
Popular airlines from Walla Walla, WA (ALW-Walla Walla Regional) to Chicago O'Hare Intl. Airport (ORD)
- Alaska Airlines
Alaska Airlines
- American Airlines
American Airlines
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Cheap Flights from Walla Walla to Chicago (ALW-ORD)
Prices were available within the past 7 days and start at $137 for one-way flights and $271 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.










Alternative airports near Chicago
Prices were available within the past 7 days. Prices and availability are subject to change.
Origin airport | Walla Walla Regional |
Destination airport | O'Hare Intl. |
Airlines serving | Alaska Airlines, American Airlines |
Roundtrip price | $270 |
Distance | 1525 mi |
Walla Walla to Chicago Flights
The cheapest times to fly from Walla Walla to Chicago
On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Walla Walla to Chicago are during the month of August. You can find some of the cheapest flights from Walla Walla to Chicago with Expedia's search tool and vast selection of airlines.
The best time to book a flight from Walla Walla to Chicago
Sunday is one of the best days to book for cheap flights from Walla Walla to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.
How to find cheap round-trip tickets from Walla Walla to Chicago
Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Walla Walla to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $137 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.
Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Walla Walla to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.
You could also save big by booking one of Expedia's vacation packages. Bundling together your Walla Walla to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.
*Terms apply.
Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.
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Top Routes from Walla Walla
- Walla Walla to Newark Liberty Intl. Airport (ALW - EWR)
- Walla Walla to San Diego (ALW - SAN)
- Walla Walla to Los Angeles (ALW - LAX)
- Walla Walla to Paris (ALW - CDG)
- Walla Walla to Orange County (ALW - SNA)
- Walla Walla to Fort Lauderdale (ALW - FLL)
- Walla Walla to Denver (ALW - DEN)
- Walla Walla to Seattle (ALW - SEA)
- Walla Walla to New York (ALW - JFK)
- Walla Walla to Nashville (ALW - BNA)
- Walla Walla to Ontario (ALW - ONT)
- Walla Walla to Dallas (ALW - DFW)
Top Routes to Chicago
- Newark Liberty Intl. Airport to Chicago (EWR - ORD)
- Phoenix to Chicago (PHX - ORD)
- Los Angeles to Chicago (LAX - ORD)
- Tampa to Chicago (TPA - ORD)
- Miami to Chicago (MIA - ORD)
- New York to Chicago (LGA - ORD)
- Boston to Chicago (BOS - ORD)
- Fort Lauderdale to Chicago (FLL - ORD)
- Orange County to Chicago (SNA - ORD)
- Denver to Chicago (DEN - ORD)
- New York to Chicago (JFK - ORD)
- Dallas to Chicago (DAL - ORD)
Top Routes from Walla Walla
Top Routes to Chicago
- Frontier Airlines Phoenix to Chicago
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- Frontier Airlines Denver to Chicago
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Airlines Operating
Pasco
Pendleton
Nearby Airports
- Eastern Oregon Regional Airport (PDT)
- Tri-Cities Airport (PSC)
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- Nez Perce County Regional Airport (LWS)
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Expedia's Latest Trends
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