Cheap flights from Walla Walla to Chicago from $280

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Walla Walla to Chicago departing on 2/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Walla Walla to Chicago

Cheap round-trip flights

Alaska Airlines Logo
1:45 pm - 11:59 pmALW-ORD
8h 14m1 stop
Alaska Airlines Logo
7:45 am - 12:09 amORD-ALW
18h 24m1 stop
$280Alaska Airlines
Find Deal
Wed, Feb 25 - Sun, Mar 1
Alaska Airlines Logo
5:00 am - 1:04 pmALW-ORD
30h 04m2 stops
Alaska Airlines Logo
7:45 am - 12:09 amORD-ALW
18h 24m1 stop
$313Alaska Airlines
Find Deal
Wed, Feb 25 - Sun, Mar 1
Alaska Airlines Logo
1:45 pm - 5:04 amALW-ORD
13h 19m1 stop
Alaska Airlines Logo
7:45 am - 12:09 amORD-ALW
18h 24m1 stop
$358Alaska Airlines
Find Deal
Wed, Feb 25 - Sun, Mar 1
Alaska Airlines Logo
5:00 am - 11:10 pmALW-ORD
16h 10m2 stops
Alaska Airlines Logo
7:45 am - 12:09 amORD-ALW
18h 24m1 stop
$364Alaska Airlines
Find Deal
Wed, Feb 25 - Sun, Mar 1
Alaska Airlines Logo
5:00 am - 11:10 pmALW-ORD
16h 10m2 stops
Alaska Airlines Logo
2:59 pm - 1:04 pmORD-ALW
24h 05m2 stops
$433Alaska Airlines
Find Deal
Wed, Feb 25 - Sun, Mar 1
Alaska Airlines Logo
1:34 pm - 12:03 amALW-ORD
8h 29m1 stop
Alaska Airlines Logo
5:59 pm - 12:17 amORD-ALW
8h 18m1 stop
$435Alaska Airlines
Find Deal
Thu, Oct 2 - Tue, Oct 7
Alaska Airlines Logo
1:42 pm - 6:24 amALW-ORD
14h 42m1 stop
Alaska Airlines Logo
5:59 pm - 1:02 pmORD-ALW
21h 03m1 stop
$438Alaska Airlines
Find Deal
Tue, Oct 14 - Wed, Oct 15
Alaska Airlines Logo
1:42 pm - 6:24 amALW-ORD
14h 42m1 stop
Alaska Airlines Logo
7:59 pm - 1:02 pmORD-ALW
19h 03m2 stops
$446Alaska Airlines
Find Deal
Tue, Oct 14 - Wed, Oct 15
Alaska Airlines Logo
1:34 pm - 12:03 amALW-ORD
8h 29m1 stop
Alaska Airlines Logo
8:20 am - 12:17 amORD-ALW
17h 57m2 stops
$454Alaska Airlines
Find Deal
Thu, Oct 2 - Tue, Oct 7
Hawaiian Airlines Logo
1:34 pm - 12:03 amALW-ORD
8h 29m1 stop
Hawaiian Airlines Logo
6:20 am - 12:54 pmORD-ALW
8h 34m1 stop
$455Hawaiian Airlines
Find Deal
Sat, Sep 27 - Wed, Oct 1

Alaska Airlines flights from Walla Walla to Chicago

Our best Alaska Airlines deals on Walla Walla to Chicago flight tickets
Alaska Airlines
Feb 25
ALW1:45 pmWalla Walla
8h 14m
1 stop
ORD11:59 pmChicago O'Hare Intl
Mar 1
ORD7:45 amChicago O'Hare Intl
18h 24m
1 stop
ALW12:09 amWalla Walla
Alaska Airlines
Feb 25
ALW5:00 amWalla Walla
30h 04m
2 stops
ORD1:04 pmChicago O'Hare Intl
Mar 1
ORD7:45 amChicago O'Hare Intl
18h 24m
1 stop
ALW12:09 amWalla Walla
Alaska Airlines
Feb 25
ALW1:45 pmWalla Walla
13h 19m
1 stop
ORD5:04 amChicago O'Hare Intl
Mar 1
ORD7:45 amChicago O'Hare Intl
18h 24m
1 stop
ALW12:09 amWalla Walla

momondo Fare Finder

 
Customize your flight search to find flights from Walla Walla to Chicago 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 September 15, 2025.
Use the filters below to find and compare flights from Walla Walla to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Wed 2/25

1:45 pm-11:59 pm

1 stop8h 14m

Chicago O'Hare Intl

Sun 3/1

7:45 am-12:09 am

1 stop18h 24m

$280

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Wed 2/25

5:00 am-1:04 pm

2 stops30h 04m

Chicago O'Hare Intl

Sun 3/1

7:45 am-12:09 am

1 stop18h 24m

$313

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Wed 2/25

1:45 pm-5:04 am

1 stop13h 19m

Chicago O'Hare Intl

Sun 3/1

7:45 am-12:09 am

1 stop18h 24m

$358

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Wed 2/25

5:00 am-11:10 pm

2 stops16h 10m

Chicago O'Hare Intl

Sun 3/1

7:45 am-12:09 am

1 stop18h 24m

$364

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Wed 2/25

5:00 am-11:10 pm

2 stops16h 10m

Chicago O'Hare Intl

Sun 3/1

2:59 pm-1:04 pm

2 stops24h 05m

$433

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Thu 10/2

1:34 pm-12:03 am

1 stop8h 29m

Chicago O'Hare Intl

Tue 10/7

5:59 pm-12:17 am

1 stop8h 18m

$435

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Tue 10/14

1:42 pm-6:24 am

1 stop14h 42m

Chicago O'Hare Intl

Wed 10/15

5:59 pm-1:02 pm

1 stop21h 03m

$438

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Tue 10/14

1:42 pm-6:24 am

1 stop14h 42m

Chicago O'Hare Intl

Wed 10/15

7:59 pm-1:02 pm

2 stops19h 03m

$446

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Thu 10/2

1:34 pm-12:03 am

1 stop8h 29m

Chicago O'Hare Intl

Tue 10/7

8:20 am-12:17 am

2 stops17h 57m

$454

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Sat 9/27

1:34 pm-12:03 am

1 stop8h 29m

Chicago O'Hare Intl

Wed 10/1

6:20 am-12:54 pm

1 stop8h 34m

$455

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Chicago from

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

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 Chicago?

The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as $318. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Walla Walla to Chicago for around $1,444.

When to book flights from Walla Walla to Chicago

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

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

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

Direct flights

None
There are no direct flights from Walla Walla to Chicago. There are no popular flight routes from Walla Walla to Chicago.
  • How far is Walla Walla to Chicago by plane?

    Chicago is 1543.4 mi away from Walla Walla. By plane, this route typically takes 8h 14m.

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

    Prices for flights from Walla Walla Airport to Chicago refresh daily.

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Walla Walla Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago 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 Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

It is quick and easy to find Walla Walla to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

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

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

Once you have performed a search for Walla Walla to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are not ready to book a flight from Walla Walla to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Wed 10/15
Wed 10/22

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago