🇺🇸 MDW
Chicago
1748 mi
PDX 🇺🇸
Portland

Chicago to Portland Flights

Chicago Midway International Airport Portland International Airport 2 airlines

Get Notified About Route Changes

Track up to 3 airports free. Weekly alerts when airlines add or remove routes.

Sign Up Free

The Chicago to Portland route connects Chicago Midway International Airport (MDW) in US with Portland International Airport (PDX) in US. This medium-haul flight covers approximately 1748 miles (2813 km) with a typical flight time of 3h 35m. This route is served by 2 airlines: Southwest, Priester Aviation. AirportRoutes has tracked 7 unique flight numbers on this route.

Search tickets for this route

Compare flight prices across hundreds of booking sites

Search MDW → PDX flights

Opens a live price search — just pick your dates

Departure Airport

Chicago Midway International Airport

ICAO Code:
KMDW
IATA Code:
MDW
City:
🇺🇸 Chicago
Country:
US
Elevation:
620 ft

Destination Airport

Portland International Airport

ICAO Code:
KPDX
IATA Code:
PDX
City:
🇺🇸 Portland
Country:
US
Elevation:
31 ft

2

Operators

7

Tracked Flights

1748

Miles

3h 35m

Flight Duration

Route Map

Operating Airlines

Airline ICAO IATA
Southwest SWA WN
Priester Aviation PWA -

Flight Schedule Pattern

Day Flights Observed Frequency Activity
Monday 5 16%
Tuesday 4 12%
Wednesday 2 6%
Thursday 8 25%
Friday 5 16%
Saturday 3 9%
Sunday 5 16%

Pattern Analysis

7 Tracked Flights:
Data Points: 32
API observations used to build this analysis
Weekdays: 24 flights
Weekend: 8 flights
Business Route More active on weekdays

All Flight Routes

2 Routes
Note: This table shows aggregated route data by airline. Each airline may operate multiple daily flights at different times. See the "Spotted Departure Times" section below for all observed departure times.
Airline Flight Numbers Aircraft Type Typical Time Days Active Last Seen Status
- E545 -
M T W T F S S
Jun 16, 2026 Active
Southwest
SWA / WN
B38M 21:50 9:50 PM (Representative)
M T W T F S S
Jun 16, 2026 Active
Total Routes: 2
Active Routes: 2
Unique Airlines: 2
Aircraft Types: 2

Spotted Departure Times

Departure Time Operator ICAO IATA
21:50 9:50 PM Southwest SWA WN

Time Information

Times are shown in the departure airport's local timezone (KMDW - America/Chicago).

Total Departure Times: 1
Time Range:
21:50 - 21:50
These are typical departure times observed from actual flights. Times may vary by season and schedule changes.