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Lowest round trip fares by airline from Chicago and Portland
Cheapest prices ($59 One Way, $118 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fly From Chicago to Portland
Origin | Chicago |
|---|---|
Destination | Portland |
Number of Daily Flights | 18 |
Earliest Flight Departure Date | Dec 29 |
Latest Flight Departure Date | Dec 30 |
Popular Airlines | Alaska Airlines |
Cheap flights from Chicago to Portland
Chicago O’Hare International Airport (ORD) is on the far northwest side of the city of Chicago. When coming from The Loop or downtown Chicago, take the CTA or the Metra Rail. However, if coming from the suburbs, consider the Pace Suburban Bus.
Typical flight times are a little over four hours long to Portland International Airport (PDX). The TriMet connects you to the city center of Portland and places like Beaverton.
Attractions and Tips
Portland is an outdoor lover’s dream. The Columbia River Gorge National Scenic Area offers various trails throughout and opportunities to check out the Multnomah Falls; plan for the area to be incredibly windy. The International Rose Test Garden is free to tour and displays over 8,000 types of roses.
When it comes time to head inside, take the MAX train to the Lloyd Center. Shop at the Made in Oregon store or take a break and enjoy the indoor ice skating rink.
When compared to other larger cities in the region, Portland has the warmest temperatures on average as well as the most sunshine and the least amount of rain. This makes for a great destination if enjoying the outdoors is your goal. While summers are warm and winters are cold, it’s fall and spring that tend to be more unpredictable with warm and cool changes, so consider packing a range of clothing for the trip just in case.