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(August 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 August 2025 , Direct flight departure from Portland with all airlines , flight number, flight duration, aircraft type.
August 2025
- Southwest Airlines [ Show / Hide ]
| Flight Number / Airline | Departure Time | Arrival Time | Flight Duration | Operating Days | Aircraft Type | Airfare / Tickets |
|---|---|---|---|---|---|---|
|
WN2735
Southwest Airlines |
05:50 | 11:45 | 3h55m |
M------ (Aug 4)
|
737-700 (WL) | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN2678
Southwest Airlines |
06:00 | 12:00 | 4h0m |
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
|
737-8-MAX | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
| 06:10 | 12:10 | 4h0m |
---TF-- (Aug 7–8)
|
737-700 (WL) | ||
| 06:00 | 12:00 | 4h0m |
-----S- (Aug 9, Aug 16, Aug 23, Aug 30)
|
737-800 (WL) | ||
| 06:05 | 12:05 | 4h0m |
------S (Aug 10, Aug 17, Aug 24)
|
737-8-MAX | ||
| 06:10 | 12:10 | 4h0m |
M--TF-- (Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
|
737-700 (WL) | ||
| 06:55 | 12:55 | 4h0m |
------S (Aug 31)
|
737-8-MAX | ||
|
WN3780
Southwest Airlines |
08:15 | 14:10 | 3h55m |
M--TF-- (Aug 7–8, Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
|
737-700 (WL) | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN4169
Southwest Airlines |
08:30 | 14:25 | 3h55m |
M------ (Aug 4)
|
737-700 (WL) | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN2668
Southwest Airlines |
09:20 | 15:15 | 3h55m |
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
|
737-700 (WL) | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN2149
Southwest Airlines |
13:35 | 19:35 | 4h0m |
---TF-- (Aug 7–8)
|
737-8-MAX | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
| 10:35 | 16:35 | 4h0m |
-----S- (Aug 9, Aug 16, Aug 23, Aug 30)
|
737-800 (WL) | ||
| 13:35 | 19:35 | 4h0m |
M--TF-- (Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
|
737-8-MAX | ||
|
WN2248
Southwest Airlines |
13:50 | 19:45 | 3h55m |
------S (Aug 10, Aug 17, Aug 24)
|
737-8-MAX | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
| 13:20 | 19:15 | 3h55m |
------S (Aug 31)
|
737-700 (WL) | ||
|
WN3186
Southwest Airlines |
13:30 | 19:30 | 4h0m |
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
|
737-8-MAX | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN4170
Southwest Airlines |
14:30 | 20:25 | 3h55m |
M------ (Aug 4)
|
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 August 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.