Portland→ChicagoNonstop Flight TimePWM–MDW

Portland (Portland International Jetport) to Chicago (Chicago Midway International Airport).

Direct flights from PWM to MDW have an estimated flight time of about 2h 26m, based on the 893-mile great-circle distance. Our current captured departure sample includes 1/day across 1 captured airline, with Southwest Airlines appearing most often in that sample. Captured departure times run from 06:45 to 15:55 local time.

Methodology: airline, aircraft, terminal, and departure-time details come from the rolling scheduled-departures window for PWM to MDW, last seen June 15, 2026. Frequency uses 7 scheduled departures across 7 observed days; flight time is estimated from great-circle distance until this route has enough tracked flights for an observed average. Provider coverage can miss operators on some routes, so confirm live timetables before booking.