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Cheap flights from Walla Walla to Chicago from $463

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 9/29. 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
2:03 pm - 11:59 pmALW  Walla Walla-ORD Chicago O'Hare Intl
7h 56m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
7:00 am - 2:28 pmORD  Chicago O'Hare Intl-ALW Walla Walla
9h 28m1 stop Seattle/Tacoma Intl
$463Alaska Airlines
Tue, Sep 29 - Tue, Oct 6
Alaska Airlines Logo
5:01 am - 6:20 pmALW  Walla Walla-ORD Chicago O'Hare Intl
11h 19m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
7:00 am - 2:28 pmORD  Chicago O'Hare Intl-ALW Walla Walla
9h 28m1 stop Seattle/Tacoma Intl
$508Alaska Airlines
Sat, Oct 3 - Sat, Oct 10
Alaska Airlines Logo
5:00 am - 7:21 pmALW  Walla Walla-ORD Chicago O'Hare Intl
12h 21m2 stops Seattle/Tacoma Intl San Diego
Alaska Airlines Logo
7:00 am - 2:28 pmORD  Chicago O'Hare Intl-ALW Walla Walla
9h 28m1 stop Seattle/Tacoma Intl
$513Alaska Airlines
Tue, Sep 29 - Tue, Oct 6
Alaska Airlines Logo
2:03 pm - 6:01 pmALW  Walla Walla-ORD Chicago O'Hare Intl
25h 58m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
9:00 am - 2:28 pmORD  Chicago O'Hare Intl-ALW Walla Walla
7h 28m1 stop Seattle/Tacoma Intl
$518Alaska Airlines
Mon, Sep 28 - Wed, Oct 7
Alaska Airlines Logo
5:00 am - 2:54 pmALW  Walla Walla-ORD Chicago O'Hare Intl
7h 54m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
7:00 am - 2:28 pmORD  Chicago O'Hare Intl-ALW Walla Walla
9h 28m1 stop Seattle/Tacoma Intl
$521Alaska Airlines
Sun, Sep 27 - Sat, Oct 10
Alaska Airlines Logo
5:00 am - 11:59 pmALW  Walla Walla-ORD Chicago O'Hare Intl
16h 59m2 stops Seattle/Tacoma Intl San Diego
Alaska Airlines Logo
5:46 pm - 11:49 pmORD  Chicago O'Hare Intl-ALW Walla Walla
8h 03m1 stop Seattle/Tacoma Intl
$539Alaska Airlines
Mon, Sep 28 - Tue, Oct 6
Alaska Airlines Logo
2:03 pm - 11:59 pmALW  Walla Walla-ORD Chicago O'Hare Intl
7h 56m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
2:21 pm - 11:49 pmORD  Chicago O'Hare Intl-ALW Walla Walla
11h 28m2 stops San Diego Seattle/Tacoma Intl
$558Alaska Airlines
Wed, Sep 30 - Sat, Oct 10
Alaska Airlines Logo
5:00 am - 11:59 pmALW  Walla Walla-ORD Chicago O'Hare Intl
16h 59m2 stops Seattle/Tacoma Intl San Diego
Alaska Airlines Logo
7:00 am - 2:28 pmORD  Chicago O'Hare Intl-ALW Walla Walla
9h 28m1 stop Seattle/Tacoma Intl
$563Alaska Airlines
Sun, Sep 27 - Wed, Oct 7
Alaska Airlines Logo
5:01 am - 6:20 pmALW  Walla Walla-ORD Chicago O'Hare Intl
11h 19m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
5:46 pm - 11:49 pmORD  Chicago O'Hare Intl-ALW Walla Walla
8h 03m1 stop Seattle/Tacoma Intl
$566Alaska Airlines
Sat, Oct 3 - Thu, Oct 8
Alaska Airlines Logo
2:03 pm - 11:59 pmALW  Walla Walla-ORD Chicago O'Hare Intl
7h 56m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
8:17 pm - 1:23 pmORD  Chicago O'Hare Intl-ALW Walla Walla
19h 06m2 stops San Diego Seattle/Tacoma Intl
$568Alaska Airlines
Thu, Sep 24 - Mon, Sep 28

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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
Sep 29
ALW2:03 pmWalla Walla
7h 56m
1 stop
ORD11:59 pmChicago O'Hare Intl
Oct 6
ORD7:00 amChicago O'Hare Intl
9h 28m
1 stop
ALW2:28 pmWalla Walla
$463
Alaska Airlines
Oct 3
ALW5:01 amWalla Walla
11h 19m
1 stop
ORD6:20 pmChicago O'Hare Intl
Oct 7
ORD7:00 amChicago O'Hare Intl
9h 28m
1 stop
ALW2:28 pmWalla Walla
$508
Alaska Airlines
Sep 29
ALW5:00 amWalla Walla
12h 21m
2 stops
ORD7:21 pmChicago O'Hare Intl
Oct 6
ORD7:00 amChicago O'Hare Intl
9h 28m
1 stop
ALW2:28 pmWalla Walla
$513

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 August 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 Walla Walla - ORD Chicago O'Hare Intl

ALWORD

Walla Walla

Tue 9/29

2:03 pm-11:59 pm

1 stop7h 56m

Chicago O'Hare Intl

Tue 10/6

7:00 am-2:28 pm

1 stop9h 28m

$463

Walla WallaChicago

ALW Walla Walla - ORD Chicago O'Hare Intl

ALWORD

Walla Walla

Sat 10/3

5:01 am-6:20 pm

1 stop11h 19m

Chicago O'Hare Intl

Sat 10/10

7:00 am-2:28 pm

1 stop9h 28m

$508

Walla WallaChicago

ALW Walla Walla - ORD Chicago O'Hare Intl

ALWORD

Walla Walla

Tue 9/29

5:00 am-7:21 pm

2 stops12h 21m

Chicago O'Hare Intl

Tue 10/6

7:00 am-2:28 pm

1 stop9h 28m

$513

Walla WallaChicago

ALW Walla Walla - ORD Chicago O'Hare Intl

ALWORD

Walla Walla

Mon 9/28

2:03 pm-6:01 pm

1 stop25h 58m

Chicago O'Hare Intl

Wed 10/7

9:00 am-2:28 pm

1 stop7h 28m

$518
Quickest round-trip

Walla WallaChicago

ALW Walla Walla - ORD Chicago O'Hare Intl

ALWORD

Walla Walla

Sun 9/27

5:00 am-2:54 pm

1 stop7h 54m

Chicago O'Hare Intl

Sat 10/10

7:00 am-2:28 pm

1 stop9h 28m

$521

Walla WallaChicago

ALW Walla Walla - ORD Chicago O'Hare Intl

ALWORD

Walla Walla

Mon 9/28

5:00 am-11:59 pm

2 stops16h 59m

Chicago O'Hare Intl

Tue 10/6

5:46 pm-11:49 pm

1 stop8h 03m

$539

Walla WallaChicago

ALW Walla Walla - ORD Chicago O'Hare Intl

ALWORD

Walla Walla

Wed 9/30

2:03 pm-11:59 pm

1 stop7h 56m

Chicago O'Hare Intl

Sat 10/10

2:21 pm-11:49 pm

2 stops11h 28m

$558

Walla WallaChicago

ALW Walla Walla - ORD Chicago O'Hare Intl

ALWORD

Walla Walla

Sun 9/27

5:00 am-11:59 pm

2 stops16h 59m

Chicago O'Hare Intl

Wed 10/7

7:00 am-2:28 pm

1 stop9h 28m

$563

Walla WallaChicago

ALW Walla Walla - ORD Chicago O'Hare Intl

ALWORD

Walla Walla

Sat 10/3

5:01 am-6:20 pm

1 stop11h 19m

Chicago O'Hare Intl

Thu 10/8

5:46 pm-11:49 pm

1 stop8h 03m

$566

Walla WallaChicago

ALW Walla Walla - ORD Chicago O'Hare Intl

ALWORD

Walla Walla

Thu 9/24

2:03 pm-11:59 pm

1 stop7h 56m

Chicago O'Hare Intl

Mon 9/28

8:17 pm-1:23 pm

2 stops19h 06m

$568

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

7h 06m

Direct flights

None
The fastest flight from Walla Walla to Chicago takes 7h 06m
There are no direct flights from Walla Walla to Chicago. There are no popular flight routes from Walla Walla to Chicago.
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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 7h 06m.

  • 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.

Frequently asked questions about flying from Walla Walla to Chicago

  • How do I get Price Alerts for flights from Walla Walla to Chicago?

    Confirm your travel details to search for the latest offers for flights from Walla Walla to Chicago. While browsing offers there will be the option to toggle “Price Alerts”. You’ll then receive updates when prices for the flight route increase or decrease.

  • How can I save money on flights from Walla Walla to Chicago with momondo?

    Leverage our AI within our “Price Forecast” tool, which predicts if it’s better to book now or wait until prices decrease. You can strategically pick the best days to fly and save money on your trip by using our “Price Calendar” tool. “Explore” shows an overview of how much it costs to fly to anywhere from a selected city or airport. Our “Discover” content is a great option for travel inspiration and money-saving tips, while “Price Alerts” will update you when prices change, so you can book when fares are right.

  • How does momondo find its flight prices?

    We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

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
Lansing
Saint Joseph
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