Portland (OR) to Chicago Flight Schedule — Daily Timetable & Departure Times

Schedule for 25 Apr 2026 · International · PDX Airport (PDX) → O'Hare International Airport (ORD)

Portland (OR) to Chicago Daily Flight Schedule — Today's Timetable

8
Daily flights
7:00 AM
First departure
11:59 PM
Last departure
Flight Airline Departure Arrival Duration Aircraft Stops
UA-1496 UA 7:00 AM 1:09 PM 6h 9m B737 MAX 9 Direct
AS-324 AS 7:55 AM 2:08 PM 6h 13m 73J Direct
AA-2197 AA 8:00 AM 2:10 PM 6h 10m A321ceo Direct
UA-1641 UA 10:50 AM 4:54 PM 6h 4m B737-800 Direct
AA-2511 AA 1:23 PM 7:32 PM 6h 9m B737-800 Direct
UA-2192 UA 2:30 PM 8:34 PM 6h 4m B737-800 Direct
AA-3099 AA 11:47 PM 5:49 AM 6h 2m B737-800 Direct
UA-1490 UA 11:59 PM 6:03 AM 6h 4m 739 Direct

Airlines Flying Portland (OR) to Chicago

The following airlines operate direct flights on the Portland (OR) (PDX) to Chicago (ORD) route:

UAAAAS

UA operates 4 flights daily on this route using 739, B737-800, B737 MAX 9 aircraft.

AA operates 3 flights daily on this route using B737-800, A321ceo aircraft.

AS operates 1 flight daily on this route using 73J aircraft.

Portland (OR) to Chicago Flight Time & Route Information

Flights from Portland (OR) to Chicago depart from PDX Airport (PDX) and arrive at O'Hare International Airport (ORD). The first flight of the day departs at 7:00 AM and the last flight departs at 11:59 PM.

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Frequently Asked Questions — Portland (OR) to Chicago Flight Schedule

How many flights operate from Portland (OR) to Chicago daily?

8 flights operate from Portland (OR) to Chicago daily. Airlines on this route include UA, AA, AS.

What is the first flight from Portland (OR) to Chicago?

The first flight from Portland (OR) to Chicago is UA-1496 operated by UA, departing at 7:00 AM.

What is the last flight from Portland (OR) to Chicago?

The last flight from Portland (OR) to Chicago is UA-1490 operated by UA, departing at 11:59 PM.

Which airlines fly from Portland (OR) to Chicago?

UA, AA, AS operate flights on the Portland (OR) to Chicago route. Use HappyFares to compare fares across all airlines and book the cheapest ticket.

What is the Portland (OR) to Chicago flight schedule today?

Today's Portland (OR) to Chicago flight schedule has 8 flights. Departures range from 7:00 AM (UA UA-1496) to 11:59 PM (UA UA-1490).

How to check Portland (OR) to Chicago live flight status?

For live Portland (OR) to Chicago flight status including delays, gate changes, and real-time tracking, visit our dedicated flight status page.

What is the cheapest Portland (OR) to Chicago flight ticket?

To find the cheapest Portland (OR) to Chicago flight ticket, compare fares across all airlines on HappyFares. Book 3–6 weeks in advance and fly mid-week for the lowest airfare on this route.

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