Nonstop flights from Portland to Chicago

3 airlines fly this route, with up to 10 flights a day.

PDXPortland International

1,734 mi · 70 flights a week

ORDChicago O'Hare International

PDXORD

When they leave

Portland time

5:59a11:40pFirst departure 5:59 AM, last 11:40 PM

Five in the morning, 5:59 AM to 10:46 AM, then two in the afternoon, 12:24 PM to 2:25 PM, then four in the evening, 10:40 PM to 11:40 PM.

Every flight

Earliest first

5:59 AM→12:12 PMAmerican AirlinesBoeing 737Daily
7:00 AM→1:13 PMUnited AirlinesBoeing 737Daily
7:00 AM→1:13 PMAlaska AirlinesBoeing 737 MAX 9Daily
8:17 AM→2:30 PMUnited AirlinesBoeing 737Tue
10:35 AM→4:48 PMUnited AirlinesBoeing 737 MAX 9Tue
10:46 AM→5:00 PMUnited AirlinesAirbus A321neoMon, Wed, Thu, Fri, Sat, Sun
12:24 PM→6:45 PMAmerican AirlinesBoeing 737Daily
2:25 PM→8:38 PMUnited AirlinesBoeing 737Daily
10:40 PM→4:45 AM⁺¹United AirlinesBoeing 737Daily
10:59 PM→5:00 AM⁺¹Alaska AirlinesBoeing 737Daily
11:34 PM→5:32 AM⁺¹American AirlinesBoeing 737Daily
11:40 PM→5:45 AM⁺¹United AirlinesBoeing 737Mon, Wed, Thu, Fri, Sat, Sun

Schedules last checked Sep 19, 2026. Times are local.

Flying from Portland to Chicago

United Airlines flies most often, 5 times a day on the Boeing 737, Airbus A321neo and Boeing 737 MAX 9. American Airlines flies 3 times a day on the Boeing 737. Alaska Airlines flies twice a day on the Boeing 737 and Boeing 737 MAX 9.

There are 10 flights every day of the week. The first arrival in Chicago is at 12:12 PM and the last at 5:45 AM the next day. The flight covers 1,734 miles.

Flying back, Chicago to Portland has 72 nonstop flights a week. From Portland, Midway (MDW) is the other Chicago area airport with nonstop flights, 17 a week.