Portland (PDX) to Chicago (ORD) flights: who flies it

Portland to Chicago flight schedule

Scheduled nonstop departures for PDX to ORD starting October 23, 2026, last checked against our schedule feed on October 18, 2026. Airlines retime and cancel flights, so confirm with the airline before you book.

Scheduled nonstop departures from Portland (PDX) to Chicago (ORD)
Date	Flight	Airline	Departs PDX	Arrives ORD	Duration	Aircraft
Fri, Oct 23	AA 1713	American Airlines	06:01	12:16	4h 15m	Boeing 737-800
Fri, Oct 23	AS 324	Alaska Airlines, Inc.	07:00	13:18	4h 18m	Boeing 737 MAX 9
Fri, Oct 23	UA 2306	United Airlines	07:02	13:15	4h 13m	Airbus A321neo family
Fri, Oct 23	UA 2822	United Airlines	08:30	14:43	4h 13m	Boeing 737-800
Fri, Oct 23	UA 1923	United Airlines	10:43	16:58	4h 15m	Airbus A321neo family
Fri, Oct 23	AA 2515	American Airlines	13:12	19:35	4h 23m	Airbus A321
Fri, Oct 23	UA 2266	United Airlines	14:27	20:40	4h 13m	Airbus A321neo family
Fri, Oct 23	UA 2094	United Airlines	23:30	05:31	4h 1m	Boeing 737 MAX 9
Sat, Oct 24	AA 1713	American Airlines	06:01	12:16	4h 15m	Boeing 737-800
Sat, Oct 24	AS 324	Alaska Airlines, Inc.	07:00	13:18	4h 18m	Boeing 737-900
Sat, Oct 24	UA 2306	United Airlines	07:02	13:15	4h 13m	Airbus A321neo family
Sat, Oct 24	UA 2822	United Airlines	08:30	14:43	4h 13m	Boeing 737-800
Sat, Oct 24	UA 1923	United Airlines	10:43	16:58	4h 15m	Airbus A321neo family
Sat, Oct 24	AA 2515	American Airlines	13:12	19:35	4h 23m	Airbus A321
Sat, Oct 24	UA 2266	United Airlines	14:27	20:40	4h 13m	Airbus A321neo family
Sat, Oct 24	UA 2094	United Airlines	23:30	05:31	4h 1m	Boeing 737-900
Sat, Oct 24	UA 1109	United Airlines	23:59	05:59	4h	Boeing 737-800
Sun, Oct 25	AA 1713	American Airlines	06:00	12:15	4h 15m	Boeing 737-800
Sun, Oct 25	AS 324	Alaska Airlines, Inc.	07:00	13:18	4h 18m	Boeing 737-800
Sun, Oct 25	UA 2306	United Airlines	07:02	13:15	4h 13m	Airbus A321neo family
Sun, Oct 25	UA 2822	United Airlines	08:30	14:43	4h 13m	Boeing 737-800
Sun, Oct 25	UA 2812	United Airlines	08:40	14:46	4h 6m	Boeing 737 MAX 8
Sun, Oct 25	UA 1923	United Airlines	10:43	16:58	4h 15m	Airbus A321neo family
Sun, Oct 25	AA 2515	American Airlines	13:12	19:35	4h 23m	Airbus A321
Sun, Oct 25	UA 2266	United Airlines	14:27	20:40	4h 13m	Airbus A321neo family
Sun, Oct 25	AA 1813	American Airlines	22:55	05:07	4h 12m	Airbus A321neo family
Sun, Oct 25	UA 2094	United Airlines	23:02	05:03	4h 1m	Boeing 737 MAX 9
Mon, Oct 26	AA 1713	American Airlines	06:00	12:15	4h 15m	Boeing 737-800
Mon, Oct 26	AS 324	Alaska Airlines, Inc.	07:00	13:18	4h 18m	Boeing 737 MAX 9
Mon, Oct 26	UA 2306	United Airlines	07:02	13:15	4h 13m	Airbus A321neo family
Mon, Oct 26	UA 2822	United Airlines	08:30	14:43	4h 13m	Boeing 737-800
Mon, Oct 26	UA 1923	United Airlines	10:43	16:58	4h 15m	Airbus A321neo family
Mon, Oct 26	AA 2515	American Airlines	13:12	19:35	4h 23m	Airbus A321
Mon, Oct 26	UA 2266	United Airlines	14:27	20:40	4h 13m	Airbus A321neo family
Mon, Oct 26	AA 1813	American Airlines	22:55	05:07	4h 12m	Airbus A321neo family
Mon, Oct 26	UA 2094	United Airlines	23:02	05:03	4h 1m	Boeing 737 MAX 9
Tue, Oct 27	AA 1713	American Airlines	06:00	12:15	4h 15m	Boeing 737-800
Tue, Oct 27	AS 324	Alaska Airlines, Inc.	07:00	13:18	4h 18m	Boeing 737 MAX 9
Tue, Oct 27	UA 2306	United Airlines	07:02	13:15	4h 13m	Airbus A321neo family
Tue, Oct 27	UA 2812	United Airlines	08:40	14:46	4h 6m	Boeing 737 MAX 8

