Direct flights from Portland to Chicago
35 nonstop flights a week on 2 airlines. Zero layovers — one hop from PWM to ORD.
Flight time: about 2h nonstop
Which days does it fly?
When does it fly?
Departure times in Portland local time, from flights observed over the last 7 days.
| Flight | Departs | Duration | Days |
|---|---|---|---|
| United UAL723 | 6:04a | 2h20m | Fri |
| United UAL723 | 6:07a | 2h4m | Mon, Tue, Thu |
| United UAL1113 | 6:09a | 2h24m | Sat |
| Republic Airways RPA4391 | 6:14a | 1h55m | Mon, Thu, Fri |
| United UAL723 | 6:16a | 2h12m | Sun |
| Republic Airways RPA4391 | 6:18a | 1h58m | Tue |
| United UAL723 | 6:33a | 2h11m | Wed |
| Republic Airways RPA4391 | 7:00a | 1h51m | Sat |
| Republic Airways RPA4391 | 7:05a | 1h40m | Sun |
| Republic Airways RPA4391 | 11:44a | 1h42m | Wed |
| Republic Airways RPA4488 | 12:22p | 1h46m | Mon, Tue, Wed, Thu, Fri, Sun |
| Republic Airways RPA4488 | 1:37p | 1h48m | Sat |
| United UAL1182 | 5:12p | 2h6m | Mon |
| United UAL1182 | 5:17p | 2h10m | Tue–Wed |
| United UAL1182 | 5:29p | 2h14m | Thu, Sun |
| United UAL1182 | 7:23p | 2h33m | Fri |
| Republic Airways RPA4774 | 7:33p | 1h26m | Sun |
| United UAL1182 | 7:40p | 2h19m | Sat |
| Republic Airways RPA4774 | 7:43p | 1h48m | Thu |
| Republic Airways RPA4774 | 7:46p | 1h38m | Mon–Wed |
| Republic Airways RPA4774 | 8:28p | 1h45m | Sat |
| Republic Airways RPA4774 | 8:53p | 2h1m | Fri |
UnitedThe route
One hop: PWM → ORDDrag to pan · scroll with ⌘/Ctrl to zoom · arrow keys when focused
Nonstop from Portland (PWM) to Chicago (ORD)
Portland International Jetport (PWM) has 35 nonstop flights a week to Chicago (ORD), operated by Republic Airways and United. No layovers, no connections — one hop out of PWM and you're there.
This route flies every day of the week, so any travel day works. Route data updated July 2026 from observed departures.
Route data updated July 2026 from observed flight departures. Schedules change — always confirm with the airline before booking.
How long is the flight from Portland to Chicago?
The nonstop flight from Portland (PWM) to Chicago (ORD) takes about 2h in the air, based on recently observed nonstop departures.
How long does it take to drive from Portland to Chicago?
Driving from Portland to Chicago takes about 16h 11m behind the wheel — roughly 1,085 miles, or about 2 days of real driving. The nonstop flight takes about 2h.