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Flights from Winnipeg to Portland
There are no direct flights from Winnipeg to Portland. The fastest way is one stop via Chicago or Minneapolis, about 6h 45m door to door (2 connections a week on current schedules).
No direct flights · 2 connection options From 6h 35m
Winnipeg to Portland at a glance
Fastest journey6h 35mVia Chicago, on current schedules
Nonstop flightsNoneConnect via Chicago or Minneapolis
Best ways to fly from Winnipeg to Portland
Ranked by how easy the connection is: one airline or alliance first (bags and connection protected), then the quickest self-transfer options.
1Search
YWG Chicago (ORD) PWM
Leg 1: SkyWest · Leg 2: United Airlines, American Airlines, Republic Airlines
Sun07:00 YWG09:14 ORD2h 31m connection11:45 ORD14:45 PWMSkyWest + United Airlines
Connections are computed from flights actually flown over the last 8 weeks, with at least 45 minutes to change on one airline and 2 hours on separate tickets. Times are local. The search shows live itineraries and exact times.
Good to know
- Distance
- 2,145 km1,332 miles
- Journey time
- 6h 35mon current schedules
- Time difference
- +1hPortland vs Winnipeg
- Currency in Portland
- USD
- Airports
- YWG → PWM
Flights from Winnipeg to Portland: questions answered
Are there direct flights from Winnipeg to Portland?
No. There is no nonstop service, so you will connect, most easily in Chicago and Minneapolis. Some connections are on one airline or alliance, so your bags and connection are protected on a single ticket.
How long is the flight from Winnipeg to Portland?
With one connection the journey usually takes around 6h 35m, depending on the layover. The straight-line distance is 2,145 km.
Where do you change planes between Winnipeg and Portland?
The best connecting points are Chicago (ORD) and Minneapolis (MSP). SkyWest flies both legs via Chicago, so you can book it as one ticket.
Which airports serve Winnipeg and Portland?
Winnipeg: Winnipeg / James Armstrong Richardson International Airport (YWG). Portland: Portland International Jetport (PWM).
What is the time difference between Winnipeg and Portland?
Portland is 1 hour ahead of Winnipeg.





