HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Walla Walla

$277+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ALW
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Walla Walla with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$277
(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

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 November 13, 2025.

This Alaska Airlines deal was found by Cheapflights users on 11/12. 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 12/88:00 amORD - ALW
1 stop8h 43mAlaska Airlines
Thu 12/113:23 pmALW - ORD
1 stop6h 36mAlaska Airlines
Deal found 11/12$277
This Alaska Airlines deal was found by Cheapflights users on 11/12. 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 12/78:00 amORD - ALW
1 stop8h 43mAlaska Airlines
Thu 12/113:23 pmALW - ORD
1 stop6h 36mAlaska Airlines
Deal found 11/12$330
This Alaska Airlines deal was found by Cheapflights users on 11/11. 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 12/266:00 amORD - ALW
1 stop20h 18mAlaska Airlines
Fri 1/22:23 pmALW - ORD
1 stop14h 06mAlaska Airlines
Deal found 11/11$473
This American Airlines deal was found by Cheapflights users on 11/11. 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.
Fri 12/267:25 amORD - ALW
1 stop8h 18mAmerican Airlines
Fri 1/25:00 amALW - ORD
1 stop10h 38mAmerican Airlines
Deal found 11/11$800

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 November 13, 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 3/3

5:29 pm-11:58 pm

1 stop8h 29m

Walla Walla

Wed 3/4

5:00 am-4:33 pm

1 stop9h 33m

$277

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Mon 12/8

8:59 pm-2:43 pm

2 stops19h 44m

Walla Walla

Thu 12/11

3:23 pm-11:59 pm

1 stop6h 36m

$325

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

Sun 12/7

8:00 am-2:43 pm

1 stop8h 43m

Walla Walla

Thu 12/11

3:23 pm-11:59 pm

1 stop6h 36m

$330

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

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 November.
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 November 13, 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.

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 8h 29m. 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Walla Walla

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Seattle flights
O'Hare Intl to Portland flights
Midway to Seattle flights
St. Louis to Seattle flights
Midway to Portland flights
St. Louis to Portland flights
O'Hare Intl to Spokane flights
Peoria to Seattle flights
Midway to Spokane flights
Moline to Seattle flights
Decatur to Seattle flights
St. Louis to Spokane flights
Evansville to Seattle flights
Peoria to Portland flights
O'Hare Intl to Pullman flights
Evansville to Portland flights
O'Hare Intl to Bellingham flights
St. Louis to Pasco flights
Champaign to Seattle flights
Moline to Portland flights
Bloomington to Seattle flights
Decatur to Portland flights
Springfield to Seattle flights
O'Hare Intl to Walla Walla flights
O'Hare Intl to Pasco flights
Bloomington to Portland flights
O'Hare Intl to Yakima flights
O'Hare Intl to Wenatchee flights
Paducah to Seattle flights
St. Louis to Yakima flights
Champaign to Portland flights
Midway to Pasco flights
Evansville to Spokane flights
Peoria to Spokane flights
Moline to Spokane flights
Springfield to Portland flights
Dubuque to Seattle flights
St. Louis to Pullman flights
Springfield to Spokane flights
Quincy to Seattle flights
Bloomington to Spokane flights
Dubuque to Portland flights
Springfield to Bellingham flights
Moline to Walla Walla flights
Peoria to Pasco flights
Moline to Pasco flights

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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$345Average$690FlexibilityNo cancel feeOn-time75%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.