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Cheap flights from Winnipeg to Portland from C$ 554

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Portland departing on 28/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Winnipeg to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
6:15 a.m. - 3:57 p.m.
YWG
-
PWM
8h 42m
2 stops
WestJet Logo
12:46 p.m. - 12:55 a.m.
PWM
-
YWG
13h 09m
2 stops
C$ 554WestJet
Tue, 28 Apr - Fri, 1 May
WestJet Logo
6:15 a.m. - 3:57 p.m.
YWG
-
PWM
8h 42m
2 stops
WestJet Logo
4:42 p.m. - 2:25 p.m.
PWM
-
YWG
22h 43m
2 stops
C$ 565WestJet
Tue, 28 Apr - Fri, 1 May
United Airlines Logo
2:00 p.m. - 9:40 p.m.
YWG
-
PWM
6h 40m
1 stop
United Airlines Logo
7:10 p.m. - 11:52 a.m.
PWM
-
YWG
17h 42m
2 stops
C$ 628United Airlines
Tue, 28 Apr - Fri, 1 May

WestJet flights from Winnipeg to Portland, Maine

Our best WestJet deals on Winnipeg to Portland, Maine flight tickets
WestJet
28 Apr
YWG6:15 a.m.Winnipeg
8h 42m
2 stops
PWM3:57 p.m.Portland
1 May
PWM12:46 p.m.Portland
13h 09m
2 stops
YWG12:55 a.m.Winnipeg
C$ 554
WestJet
28 Apr
YWG6:15 a.m.Winnipeg
8h 42m
2 stops
PWM3:57 p.m.Portland
1 May
PWM4:42 p.m.Portland
22h 43m
2 stops
YWG2:25 p.m.Winnipeg
C$ 565

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to Portland, Maine that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 4 February 2026.
Use the filters below to find and compare flights from Winnipeg to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Tue 28/4

6:15 a.m.-3:57 p.m.

2 stops8h 42m

Portland

Fri 1/5

12:46 p.m.-12:55 a.m.

2 stops13h 09m

C$ 554

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Tue 28/4

6:15 a.m.-3:57 p.m.

2 stops8h 42m

Portland

Fri 1/5

4:42 p.m.-2:25 p.m.

2 stops22h 43m

C$ 565

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Tue 28/4

2:00 p.m.-9:40 p.m.

1 stop6h 40m

Portland

Fri 1/5

7:10 p.m.-11:52 a.m.

2 stops17h 42m

C$ 628

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Portland from

How to get the cheapest flight ticket from Winnipeg to Portland, Maine

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Which airlines fly to Portland, Maine?

Air Canada, United Airlines and Porter Airlines are the top three most popular airlines that fly to Portland, Maine from Winnipeg according to our data. Air Canada is the first choice among our users, with 51% of people opting to fly with this airline when travelling to Portland, Maine. Keep in mind that there are 4 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.

When to book flights from Winnipeg to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from Winnipeg to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Winnipeg to Portland, Maine (YWG to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Portland, Maine

Fastest flight time

6h 40m

Direct flights

None
The fastest flight from Winnipeg to Portland, Maine takes 6h 40m
There are no direct flights from Winnipeg to Portland, Maine. There are no popular flight routes from Winnipeg to Portland, Maine.
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  • How far is Winnipeg to Portland by plane?

    A flight from Winnipeg to Portland will travel around 2145.6 km. A reasonable flight in good conditions will take 6h 40m.

  • When did momondo last update prices for flights from Winnipeg Airport to Portland Airport?

    Prices for flights from Winnipeg Airport to Portland Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Winnipeg Airport to Portland Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Winnipeg Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Travelling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Freeport
Auburn
Brunswick
Bartlett
Boothbay Harbor
Gorham
Lewiston
Jackson

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to Portland?

Finding the right flight to Portland from Winnipeg is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Portland quick and easy, saving you time and money.

Can I find flights from Winnipeg to Portland with flexible booking policies on momondo?

Flights from Winnipeg to Portland with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Winnipeg to Portland?

momondo helps you find the best flight between Winnipeg and Portland by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Winnipeg to Portland right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Winnipeg to Portland now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Portland and let you know when they change.

An easier way to manage your Portland, Maine trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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