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Walla Walla

$493+ Cheap flights from Chicago (CHI) to Walla Walla (ALW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ALW
Jun 8 — Jun 151
Mon 6/8
Mon 6/15
1 adult, Economy
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Cheap 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 May 9, 2026.

This Alaska Airlines deal was found by Cheapflights users on 5/8. 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 9/297:00 pm
ORD
-
ALW
1 stop6h 54m
Alaska Airlines
Wed 9/305:00 am
ALW
-
ORD
1 stop7h 54m
Alaska Airlines
Deal found 5/8$493
This Trip.com deal was found by Cheapflights users on 5/8. 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.
Fri 8/216:54 pm
ORD
-
ALW
1 stop7h 18m
Alaska Airlines
Fri 8/283:15 pm
ALW
-
ORD
1 stop6h 44m
Alaska Airlines
Deal found 5/8$515
This Alaska Airlines deal was found by Cheapflights users on 5/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 am
ORD
-
ALW
1 stop9h 23m
Alaska Airlines
Mon 9/285:00 am
ALW
-
ORD
1 stop7h 54m
Alaska Airlines
Deal found 5/9$523
This Alaska Airlines deal was found by Cheapflights users on 5/8. 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 5/235:52 pm
ORD
-
ALW
1 stop8h 25m
Alaska Airlines
Wed 5/275:00 am
ALW
-
ORD
1 stop7h 32m
Alaska Airlines
Deal found 5/8$544
This Expedia deal was found by Cheapflights users on 5/6. 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.
Fri 6/55:44 pm
ORD
-
ALW
1 stop8h 33m
Alaska Airlines
Fri 6/123:22 pm
ALW
-
ORD
1 stop6h 37m
Alaska Airlines
Deal found 5/6$554
This Alaska Airlines deal was found by Cheapflights users on 5/7. 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.
Thu 7/28:02 am
ORD
-
ALW
1 stop8h 40m
Alaska Airlines
Sun 7/53:22 pm
ALW
-
ORD
1 stop12h 58m
Alaska Airlines
Deal found 5/7$578
This Alaska Airlines deal was found by Cheapflights users on 5/5. 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 5/203:28 pm
ORD
-
ALW
1 stop10h 49m
Alaska Airlines
Sun 5/245:00 am
ALW
-
ORD
1 stop7h 32m
Alaska Airlines
Deal found 5/5$594

Find 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 May 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$493
(Alaska Airlines)
Provider with most accurate pricing for Chicago (CHI)-Walla Walla flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Walla Walla flights.
Search Deals
From Chicago (CHI) to Walla Walla
Search Deals

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 May 9, 2026.
Use the filters below to find and compare flights from Chicago to Walla Walla that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Tue 9/29

7:00 pm-11:54 pm

1 stop6h 54m

Walla Walla

Wed 9/30

5:00 am-2:54 pm

1 stop7h 54m

$493

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Fri 9/25

6:00 am-1:23 pm

1 stop9h 23m

Walla Walla

Mon 9/28

5:00 am-2:54 pm

1 stop7h 54m

$523

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Sat 5/23

5:52 pm-12:17 am

1 stop8h 25m

Walla Walla

Wed 5/27

5:00 am-2:32 pm

1 stop7h 32m

$544

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Fri 6/5

5:44 pm-12:17 am

1 stop8h 33m

Walla Walla

Fri 6/12

3:22 pm-11:59 pm

1 stop6h 37m

$554

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Thu 7/2

8:02 am-2:42 pm

1 stop8h 40m

Walla Walla

Sun 7/5

3:22 pm-6:20 am

1 stop12h 58m

$578

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Wed 5/20

3:28 pm-12:17 am

1 stop10h 49m

Walla Walla

Sun 5/24

5:00 am-2:32 pm

1 stop7h 32m

$594

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/8

Sorted by cheapest first

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Walla Walla flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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
No data available for this route at this time. Please check back soon.

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 0 airlines have 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 6h 54m. Chicago and Walla Walla are separated by a distance of 1525 mi.

  • 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.

See more FAQs

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