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Walla Walla

$188+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ALW
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$459
(Alaska Airlines)

One-way from

$188
(Alaska Airlines)
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 September 16, 2025.

This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 10/136:00 amORD - ALW
1 stop9h 02mAlaska Airlines
Mon 10/201:42 pmALW - ORD
1 stop14h 42mAlaska Airlines
Deal found 9/15$459
This Hawaiian Airlines deal was found by Cheapflights users on 9/15. 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 9/235:45 pmORD - ALW
1 stop8h 33mHawaiian Airlines
Sat 9/275:00 amALW - ORD
1 stop7h 24mHawaiian Airlines
Deal found 9/15$514
This Alaska Airlines deal was found by Cheapflights users on 9/14. 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 9/288:00 amORD - ALW
1 stop6h 54mAlaska Airlines
Wed 10/11:34 pmALW - ORD
1 stop6h 33mAlaska Airlines
Deal found 9/14$555
This Alaska Airlines deal was found by Cheapflights users on 9/14. 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 9/298:00 amORD - ALW
1 stop6h 54mAlaska Airlines
Fri 10/35:00 amALW - ORD
1 stop17h 03mAlaska Airlines
Deal found 9/14$556
This Alaska Airlines deal was found by Cheapflights users on 9/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/296:20 amORD - ALW
1 stop8h 34mAlaska Airlines
Thu 10/21:34 pmALW - ORD
1 stop8h 29mAlaska Airlines
Deal found 9/16$561
This Alaska Airlines deal was found by Cheapflights users on 9/14. 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 9/278:00 amORD - ALW
1 stop6h 54mAlaska Airlines
Tue 9/301:34 pmALW - ORD
2 stops21h 37mAlaska Airlines
Deal found 9/14$634
This Alaska Airlines deal was found by Cheapflights users on 9/15. 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 9/2310:46 amORD - ALW
2 stops15h 32mAlaska Airlines
Sat 9/271:34 pmALW - ORD
1 stop6h 33mAlaska Airlines
Deal found 9/15$640
This Alaska Airlines deal was found by Cheapflights users on 9/13. 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 9/202:07 pmORD - ALW
2 stops12h 11mAlaska Airlines
Sat 9/271:34 pmALW - ORD
1 stop8h 29mAlaska Airlines
Deal found 9/13$724

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 September 16, 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

Mon 10/13

6:00 am-1:02 pm

1 stop9h 02m

Walla Walla

Mon 10/20

1:42 pm-6:24 am

1 stop14h 42m

$459

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Tue 9/23

8:00 am-12:54 pm

1 stop6h 54m

Walla Walla

Sat 9/27

1:34 pm-12:03 am

1 stop8h 29m

$514

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Sat 9/27

6:20 am-12:54 pm

1 stop8h 34m

Walla Walla

Tue 9/30

1:34 pm-12:03 am

1 stop8h 29m

$514

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Sat 9/20

5:45 pm-12:18 am

1 stop8h 33m

Walla Walla

Sat 9/27

1:34 pm-12:03 am

1 stop8h 29m

$514

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Tue 9/30

8:00 am-12:54 pm

1 stop6h 54m

Walla Walla

Sat 10/4

1:42 pm-11:59 pm

1 stop8h 17m

$514

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Sun 9/28

8:00 am-12:54 pm

1 stop6h 54m

Walla Walla

Wed 10/1

1:34 pm-10:07 pm

1 stop6h 33m

$555

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Mon 9/29

8:00 am-12:54 pm

1 stop6h 54m

Walla Walla

Fri 10/3

5:00 am-12:03 am

1 stop17h 03m

$556

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Mon 9/29

6:20 am-12:54 pm

1 stop8h 34m

Walla Walla

Thu 10/2

1:34 pm-12:03 am

1 stop8h 29m

$561

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Wed 10/15

8:20 am-1:02 pm

2 stops30h 42m

$188

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Wed 10/15

3:12 pm-12:17 am

3 stops35h 05m

$404

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 11 results
1
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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, January is the cheapest month in which you can book a flight from Chicago to Walla Walla (average of $291). Flying from Chicago to Walla Walla in June is currently the most expensive (average of $525). 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 September 16, 2025.

It’s optimal to fly from Chicago to Walla Walla at noon. By choosing this option you can save up to 14% 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 September 16, 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
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Comfort

7.8

Entertainment

7.1

Overall

8.0

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 02m. 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, January is the cheapest month in which you can book a flight from Chicago to Walla Walla (average of $291). Flying from Chicago to Walla Walla in June is currently the most expensive (average of $525). 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

See prices for flight routes from nearby airports that may be better suited for you.
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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$345Average$715FlexibilityNo cancel feeOn-time75%

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