

Walla Walla

Sun 11/16

3:49 pm-12:24 am

1 stop6h 35m

$550

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Sat 11/15

8:00 am-12:16 am

1 stop18h 16m

Walla Walla

Sat 11/22

5:00 am-6:28 am

1 stop23h 28m

$594

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Mon 11/10

2:54 pm-12:16 am

2 stops11h 22m

Walla Walla

Tue 11/11

3:49 pm-12:24 am

1 stop6h 35m

$599

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Mon 11/3

6:00 am-3:09 pm

1 stop11h 09m

Walla Walla

Wed 11/5

3:49 pm-12:24 am

1 stop6h 35m

$654

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Thu 1/15

8:00 am-3:00 pm

1 stop9h 00m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Compare providers for flights from Chicago to Walla Walla

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Walla Walla in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Walla Walla flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Walla Walla flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Walla Walla flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Walla Walla flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Walla Walla flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Walla Walla

Have a flexible travel schedule? Discover the best time to fly to Walla Walla from Chicago 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 Chicago to Walla Walla

What is the cheapest month to book a flight from Chicago to Walla Walla?

Currently, August is the cheapest month in which you can book a flight from Chicago to Walla Walla (average of $278). Flying from Chicago to Walla Walla in February is currently the most expensive (average of $848). 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 CHI to ALW?

Find hourly flight availability from Chicago to Walla Walla. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 29, 2025.

It’s optimal to fly from Chicago to Walla Walla at noon. By choosing this option you can save up to 42% on the cost of your flight, compared to a flight in the morning.

Reviews of airlines servicing Walla Walla

Get insights into the airlines that provide service to Walla Walla. 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 Walla Walla. Reviews last updated October 29, 2025.
See what other customers who have flown with Alaska Airlines from Chicago to Walla Walla have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,210 reviews

Boarding

8.1

Crew

8.5

Comfort

7.8

Entertainment

7.0

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

MFR - SEA

Great smooth flight. Was hour and half late though. Don't know why
Alaska Airlines
8.0
Very good
11,210 reviews
Alaska Airlines
8.0
Very good
11,210 reviews

Boarding

8.1

Crew

8.5

Comfort

7.8

Entertainment

7.0

Overall

8.0

Food

7.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Aug 2025

MFR - SEA

Great smooth flight. Was hour and half late though. Don't know why

Related info for your journey

Find useful and relevant information for your journey from Chicago to Walla Walla. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Walla Walla from Chicago?

    Walla Walla (ALW) is the airport you will fly into if you book a flight from Chicago to Walla Walla. You should not have trouble finding flights to Walla Walla from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 1 airline has flights to the Walla Walla airport from Chicago. It is only a 3.3 mi journey from Walla Walla (ALW) to Walla Walla’s city center.

  • How long is the flight from Chicago to Walla Walla?

    Departing from Chicago to Walla Walla will take you 9h 09m. Chicago and Walla Walla are separated by a distance of 1525 mi.

  • What is the cheapest airline to fly from Chicago to Walla Walla round-trip?

    Currently priced at $345, Alaska Airlines will fly you from Chicago to Walla Walla and back. In addition to Alaska Airlines, many other airlines offer competitively priced options for your trip.

  • Can I find deals for flights from Chicago to Walla Walla that include hotel bookings?

    Yes. In addition to deals on Chicago to Walla Walla flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Walla Walla?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Walla Walla.

  • Can I find deals for business class flights from Chicago to Walla Walla?

    Yes. Cheapflights offers flight deals from Chicago to Walla Walla 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 Chicago to Walla Walla?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Walla Walla (average of $278). Flying from Chicago to Walla Walla in February is currently the most expensive (average of $848). 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

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Alternative routes for Chicago to Walla Walla

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Top airline flying from Chicago to Walla Walla

Discover the top airline that operate flights from Chicago to Walla Walla. 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$345Average$690FlexibilityNo cancel feeOn-time75%

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