
$76 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 $76 One Way, $146 Round Trip from Chicago to The Dalles
Prices starting at $146 for return flights and $76 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

Mark Spencer Hotel
Dec 28 - Dec 30
Chicago (CHI) to Portland (PDX)
Portland (PDX) to Chicago (CHI)
Reviewed on Aug 26, 2025

Residence Inn Portland Airport at Cascade Station
Dec 28 - Dec 31
Chicago (CHI) to Portland (PDX)
Portland (PDX) to Chicago (CHI)
Reviewed on Mar 19, 2021

Hilton Portland Downtown
Dec 28 - Dec 31
Chicago (CHI) to Portland (PDX)
Portland (PDX) to Chicago (CHI)
Reviewed on Sep 13, 2025
The Dalles first class flight packages

OYO Waves Hotel Newport OR - NYE Beach
Dec 17 - Dec 22
Chicago (ORD) to Portland (PDX)
Portland (PDX) to Chicago (ORD)
Reviewed on Sep 25, 2025

SCP Depoe Bay
Dec 17 - Dec 22
Chicago (ORD) to Portland (PDX)
Portland (PDX) to Chicago (ORD)
Reviewed on Sep 27, 2025

Siletz Bay Beachfront Hotel by OYO Lincoln City
Dec 17 - Dec 22
Chicago (ORD) to Portland (PDX)
Portland (PDX) to Chicago (ORD)
Reviewed on Jun 21, 2025
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
Chicago to The Dalles flights are offered at fantastic discount by Orbitz. Book air tickets now and cut those extra costs out of your travel budget to ensure a rewarding travel experience. With guaranteed low prices like these, can you afford to miss this discount?
Book cheap flights from Chicago to The Dalles
Cheap airfares are available on flights from Chicago to The Dalles. Use Orbitz to find the best flights that suit both your budget and the travel times that you need. Travelers who are looking for discounted rates on domestic or international flights need to look no further than Orbitz.
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Get a great package with your Chicago to The Dalles flights
With frequent updates on your flight status, including delays and changes in bookings, traveling becomes more hassle-free than ever. Not only do we offer huge discounted deals on flights from Chicago to The Dalles, we also have fantastic savings on vacation packages, hotel room, cruises, activities, and car rentals so you can pick and choose and create the best travel package for you.
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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.




