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

Schedule for 14 Jun 2026 · International · PDX Airport (PDX) → O'Hare International Airport (ORD)

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

11
Daily flights
6:15 AM
First departure
11:40 PM
Last departure
Flight Airline Departure Arrival Duration Aircraft Stops
AA-2933 AA 6:15 AM 12:21 PM 6h 6m B737-800 Direct
UA-2306 UA 7:00 AM 1:13 PM 6h 13m B737-800 Direct
AS-324 AS 7:00 AM 1:13 PM 6h 13m B737-800 Direct
UA-2265 UA 10:51 AM 5:05 PM 6h 14m A321neo Direct
AA-2284 AA 11:20 AM 5:39 PM 6h 19m A321ceo Direct
AA-3303 AA 1:45 PM 7:59 PM 6h 14m A321ceo Direct
UA-2336 UA 2:27 PM 8:40 PM 6h 13m 739 Direct
UA-2094 UA 10:40 PM 4:45 AM 6h 5m B737-800 Direct
AA-2977 AA 10:59 PM 5:00 AM 6h 1m A321ceo Direct
AS-376 AS 10:59 PM 5:00 AM 6h 1m B737-800 Direct
UA-1490 UA 11:40 PM 5:45 AM 6h 5m B737 MAX 9 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 5 flights daily on this route using A321neo, B737 MAX 9, 739, B737-800 aircraft.

AA operates 4 flights daily on this route using B737-800, A321ceo aircraft.

AS operates 2 flights daily on this route using B737-800 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 6:15 AM and the last flight departs at 11:40 PM.

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

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

11 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 AA-2933 operated by AA, departing at 6:15 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 11:40 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 11 flights. Departures range from 6:15 AM (AA AA-2933) to 11:40 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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