Flying from Chicago to Portland, Or can be expensive. Our search helps you compare cheap flights, airfare deals, and flight tickets across airlines and agencies so you can book at the best price.
We scan trusted travel agencies and airline booking systems for the route Chicago - Portland, Or (CHI - PDX). We do not sell tickets or add fees - you choose where to buy.
Airfares vary by date, time, and airport. Use filters to find the best option by departure/arrival time, number of stops, airline or alliance, and booking channel.
If your dates are flexible, check the low-fare calendar to find the cheapest days. Booking round-trip in one order often reduces fees, and prices usually rise as departure approaches.
We also recommend you to look through the prices for return tickets from Portland, Or to Chicago.
Airfares found by our users in the past 24 hours
The price for these dates could change. Use search to get the best price.
Airlines are flying from Chicago to Portland, Or
| Southwest Airlines |
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Frequently asked questions about flights from Chicago to Portland, Or
How long does the flight from Chicago to Portland, Or take?
Flight duration from Chicago to Portland, Or varies by route, airline, and number of stops. Direct flights are faster. Use our search to compare options.
Are there direct flights from Chicago to Portland, Or?
Availability of direct flights from Chicago to Portland, Or depends on the route and season. Use the "Direct" filter in search to see only direct options.
Which airlines fly from Chicago to Portland, Or?
Several airlines operate flights from Chicago to Portland, Or. On this page you see airlines serving this route. Our search compares prices across airlines and agencies.
What is the cheapest month to fly from Chicago to Portland, Or?
Prices from Chicago to Portland, Or vary by month and demand. On this page you see average prices by month. Use the low-fare calendar and monthly table to find the cheapest dates.