ChicagoPortlandDirect FlightsMDW–PDX
Chicago (Chicago Midway International Airport) to Portland (Portland International Airport).
Flight time from MDW to PDX is estimated at about 4h 11m, based on the 1,747-mile great-circle distance. Our current captured departure sample includes 2-3/day across 1 captured airline, with Southwest Airlines appearing most often in that sample. Captured departure times run from 00:35 to 21:35 local time.
Plan this routeAt a glance
| Est. flight time | Distance | Captured freq. | Type |
|---|---|---|---|
| ~4h 11m Estimated from great-circle distance — no tracked flights yet. | 1,747 mi | 2-3/day From the current provider sample; confirm live timetables before booking. | Domestic |
Airlines on this route
Captured airlines for MDW to PDX
Our current provider sample includes 2-3/day from MDW to PDX across 1 captured airline.
- First departure
- 00:35
- Last departure
- 21:35
- Cadence
- ~every 2 hours
- Captured departures/day
- 10
| Airline | Captured daily freq. | Aircraft | Departures (local) |
|---|---|---|---|
| Southwest Airlines | 2-3/day | Boeing 737 · Seat map | 00:3510:0010:05 |
Aircraft on this route
Flying the other way?
PDX to MDW flights — 2-3/day on 1 airline →Methodology: airline, aircraft, terminal, and departure-time details come from the rolling scheduled-departures window for MDW to PDX, last seen June 15, 2026. Frequency uses 19 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.
Route FAQ
How long is the flight from MDW to PDX?
The MDW to PDX flight time is estimated at about 4h 11m from great-circle distance until enough tracked flights are available.
How far is MDW from PDX?
MDW to PDX is about 1,747 miles by air.
Which airlines fly from MDW to PDX?
Our current provider sample for MDW to PDX includes Southwest Airlines. Confirm live timetables before booking.
What aircraft fly from MDW to PDX?
Aircraft captured in our current provider sample for MDW to PDX include Boeing 737.