Showing the first 40 of 65 scheduled PDX to ORD departures across 7 days with service, starting October 23, 2026. Every remaining date is on the interactive map.

Departure and arrival times are local at their own airport, so an arrival can fall on a different local date than the departure; the duration column is the true elapsed flying time. A dash means the airline hasn't filed that value in the schedule data we hold. Aircraft are the equipment the airline filed, named where the code pins down one type and shown as the family or the bare code where it doesn't. Swaps can happen up to departure.

See every PDX to ORD date on the interactive map

Aircraft on the Portland to Chicago nonstop

In the schedule table on this page, United Airlines flies the Airbus A321neo family, the Boeing 737-800, the Boeing 737 MAX 9, the Boeing 737 MAX 8, and the Boeing 737-900. American Airlines flies the Boeing 737-800, the Airbus A321, and the Airbus A321neo family. Alaska Airlines flies the Boeing 737 MAX 9 and the Boeing 737-900. The Aircraft column has the rest. Each linked aircraft page shows where that airline schedules it. Airlines can swap aircraft up to departure.

Confirmed upgrade & award space on PDX to ORD departures

2LNR tracks confirmed upgrade and award space on American Airlines and Alaska Airlines, segment by segment and date by date. Open the calendar for Portland to Chicago to see which departures have space, the next 14 days free on every product and the full horizon on Pro.

In the 7 days to October 19, 2026, 2LNR checked award space on Portland to Chicago departures from October 19 to November 1. American Airlines had space open on 11 of 14 dates checked and Alaska Airlines on 3 of 14.

See real availability

Confirmed upgrade or award seats by date on the PDX to ORD departures 2LNR tracks, checked against live inventory so you know what's open before you book.

Set an alert

Premium inventory turns over fast. Watch this route on Pro and 2LNR notifies you when space appears on a date you're tracking.

Plan on the map

See PDX to ORD on the interactive route map, with schedules, connections, and route statistics.

Airlines flying Portland to Chicago nonstop

Carriers operating PDX to ORD nonstop in the current schedule. Where 2LNR tracks the carrier, its departures show confirmed upgrade or award space by date.

See PDX to ORD on the interactive map →

Frequently asked questions about PDX to ORD

How long is the flight from Portland (PDX) to Chicago (ORD)?

Scheduled flight times from Portland (PDX) to Chicago (ORD) run from 4h to 4h 23m across the departures in the schedule table on this page. The nonstop covers about 1,734 miles, and airlines adjust scheduled times by season, so confirm with the airline before you book.

Which airlines fly nonstop from PDX to ORD?

United Airlines, American Airlines, and Alaska Airlines fly PDX to ORD nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines and Alaska Airlines.

How many flights a week are there from PDX to ORD?

About 64 nonstop flights a week run between Portland (PDX) and Chicago (ORD) in the current schedule, operated by United Airlines, American Airlines, and Alaska Airlines. Frequency shifts by season, and the schedule table on this page shows what is scheduled next.

What time do flights from PDX to ORD depart?

Scheduled PDX to ORD nonstops in the next 7 days with service leave between 06:00 and 23:59, local time at Portland. The schedule table on this page lists every departure by date, with its arrival time and aircraft.

Which flights operate PDX to ORD nonstop?

The schedule table on this page lists 11 flight numbers for PDX to ORD nonstops, including UA 1923, UA 2094, UA 2266, UA 2306, and UA 2822 on United Airlines; AA 1713 and AA 2515 on American Airlines; and AS 324 on Alaska Airlines. The table lists each departure by date with its times and aircraft.

How do I check upgrade or award availability on PDX to ORD?

Open the PDX to ORD route on the interactive map or the matrix to see confirmed upgrade and award space by date on American Airlines and Alaska Airlines, the next 14 days free and the full horizon on Pro. On Pro you can also set an alert on the route and 2LNR notifies you when space opens.