Flight Portland(PDX) to Midway(MDW)
CHANGE DIRECTION
| Portland International Airport | Chicago Midway International Airport |
|---|---|
| PDX : Portland , United States | MDW : Chicago , United States |
| UTC-7(DST) | UTC-5(DST) |
Portland to Midway Flight Schedule(October 2025)
Flight from Portland(PDX) to Midway(MDW) is operated by 1 airline : Southwest Airlines (WN). You can check flight schedules, flight duration, and aircraft types.
Change Direction(MDW to PDX)Portland (PDX) to Chicago/Midway (MDW) Flight Schedule
LastUpdate : 2025/09/01 06:15
Flight Schedule on October 2025 , Direct flight departure from Portland with all airlines , flight number, flight duration, aircraft type.
October 2025
- Southwest Airlines [ Show / Hide ]
| Flight Number / Airline | Departure Time | Arrival Time | Flight Duration | Operating Days | Aircraft Type | Airfare / Tickets |
|---|---|---|---|---|---|---|
|
WN3617
Southwest Airlines |
05:00 | 10:55 | 3h55m |
---TF-- (Oct 2–3)
|
737-800 (WL) | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
| 06:00 | 11:55 | 3h55m |
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
|
737-800 (WL) | ||
| 05:00 | 10:55 | 3h55m |
M--TF-- (Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24)
|
737-800 (WL) | ||
| 06:00 | 11:55 | 3h55m |
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
|
737-800 (WL) | ||
| 05:00 | 10:55 | 3h55m |
M--T--- (Oct 27, Oct 30)
|
737-800 (WL) | ||
|
WN368
Southwest Airlines |
05:50 | 11:45 | 3h55m |
----F-- (Oct 31)
|
737-8-MAX | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN2678
Southwest Airlines |
06:00 | 12:00 | 4h0m |
--W---- (Oct 1)
|
737-8-MAX | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN2655
Southwest Airlines |
07:00 | 15:30 | 6h30m 1 Transfer |
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
|
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES | |
|
WN2668
Southwest Airlines |
09:20 | 15:15 | 3h55m |
--W---- (Oct 1)
|
737-700 (WL) | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN1816
Southwest Airlines |
10:35 | 19:10 | 6h35m 1 Transfer |
------S (Oct 5, Oct 12, Oct 19, Oct 26)
|
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES | |
|
WN298
Southwest Airlines |
13:25 | 19:20 | 3h55m |
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
|
737-8-MAX | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN3186
Southwest Airlines |
13:30 | 19:30 | 4h0m |
--W---- (Oct 1)
|
737-8-MAX | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN1603
Southwest Airlines |
14:35 | 20:25 | 3h50m |
M--TF-- (Oct 2–3, Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24, Oct 27, Oct 30)
|
737-800 (WL) | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
Flight schedules as of September 01, 2025, 06:15 AM(OAG data). Schedules may change without notice, so please check with airlines before booking. Refer to FlyTeam's terms of use before proceeding. Some airlines and flight numbers may not be displayed.
FAQ : Portland to Chicago/Midway
- How many airlines fly from Portland to Chicago ?
- As of October 2025, 1 airline operate direct flights from Portland (PDX) to Chicago/Midway (MDW) : Southwest Airlines.
- How far is it from Portland to Chicago?
- The distance between Portland (PDX) to Chicago/Midway (MDW) is approximately 1,750 miles(2,810km) by air.
- What is the time difference between Portland to Chicago?
- The time difference between Portland International Airport(Portland) and Chicago Midway International Airport(Chicago) is +2 hours. Chicago is 2 hours ahead of Portland.Portland is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.Chicago is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.