Nonstop flights from Portland to Chicago

2 airlines fly this route, with up to 6 flights a day.

PWMPortland International Jetport

897 mi · 42 flights a week

ORDChicago O'Hare International

PWMORD

When they leave

Portland time

6:03a6:09pFirst departure 6:03 AM, last 6:09 PM

Three in the morning, 6:03 AM to 9:08 AM, then two in the afternoon, 12:09 PM to 4:07 PM, then two in the evening, 5:03 PM to 6:09 PM.

Every flight

Earliest first

6:03 AM→8:00 AMUnited AirlinesBoeing 737 MAX 8Daily
7:40 AM→9:43 AMUnited AirlinesEmbraer 175Daily
9:08 AM→11:07 AMAmerican AirlinesUntil Dec 1, back Mar 4, 2027Embraer 175Daily
12:09 PM→2:09 PMAmerican AirlinesUntil Dec 1, back Mar 4, 2027Embraer 175Daily
4:07 PM→6:14 PMAmerican AirlinesUntil Dec 1, back Mar 4, 2027Airbus A319Sat
5:03 PM→7:00 PMUnited AirlinesBoeing 737 MAX 9Daily
6:09 PM→8:30 PMAmerican AirlinesUntil Dec 1, back Mar 4, 2027Embraer 175Mon, Tue, Wed, Thu, Fri, Sun

Schedules last checked Oct 7, 2026. Times are local.

Flying from Portland to Chicago

American Airlines flies 3 times a day on the Embraer 175 and Airbus A319. United Airlines flies 3 times a day on the Boeing 737 MAX 8, Boeing 737 MAX 9 and Embraer 175.

There are 6 flights every day of the week. The first arrival in Chicago is at 8:00 AM and the last at 8:30 PM. The flight covers 897 miles.

American Airlines flies it until Dec 1 and is back on Mar 4, 2027.

Flying back, Chicago to Portland has 36 nonstop flights a week. From Portland, Midway (MDW) is the other Chicago area airport with nonstop flights, 7 a week.