
$136 Cheap flight deals from Chicago (CHI) to The Dalles (PDX)
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This Weekend's Flight Deals from Chicago to The Dalles
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $136 One Way, $236 Round Trip from Chicago to The Dalles
Prices starting at $236 for return flights and $136 for one-way flights to The Dalles were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
The Dalles economy flight packages

Hotel deLuxe
Dec 11 - Dec 15
Chicago (ORD) to Portland (PDX)
Reviewed on Nov 2, 2026


The Dalles first class flight packages

Mark Spencer Hotel
Dec 19 - Dec 22
Chicago (CHI) to Portland (PDX)
Portland (PDX) to Chicago (CHI)


The Hotel Zags Portland
Dec 19 - Dec 22
Chicago (CHI) to Portland (PDX)
Portland (PDX) to Chicago (CHI)
Reviewed on Oct 30, 2026
More About Flying To The Dalles from Chicago
Route Information for Flights from Chicago to The Dalles
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | PDX |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to The Dalles
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Cruising for a bargain deal
Regardless of your destination, we always provide you fantastic bargains for your trip, and that includes on hotels and even cruises. We offer budget air fares on flights from Chicago to The Dalles so you can reach your destination with more money in your pocket to spend.
Cheap Chicago to The Dalles flights that lead to rewards
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Quality combinations
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Flights from Chicago
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The Dalles Airports
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.


