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Cheap flights from Walla Walla to Chicago from $256

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Walla Walla to Chicago departing on 5/27. 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

Find the cheapest flights from Walla Walla to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
5:00 am - 2:56 pm
ALW
-
ORD
7h 56m
1 stop
Alaska Airlines Logo
6:00 am - 2:25 pm
ORD
-
ALW
10h 25m
1 stop
$397Alaska Airlines
Tue, May 12 - Wed, May 20
Alaska Airlines Logo
5:00 am - 11:59 pm
ALW
-
ORD
16h 59m
1 stop
Alaska Airlines Logo
9:00 am - 12:17 am
ORD
-
ALW
17h 17m
2 stops
$426Alaska Airlines
Tue, May 12 - Wed, May 20
Alaska Airlines Logo
5:00 am - 11:59 pm
ALW
-
ORD
16h 59m
1 stop
Alaska Airlines Logo
6:00 am - 2:08 pm
ORD
-
ALW
10h 08m
1 stop
$477Alaska Airlines
Wed, May 6 - Sun, May 10
Alaska Airlines Logo
5:00 am - 7:03 pm
ALW
-
ORD
12h 03m
2 stops
Alaska Airlines Logo
6:00 am - 11:48 pm
ORD
-
ALW
19h 48m
1 stop
$507Alaska Airlines
Wed, May 6 - Sun, May 10
Alaska Airlines Logo
2:48 pm - 11:59 pm
ALW
-
ORD
7h 11m
1 stop
Alaska Airlines Logo
6:00 am - 2:08 pm
ORD
-
ALW
10h 08m
1 stop
$513Alaska Airlines
Thu, May 7 - Sun, May 10
Alaska Airlines Logo
2:48 pm - 1:13 pm
ALW
-
ORD
20h 25m
2 stops
Alaska Airlines Logo
6:00 am - 2:08 pm
ORD
-
ALW
10h 08m
1 stop
$542Alaska Airlines
Thu, May 7 - Sun, May 10
Alaska Airlines Logo
5:00 am - 7:03 pm
ALW
-
ORD
12h 03m
2 stops
Alaska Airlines Logo
9:00 am - 12:17 am
ORD
-
ALW
17h 17m
2 stops
$551Alaska Airlines
Tue, May 12 - Wed, May 20
Alaska Airlines Logo
3:22 pm - 11:59 pm
ALW
-
ORD
6h 37m
1 stop
Alaska Airlines Logo
8:05 pm - 2:42 pm
ORD
-
ALW
20h 37m
1 stop
$553Alaska Airlines
Wed, Jul 1 - Mon, Jul 6
Alaska Airlines Logo
2:48 pm - 11:59 pm
ALW
-
ORD
7h 11m
1 stop
Alaska Airlines Logo
8:48 pm - 11:48 pm
ORD
-
ALW
29h 00m
1 stop
$578Alaska Airlines
Sat, May 2 - Thu, May 7
Alaska Airlines Logo
3:22 pm - 11:59 pm
ALW
-
ORD
6h 37m
1 stop
Alaska Airlines Logo
5:42 pm - 11:53 pm
ORD
-
ALW
8h 11m
1 stop
$594Alaska Airlines
Wed, Jul 1 - Mon, Jul 6

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Alaska Airlines flights from Walla Walla to Chicago

Our best Alaska Airlines deals on Walla Walla to Chicago flight tickets
Alaska Airlines
May 12
ALW5:00 amWalla Walla
7h 56m
1 stop
ORD2:56 pmChicago O'Hare Intl
May 20
ORD6:00 amChicago O'Hare Intl
10h 25m
1 stop
ALW2:25 pmWalla Walla
$397
Alaska Airlines
May 12
ALW5:00 amWalla Walla
16h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
May 20
ORD9:00 amChicago O'Hare Intl
17h 17m
2 stops
ALW12:17 amWalla Walla
$426
Alaska Airlines
May 6
ALW5:00 amWalla Walla
16h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
May 10
ORD6:00 amChicago O'Hare Intl
10h 08m
1 stop
ALW2:08 pmWalla Walla
$477

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 April 19, 2026.
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

Cheapest round-trip

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Tue 5/12

5:00 am-2:56 pm

1 stop7h 56m

Chicago O'Hare Intl

Wed 5/20

6:00 am-2:25 pm

1 stop10h 25m

$397

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Tue 5/12

5:00 am-11:59 pm

1 stop16h 59m

Chicago O'Hare Intl

Wed 5/20

9:00 am-12:17 am

2 stops17h 17m

$426

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Wed 5/6

5:00 am-11:59 pm

1 stop16h 59m

Chicago O'Hare Intl

Sun 5/10

6:00 am-2:08 pm

1 stop10h 08m

$477

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Wed 5/6

5:00 am-7:03 pm

2 stops12h 03m

Chicago O'Hare Intl

Sun 5/10

6:00 am-11:48 pm

1 stop19h 48m

$507

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Thu 5/7

2:48 pm-11:59 pm

1 stop7h 11m

Chicago O'Hare Intl

Sun 5/10

6:00 am-2:08 pm

1 stop10h 08m

$513

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Thu 5/7

2:48 pm-1:13 pm

2 stops20h 25m

Chicago O'Hare Intl

Sun 5/10

6:00 am-2:08 pm

1 stop10h 08m

$542

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Tue 5/12

5:00 am-7:03 pm

2 stops12h 03m

Chicago O'Hare Intl

Wed 5/20

9:00 am-12:17 am

2 stops17h 17m

$551

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Wed 7/1

3:22 pm-11:59 pm

1 stop6h 37m

Chicago O'Hare Intl

Mon 7/6

8:05 pm-2:42 pm

1 stop20h 37m

$553

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Sat 5/2

2:48 pm-11:59 pm

1 stop7h 11m

Chicago O'Hare Intl

Thu 5/7

8:48 pm-11:48 pm

1 stop29h 00m

$578
Quickest round-trip

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Wed 7/1

3:22 pm-11:59 pm

1 stop6h 37m

Chicago O'Hare Intl

Mon 7/6

5:42 pm-11:53 pm

1 stop8h 11m

$594

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
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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 airline that flies from Walla Walla to Chicago?

Alaska Airlines is the most popular carrier operating from Walla Walla to Chicago

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

Fastest flight time

6h 37m

Direct flights

None
The fastest flight from Walla Walla to Chicago takes 6h 37m
There are no direct flights from Walla Walla to Chicago. There are no popular flight routes from Walla Walla to Chicago.
Search flight deals

Frequently asked questions about flying 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 6h 37m.

  • 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
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.

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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport