Cheap Flights from Chicago to Walla Walla
Cheap Flights from Chicago to Walla Walla
Looking for cheap flights from Chicago to Walla Walla? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Chicago to Walla Walla vary by season, cabin, and date, but available award flights can start around 12,500–25,000 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Chicago to Walla Walla for specific travel dates.
2026-11-25
ORD - ALW
Economy | 1 Stop
From 12,500 Pts + $5.6
2026-11-25
ORD - ALW
First | 1 Stop
From 25,000 Pts + $11.2
Chicago to Walla Walla flight facts
Distance
1,525 mi
2,454 km in a straight line
Estimated flight time
about 3h 30m
In the air, for the straight-line distance
Time difference
−2h
Walla Walla is 2 hours behind Chicago.
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Airports in Walla Walla
ALW · Walla Walla Regional
Nearby airport alternatives
Flights Chicago - Pasco · Pasco is 41 mi from Walla Walla
Flights Chicago - Pullman · Pullman is 72 mi from Walla Walla
Flights South Bend - Walla Walla · South Bend is 86 mi from Chicago
Flights Chicago - Spokane · Spokane is 111 mi from Walla Walla
Flights Kalamazoo - Walla Walla · Kalamazoo is 126 mi from Chicago
Flights Grand Rapids - Walla Walla · Grand Rapids is 142 mi from Chicago
Premium cabin flights from Chicago to Walla Walla
Premium cabin
2026-11-25
ORD - ALW
First | 1 Stop
From 25,000 Pts + $11.2
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Frequently Asked Questions
The cheapest route from Chicago to Walla Walla depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Chicago to Walla Walla.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to Walla Walla.
Chicago and Walla Walla are about 1,525 miles (2,454 km) apart in a straight line.
Flying the 1,525-mile straight-line distance takes about 3h 30m in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Walla Walla is 2 hours behind Chicago.
Departures from Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD). Arrivals in Walla Walla: Walla Walla Regional (ALW).
Travelers searching this route also look at other popular routes into Walla Walla, plus the return trip when we track it. Fares and award space change daily.
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