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Cheap flights from Walla Walla to Chicago from $247

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 8/29. 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
1 adult, Economy, 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 - 11:59 pm
ALW
-
ORD
16h 59m
1 stop
Alaska Airlines Logo
6:00 am - 11:54 pm
ORD
-
ALW
19h 54m
1 stop
$405Alaska Airlines
Sat, Sep 19 - Tue, Sep 22
Alaska Airlines Logo
1:49 pm - 12:07 pm
ALW
-
ORD
20h 18m
1 stop
Alaska Airlines Logo
1:03 pm - 11:54 pm
ORD
-
ALW
12h 51m
1 stop
$415Alaska Airlines
Fri, Aug 28 - Wed, Sep 2
Alaska Airlines Logo
1:49 pm - 11:59 pm
ALW
-
ORD
8h 10m
1 stop
Alaska Airlines Logo
6:00 am - 1:09 pm
ORD
-
ALW
9h 09m
1 stop
$429Alaska Airlines
Wed, Aug 19 - Sat, Aug 29
Alaska Airlines Logo
5:00 am - 7:21 pm
ALW
-
ORD
12h 21m
2 stops
Alaska Airlines Logo
1:03 pm - 1:23 pm
ORD
-
ALW
26h 20m
1 stop
$445Alaska Airlines
Sat, Sep 19 - Tue, Sep 22
Alaska Airlines Logo
2:03 pm - 11:59 pm
ALW
-
ORD
7h 56m
1 stop
Alaska Airlines Logo
8:00 am - 1:23 pm
ORD
-
ALW
7h 23m
1 stop
$453Alaska Airlines
Tue, Sep 8 - Tue, Sep 15
Alaska Airlines Logo
1:49 pm - 7:21 pm
ALW
-
ORD
27h 32m
2 stops
Alaska Airlines Logo
6:00 am - 11:54 pm
ORD
-
ALW
19h 54m
1 stop
$455Alaska Airlines
Fri, Aug 28 - Wed, Sep 2
Alaska Airlines Logo
5:00 am - 7:21 pm
ALW
-
ORD
12h 21m
2 stops
Alaska Airlines Logo
3:52 pm - 11:54 pm
ORD
-
ALW
10h 02m
1 stop
$494Alaska Airlines
Thu, Sep 3 - Tue, Sep 8
Alaska Airlines Logo
1:49 pm - 1:22 pm
ALW
-
ORD
21h 33m
2 stops
Alaska Airlines Logo
2:18 pm - 1:09 pm
ORD
-
ALW
24h 51m
2 stops
$495Alaska Airlines
Wed, Aug 19 - Sat, Aug 29
Alaska Airlines Logo
5:00 am - 7:21 pm
ALW
-
ORD
12h 21m
2 stops
Alaska Airlines Logo
7:20 am - 11:54 pm
ORD
-
ALW
18h 34m
2 stops
$500Alaska Airlines
Sat, Sep 19 - Tue, Sep 22
Alaska Airlines Logo
5:00 am - 7:21 pm
ALW
-
ORD
12h 21m
2 stops
Alaska Airlines Logo
7:00 pm - 11:54 pm
ORD
-
ALW
6h 54m
1 stop
$503Alaska Airlines
Thu, Sep 3 - Tue, Sep 8

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American Airlines flights from Walla Walla to Chicago

Our best American Airlines deals on Walla Walla to Chicago flight tickets
American Airlines
Sep 3
ALW1:49 pmWalla Walla
14h 16m
1 stop
ORD6:05 amChicago O'Hare Intl
Sep 8
ORD9:11 pmChicago O'Hare Intl
18h 12m
1 stop
ALW1:23 pmWalla Walla
$759
American Airlines
Sep 3
ALW1:49 pmWalla Walla
14h 16m
1 stop
ORD6:05 amChicago O'Hare Intl
Sep 8
ORD5:00 amChicago O'Hare Intl
10h 23m
2 stops
ALW1:23 pmWalla Walla
$804
American Airlines
Sep 3
ALW1:49 pmWalla Walla
13h 11m
2 stops
ORD5:00 amChicago O'Hare Intl
Sep 8
ORD5:00 amChicago O'Hare Intl
10h 23m
2 stops
ALW1:23 pmWalla Walla
$935

Alaska Airlines flights from Walla Walla to Chicago

Our best Alaska Airlines deals on Walla Walla to Chicago flight tickets
Alaska Airlines
Sep 19
ALW5:00 amWalla Walla
16h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
Sep 22
ORD6:00 amChicago O'Hare Intl
19h 54m
1 stop
ALW11:54 pmWalla Walla
$405
Alaska Airlines
Aug 28
ALW1:49 pmWalla Walla
20h 18m
1 stop
ORD12:07 pmChicago O'Hare Intl
Sep 2
ORD1:03 pmChicago O'Hare Intl
12h 51m
1 stop
ALW11:54 pmWalla Walla
$415
Alaska Airlines
Aug 19
ALW1:49 pmWalla Walla
8h 10m
1 stop
ORD11:59 pmChicago O'Hare Intl
Aug 29
ORD6:00 amChicago O'Hare Intl
9h 09m
1 stop
ALW1:09 pmWalla Walla
$429

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 July 11, 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

Sat 9/19

5:00 am-11:59 pm

1 stop16h 59m

Chicago O'Hare Intl

Tue 9/22

6:00 am-11:54 pm

1 stop19h 54m

$405

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Fri 8/28

1:49 pm-12:07 pm

1 stop20h 18m

Chicago O'Hare Intl

Wed 9/2

1:03 pm-11:54 pm

1 stop12h 51m

$415

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Wed 8/19

1:49 pm-11:59 pm

1 stop8h 10m

Chicago O'Hare Intl

Sat 8/29

6:00 am-1:09 pm

1 stop9h 09m

$429

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Sat 9/19

5:00 am-7:21 pm

2 stops12h 21m

Chicago O'Hare Intl

Tue 9/22

1:03 pm-1:23 pm

1 stop26h 20m

$445
Quickest round-trip

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Tue 9/8

2:03 pm-11:59 pm

1 stop7h 56m

Chicago O'Hare Intl

Tue 9/15

8:00 am-1:23 pm

1 stop7h 23m

$453

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Fri 8/28

1:49 pm-7:21 pm

2 stops27h 32m

Chicago O'Hare Intl

Wed 9/2

6:00 am-11:54 pm

1 stop19h 54m

$455

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Thu 9/3

5:00 am-7:21 pm

2 stops12h 21m

Chicago O'Hare Intl

Tue 9/8

3:52 pm-11:54 pm

1 stop10h 02m

$494

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Wed 8/19

1:49 pm-1:22 pm

2 stops21h 33m

Chicago O'Hare Intl

Sat 8/29

2:18 pm-1:09 pm

2 stops24h 51m

$495

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Sat 9/19

5:00 am-7:21 pm

2 stops12h 21m

Chicago O'Hare Intl

Tue 9/22

7:20 am-11:54 pm

2 stops18h 34m

$500

Walla WallaChicago

ALW - ORD

ALWORD

Walla Walla

Thu 9/3

5:00 am-7:21 pm

2 stops12h 21m

Chicago O'Hare Intl

Tue 9/8

7:00 pm-11:54 pm

1 stop6h 54m

$503

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 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
Portage
Benton Harbor
Saint Joseph
Lansing
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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