ORD - ALW

$257 Find Cheap Flights from Chicago to Walla Walla

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Walla Walla departing on 8/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Walla Walla

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Walla Walla, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Walla Walla, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Booking Insights
Flights Deals

Cheap Flights from Chicago to Walla Walla (ORD-ALW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Walla Walla that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Walla Walla

Sat, Aug 23 - Sat, Aug 30
Alaska Airlines Logo
6:20 am - 12:18 amORD-ALW
19h 58m1 stop
Alaska Airlines Logo
5:00 am - 11:59 pmALW-ORD
16h 59m1 stop
$257Alaska Airlines
Find Deal
Tue, Sep 23 - Sat, Sep 27
Hawaiian Airlines Logo
5:45 pm - 12:18 amORD-ALW
8h 33m1 stop
Hawaiian Airlines Logo
1:34 pm - 12:03 amALW-ORD
8h 29m1 stop
$274Hawaiian Airlines
Find Deal
Sat, Aug 23 - Sat, Aug 30
Alaska Airlines Logo
7:00 am - 12:18 amORD-ALW
19h 18m2 stops
Alaska Airlines Logo
5:00 am - 11:59 pmALW-ORD
16h 59m1 stop
$275Alaska Airlines
Find Deal
Tue, Sep 23 - Sat, Sep 27
Alaska Airlines Logo
2:07 pm - 12:18 amORD-ALW
12h 11m2 stops
Alaska Airlines Logo
5:00 am - 12:03 amALW-ORD
17h 03m1 stop
$280Alaska Airlines
Find Deal
Thu, Sep 4 - Mon, Sep 8
Alaska Airlines Logo
5:45 pm - 12:18 amORD-ALW
8h 33m1 stop
Alaska Airlines Logo
5:00 am - 7:03 amALW-ORD
24h 03m1 stop
$308Alaska Airlines
Find Deal
Thu, Sep 4 - Mon, Sep 8
Alaska Airlines Logo
2:07 pm - 12:18 amORD-ALW
12h 11m2 stops
Alaska Airlines Logo
5:00 am - 7:03 amALW-ORD
24h 03m1 stop
$314Alaska Airlines
Find Deal
Tue, Sep 23 - Sat, Sep 27
Alaska Airlines Logo
2:07 pm - 12:18 amORD-ALW
12h 11m2 stops
Alaska Airlines Logo
5:00 am - 12:04 amALW-ORD
17h 04m2 stops
$352Alaska Airlines
Find Deal
Sat, Aug 23 - Sat, Aug 30
Logo
7:00 am - 12:18 amORD-ALW
19h 18m2 stops
Logo
1:34 pm - 11:59 pmALW-ORD
8h 25m1 stop
$397
Find Deal
Fri, Aug 15 - Tue, Aug 19
Alaska Airlines Logo
8:42 pm - 12:17 amORD-ALW
29h 35m1 stop
Alaska Airlines Logo
5:08 am - 11:39 pmALW-ORD
16h 31m2 stops
$596Alaska Airlines
Find Deal
Fri, Aug 15 - Tue, Aug 19
Alaska Airlines Logo
7:00 am - 12:17 amORD-ALW
19h 17m2 stops
Alaska Airlines Logo
5:08 am - 11:39 pmALW-ORD
16h 31m2 stops
$601Alaska Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Chicago to Walla Walla flights

Get data-powered insights and trends into flights from Chicago to Walla Walla to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Walla Walla?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Walla Walla clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Walla Walla, you should consider leaving on a Friday and avoid Thursdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Mondays and the most expensive ones on Saturdays.

Find deals

Good to know

Cheapest flight$257
Flight from Chicago to Walla Walla

When to book flights from Chicago to Walla Walla

Are your dates flexible? Find out the best times to travel from Chicago to Walla Walla based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Walla Walla flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Walla Walla?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Walla Walla was $257 for a round-trip ticket.

  • Do I need a passport to fly between Chicago and Walla Walla?

    No, a passport isn't needed to fly from Chicago to Walla Walla. However, local authorities might ask for an official ID.

  • Which aircraft models fly most regularly from Chicago to Walla Walla?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Walla Walla?

    oneworld is the only airline alliance operating flights between Chicago and Walla Walla.

  • How does KAYAK find such low prices on flights from Chicago to Walla Walla?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Walla Walla.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Walla Walla?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Walla Walla from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Walla Walla?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Walla Walla with an airline and back to Chicago with another airline. Booking your flights between Chicago and ALW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Walla Walla?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Walla Walla from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Chicago to Walla Walla

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Walla Walla. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Walla Walla? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 10000 reviews
8.1Boarding
7.1Food
7.1Entertainment
7.8Comfort
8.5Crew
Airline reviews

Checking in very confusing compared to Hawaiian Airlines - much simpler! Front checking in at airport can improve. Hawaiian service always gives the extra mile, with a smile. Alaska can use and spread the Aloha Spirit. Mahalo nui loa Thank you 🤙

8.0 ExcellentAnonymous, Jul 2025ORD - PDX
Read more Alaska Airlines reviews

Checking in very confusing compared to Hawaiian Airlines - much simpler! Front checking in at airport can improve. Hawaiian service always gives the extra mile, with a smile. Alaska can use and spread the Aloha Spirit. Mahalo nui loa Thank you 🤙

Very nice as always. Not that it’s anyone’s fault really but for some reason the seat (16C) was really hard…. Not typical for your planes… dunno what or why… maybe it was just me ?, The flight was great otherwise

My experience was great with Alaska Airlines. They were very helpful when I was checking in. The flight crew was very helpful with our needs.

Crew members were friendly, but I wouldn’t use “entertaining” to describe them. Exact step by step instructions on getting wi-fi on the phone would be helpful.

Ease of reservations, confirmation. Cramped seating, very, very uncomfortable! Claustrophobic.

My husband unfortunately had a very large lady next to him who did not fit in the seat and had to have the armrest up so she was partially in his seat and she also had horrible BO

I liked the legroom even in row 26! I fell asleep immediately and slept the whole flight.

would have been nice for flight to not be delayed by 2 hours so that we had to pay $80 to get home since BART had shut down. i thought a 10pm arrival would leave enough time to account for delays but i was wrong.

delayed flight 3 hours, then took 45 min to get to gate and another 10 min to open door

The plane was put out of service and had to wait for a new plane to be assigned. No one had any information and the information on the screens was never updated. The call wait time was 2 hours and the estimated time for text assistance was 55 minutes which was a lie because after 55 minutes nothing happened. I understand that delays happen but to not have anyone available to provide any update or reassurance was just negligent. Also, what is the point of having an 800 number if no one answers it and don’t get me started on the text message system. Ridiculous!

Everything you need to know for your flight from Chicago to Walla Walla

Information on your arrival and departure airports

Chicago (ORD)
Walla Walla (ALW)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.