Direct flights from Portland to Chicago
All flights from PDX to ORD non-stop. There are direct flights from Portland International (PDX), Oregon, USA to Chicago O Hare International (ORD), Illinois, USA with United Airlines, American Airlines and Alaska Airlines. 62 weekly departures are currently scheduled on this route. Departure times range from 00:02 to 23:59 depending on the schedule period. The flight distance is 1744 miles (2806 km). Flight time ranges from 3 hours and 49 minutes to 4 hours and 26 minutes.
Portland
, USA
Airlines with non-stop routes:
United Airlines
American Airlines
Alaska Airlines
Spirit Airlines
Aer Lingus
Virgin America
Flight schedule from Portland to Chicago with United Airlines
This is a weekly direct flight schedule for United Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.
Flight
The timetable & schedule information was updated at 2026-08-31
Flight schedule from Portland to Chicago with American Airlines
This is a weekly direct flight schedule for American Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.
Flight
The timetable & schedule information was updated at 2026-08-31
Flight schedule from Portland to Chicago with Alaska Airlines
This is a weekly direct flight schedule for Alaska Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.
Flight
The timetable & schedule information was updated at 2026-08-31
Portland to Chicago scheduled departures
Select a date to see every published non-stop departure between PDX and ORD.
PDX - ORD route facts
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Distance1744 miles (2806 km)
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Flight time3 hours and 49 minutes to 4 hours and 26 minutes
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Airlines United American Airlines Alaska Airlines
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Airline alliancesStar Alliance oneworld
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CabinsEconomy Premium Economy Business First
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Hub airportsUnited Airlines: ORD (Largest hub.)American Airlines: ORDAlaska Airlines: PDX
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Arrival terminalsUnited Airlines: Terminal 1American Airlines: Terminal 3Alaska Airlines: Terminal 2
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AircraftUnited Airlines: Boeing 737-800 Passenger, Boeing 737MAX 9 Passenger, Airbus A321neo, Boeing 737MAX 8 Passenger, Boeing 737-900 Passenger and Airbus A320American Airlines: Airbus A321neo, Boeing 737-800 Passenger and Airbus A321Alaska Airlines: Boeing 737MAX 9 Passenger, Boeing 737-900 (winglets) Passenger/BBJ3, Boeing 737-800 (winglets) Passenger/BBJ2 and Boeing 737MAX 8 Passenger
Route FAQ
Direct flights from Portland to IL, USA
From Portland to Chicago
MDW Chicago Midway International
