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Cheap flights from Chicago to Walla Walla from $273

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Walla Walla departing on 8/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Walla Walla

Cheap round-trip flights

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
$284Hawaiian Airlines
Find Deal
mar., sep. 23 - sáb., sep. 27
Alaska Airlines Logo
2:07 pm - 12:18 amORD-ALW
12h 11m2 stops
Alaska Airlines Logo
5:00 am - 10:07 pmALW-ORD
15h 07m1 stop
$311Alaska Airlines
Find Deal
mar., sep. 23 - sáb., sep. 27
Hawaiian Airlines Logo
5:45 pm - 12:18 amORD-ALW
8h 33m1 stop
Hawaiian Airlines Logo
1:42 pm - 11:59 pmALW-ORD
8h 17m1 stop
$419Hawaiian Airlines
Find Deal
sáb., sep. 27 - sáb., oct. 4
Alaska Airlines Logo
2:07 pm - 12:18 amORD-ALW
12h 11m2 stops
Alaska Airlines Logo
1:42 pm - 11:59 pmALW-ORD
8h 17m1 stop
$579Alaska Airlines
Find Deal
sáb., sep. 27 - sáb., oct. 4
Hawaiian Airlines Logo
6:20 am - 12:54 pmORD-ALW
8h 34m1 stop
Hawaiian Airlines Logo
1:34 pm - 10:04 pmALW-ORD
6h 30m1 stop
$595Hawaiian Airlines
Find Deal
dom., ago. 24 - jue., ago. 28
Alaska Airlines Logo
6:20 am - 12:54 pmORD-ALW
8h 34m1 stop
Alaska Airlines Logo
1:34 pm - 1:09 pmALW-ORD
21h 35m2 stops
$596Alaska Airlines
Find Deal
dom., ago. 24 - jue., ago. 28
Alaska Airlines Logo
1:01 pm - 12:54 pmORD-ALW
25h 53m1 stop
Alaska Airlines Logo
1:34 pm - 11:59 pmALW-ORD
8h 25m1 stop
$620Alaska Airlines
Find Deal
vie., ago. 22 - lun., ago. 25
Alaska Airlines Logo
2:07 pm - 12:18 amORD-ALW
12h 11m2 stops
Alaska Airlines Logo
1:34 pm - 5:00 amALW-ORD
13h 26m2 stops
$923Alaska Airlines
Find Deal
dom., ago. 24 - jue., ago. 28

Hawaiian Airlines flights from Chicago to Walla Walla

Our best Hawaiian Airlines deals on Chicago to Walla Walla flight tickets
Hawaiian Airlines
Sep 23
ORD5:45 pmChicago O'Hare Intl
8h 33m
1 stop
ALW12:18 amWalla Walla
Sep 27
ALW1:34 pmWalla Walla
8h 29m
1 stop
ORD12:03 amChicago O'Hare Intl
$284
Find similar
Hawaiian Airlines
Sep 27
ORD5:45 pmChicago O'Hare Intl
8h 33m
1 stop
ALW12:18 amWalla Walla
Oct 4
ALW1:42 pmWalla Walla
8h 17m
1 stop
ORD11:59 pmChicago O'Hare Intl
$419
Find similar
Hawaiian Airlines
Aug 24
ORD6:20 amChicago O'Hare Intl
8h 34m
1 stop
ALW12:54 pmWalla Walla
Aug 28
ALW1:34 pmWalla Walla
6h 30m
1 stop
ORD10:04 pmChicago O'Hare Intl
$595
Find similar

Alaska Airlines flights from Chicago to Walla Walla

Our best Alaska Airlines deals on Chicago to Walla Walla flight tickets
Alaska Airlines
Sep 23
ORD2:07 pmChicago O'Hare Intl
12h 11m
2 stops
ALW12:18 amWalla Walla
Sep 27
ALW5:00 amWalla Walla
15h 07m
1 stop
ORD10:07 pmChicago O'Hare Intl
$311
Find similar
Alaska Airlines
Sep 27
ORD2:07 pmChicago O'Hare Intl
12h 11m
2 stops
ALW12:18 amWalla Walla
Oct 4
ALW1:42 pmWalla Walla
8h 17m
1 stop
ORD11:59 pmChicago O'Hare Intl
$579
Find similar
Alaska Airlines
Aug 24
ORD6:20 amChicago O'Hare Intl
8h 34m
1 stop
ALW12:54 pmWalla Walla
Aug 28
ALW1:34 pmWalla Walla
21h 35m
2 stops
ORD1:09 pmChicago O'Hare Intl
$596
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated agosto 11, 2025.
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

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

mar. 9/23

5:45 pm-12:18 am

1 stop8h 33m

Walla Walla

sáb. 9/27

1:34 pm-12:03 am

1 stop8h 29m

$284

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

mar. 9/23

2:07 pm-12:18 am

2 stops12h 11m

Walla Walla

sáb. 9/27

5:00 am-10:07 pm

1 stop15h 07m

$311

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

sáb. 9/27

5:45 pm-12:18 am

1 stop8h 33m

Walla Walla

sáb. 10/4

1:42 pm-11:59 pm

1 stop8h 17m

$419

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

sáb. 9/27

2:07 pm-12:18 am

2 stops12h 11m

Walla Walla

sáb. 10/4

1:42 pm-11:59 pm

1 stop8h 17m

$579

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

dom. 8/24

6:20 am-12:54 pm

1 stop8h 34m

Walla Walla

jue. 8/28

1:34 pm-10:04 pm

1 stop6h 30m

$595

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

dom. 8/24

6:20 am-12:54 pm

1 stop8h 34m

Walla Walla

jue. 8/28

1:34 pm-1:09 pm

2 stops21h 35m

$596

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

vie. 8/22

1:01 pm-12:54 pm

1 stop25h 53m

Walla Walla

lun. 8/25

1:34 pm-11:59 pm

1 stop8h 25m

$620

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

dom. 8/24

2:07 pm-12:18 am

2 stops12h 11m

Walla Walla

jue. 8/28

1:34 pm-5:00 am

2 stops13h 26m

$923

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

mar. 8/19

6:00 am-1:10 pm

1 stop9h 10m

$273

ChicagoWalla Walla

ORD - ALW

ORDALW

Chicago O'Hare Intl

sáb. 8/23

6:20 am-12:54 pm

1 stop8h 34m

$277

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first
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See travel insights to Walla Walla from

How to get the cheapest flight ticket from Chicago to Walla Walla

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Walla Walla?

The cheapest day to depart on your flight to Walla Walla is on a Tuesday when prices can be found for as low as $376. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $566.

What is the cheapest time of day to depart on your flight to Walla Walla?

Our most recent data shows that the best time of day to fly to Walla Walla is in the afternoon. Flights from Chicago to Walla Walla during this time can be as low as $428. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $497 on average. Flights to Walla Walla from Chicago in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

When to book flights from Chicago to Walla Walla

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Walla Walla according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Walla Walla (CHI to ALW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Walla Walla

Best Price Found

$273

Fastest flight time

8h 33m

Direct flights

None

Airports in Walla Walla

1 airport
The best one-way flight to Walla Walla from Chicago in the past 72 hours is $273. The best round-trip flight deal from Chicago to Walla Walla found on momondo in the last 72 hours is $284.
The fastest flight from Chicago to Walla Walla takes 8h 33m
There are no direct flights from Chicago to Walla Walla. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Walla Walla Airport.
There is 1 airport near Walla Walla: Walla Walla (ALW)
Search flight deals

  • How far is Chicago to Walla Walla by plane?

    Walla Walla is 1543.4 mi away from Chicago. Flights usually cover this in 8h 33m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago to Walla Walla Airport?

    Prices for flights from Chicago to Walla Walla Airport were last updated today.

  • How many operators does momondo search for flights from Chicago to Walla Walla Airport?

  • How old do you have to be to fly from Chicago to Walla Walla Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Walla Walla Airport.

  • What documentation or ID do you need to fly to Walla Walla Airport?

    The travel and health documents required for your trip to Walla Walla Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Walla Walla Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago to Walla Walla?

Best airlines flying from Chicago to Walla Walla

Compare and see reviews for airlines that fly from Chicago to Walla Walla with momondo
Airline
Rating
Free Cancellation
Price
Alaska AirlinesPriceFrom $345Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Walla Walla?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Walla Walla from Chicago.

Can I find flights from Chicago to Walla Walla with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Walla Walla from Chicago with this policy.

How can momondo help me find flights from Chicago to Walla Walla?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Walla Walla from Chicago.

I’m not ready to book a flight from Chicago to Walla Walla right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Walla Walla from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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