Portland International Airport
Portland, United StatesPDX / KPDX
Major airport · 93 direct destinations · 3 runways · longest runway 11,001 ft
72 °F · Partly cloudySource: METAR observation via the NOAA Aviation Weather Center
Route
Portland → Chicago
PDX
PortlandPortland International Airport
PortlandPortland International AirportMDWChicagoChicago Midway International Airport
ChicagoChicago Midway International Airport- Distance
- 1,747 mi
- Estimated flight time
- ~4h
Chicago is currently 2 hours ahead of Portland.
Observed nonstop
How often does this route fly?
Frequency
A couple of times a day
On average around 2 flights a day, observed from October 2025 to September 2026.
- 2
- flights per day
- 3
- busiest month · Jul
- 1
- quietest month · Nov
- 3 hr 28 min
- measured flight time
- 12 / 12
- months seen
Through the year
Per day, month by month
- 1Jan2026
- 1Feb
- 2Mar
- 2Apr
- 2May
- 2.5Jun
- 3Jul
- 2Aug
- 2Sep
- 2Oct2025
- 1Nov
- 1Dec
Airlines
Who flies it
Southwest Airlinesall year
Delta Air Linesnow and then
Through the day
Departure times
Local time in Portland. Most departures between 05:00 and 08:00.
- 00:00
- 01:00
- 02:00
- 03:00
- 04:00
- 05:00
- 06:00
- 07:00
- 08:00
- 09:00
- 10:00
- 11:00
- 12:00
- 13:00
- 14:00
- 15:00
- 16:00
- 17:00
- 18:00
- 19:00
- 20:00
- 21:00
- 22:00
- 23:00
Through the week
By weekday
- 2Mon
- 1.7Tue
- 1.7Wed
- 1.9Thu
- 1.9Fri
- 1.4Sat
- 1.5Sun
Fleet
Aircraft observed
- Boeing 737 MAX 8B38M61%
- Boeing 737-800B73834%
- Boeing 737-700B7373%
- Boeing 757-200B7520%
- Gulfstream IVGLF40%
All the numbers in a table
| Month | Per day | Seen | Airlines |
|---|---|---|---|
| January 2026 | 1 | 30 |
|
| February 2026 | 1 | 29 |
|
| March 2026 | 2 | 52 |
|
| April 2026 | 2 | 55 |
|
| May 2026 | 2 | 54 |
|
| June 2026 | 2.5 | 74 |
|
| July 2026 | 3 | 75 |
|
| August 2026 | 2 | 74 |
|
| September 2026 | 2 | 69 |
|
| October 2025 | 2 | 53 |
|
| November 2025 | 1 | 31 |
|
| December 2025 | 1 | 26 |
|
Airlines observed on this route
From observed callsign routes on PDX-MDW - not a booking guarantee.
About this route
- Domestic route: both airports are in the same country.
- The opposite direction has also been observed as a direct connection.
- Direct destinations observed from Portland: 93.
- Direct destinations observed from Chicago: 108.
The airports on this route
Chicago Midway International Airport
Chicago, United StatesMDW / KMDW
Major airport · 108 direct destinations · 4 runways · longest runway 6,522 ft
54 °F · CloudySource: METAR observation via the NOAA Aviation Weather Center
Alternative airports for this journey
Same journey, a different airport nearby - with an observed direct connection.
About the route from Portland to Chicago
The observed direct connection between Portland International Airport (PDX) and Chicago Midway International Airport (MDW) covers approximately 1,747 mi. The estimated flight time is around 4h. Delta Air Lines and Southwest Airlines have been observed on this connection in the available route data.
Frequently asked questions about this route
- How far is Portland from Chicago by air?
- The great-circle distance between Portland International Airport and Chicago Midway International Airport is approximately 1,747 mi.
- How long is the flight from Portland to Chicago?
- Based on the distance, the estimated flight time is about 4h. This is an estimate, not a schedule.
- Is there a direct connection from Portland to Chicago?
- Yes, a direct connection between PDX and MDW has been observed in our route data.
- Which airlines have been observed on this route?
- In the available route data: Delta Air Lines and Southwest Airlines.
- How often is there a flight from Portland to Chicago?
- On average around 2 flights a day, measured over twelve months (October 2025 to September 2026) in the flight archive, with 622 observed flights. Mainly Southwest Airlines, Delta Air Lines. That is an observation, not a timetable.
- What is the current time difference between Portland and Chicago?
- Chicago is currently 2 hours ahead of Portland.
Where this data comes from
The route data comes from the flight archive (ADS-B, adsb.lol): which connections actually flew over the last twelve full months and who flew them, combined with our own airport, runway, and airline datasets. It is reference data about observed routes - not a current timetable and no claim about bookability.
The frequency and aircraft on this page come from the flight archive (ADS-B, 12 months, October 2025 to September 2026), summarized per route per month. We do not see every flight, so it is a floor, not a count.
Route data updated on October 11, 2026.