Flight schedule from Chicago (CHI) to Portland-Oregon (PDX)
Select a travel date in the flight schedule for the route from Chicago (CHI) to Portland-Oregon (PDX) and compare affordable flight deals.
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Matching outbound flights20 of 20
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- August 2 – 8, 2026
- August 9 – 15, 2026
- August 16 – 22, 2026
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- ORDPDXnonstop
- ORDPDX1 stopover
- ORDPDXnonstop
- ORDPDXnonstop
- ORDPDXnonstop
- ORDPDXnonstop
- ORDPDXnonstop
- ORDPDXnonstop
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- ORDPDXnonstop
Tips and tricks to help you find cheap flights from Chicago to Portland Oregon
Favorite airline: Alaska Airlines
The favorite airline for flights from Chicago to Portland-Oregon is Alaska Airlines.
Alaska Airlines
48 %
United Airlines
15 %
Spirit Airlines
14 %
Important flight information
Frequently Asked Questions (FAQ)
A nonstop flight from Chicago to Portland-Oregon typically takes around 4 hours 47 minutes. This makes the nonstop service the fastest and most convenient way to travel between Chicago and Portland-Oregon. It is worth checking flight times when searching, as they can vary by airline and travel date.
Yes, there are nonstop flights from Chicago to Portland-Oregon, averaging around 19 to 20 flights per day, operated by, among others, United Airlines, Alaska Airlines and American Airlines. If you want to fly without a layover, it is worth filtering specifically for nonstop flights when searching.
Direct flights from Chicago to Portland-Oregon are operated by, among others, United Airlines, Alaska Airlines and American Airlines. These flights take you to Portland-Oregon nonstop, making them especially practical for short trips or weekend getaways. It is still worth comparing departure times and airline policies, as baggage rules and fees can vary.
Nonstop flights from Chicago to Portland-Oregon operate daily. The schedule may vary by season, so it is worth comparing several travel dates. If your preferred day does not have a nonstop flight, nearby departure days or short connecting flights may be a good alternative.
From Chicago to Portland-Oregon, there are on average around 19 to 20 flights per day. This usually means you have a good choice of departure times. If you are flexible, you can easily compare times, prices, and airlines.
From Chicago to Portland-Oregon, there are around 136 to 137 flights per week. This means you usually have connections available on several days and at various times. Beyond the price, it is worth comparing flight duration, airline, and any potential additional fees.
The earliest nonstop flight from Chicago to Portland-Oregon usually departs at 6:45 AM. The exact departure time may vary by day of the week and airline. Early flights are especially useful if you want to make the most of your arrival day in Portland-Oregon.
The last nonstop flight from Chicago to Portland-Oregon usually departs at 10:55 PM. Late flights can be convenient if you want to travel after work or in the evening. Do check whether it is a nonstop flight, as a connecting itinerary could push the arrival time significantly later.