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Cheap flights from Winnipeg to Portland from C$ 333

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Portland departing on 4/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

Find the cheapest flights from Winnipeg to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
10:45 a.m. - 11:55 a.m.
YWG
-
PWM
24h 10m
2 stops
WestJet Logo
12:50 p.m. - 12:15 p.m.
PWM
-
YWG
24h 25m
2 stops
C$ 608WestJet
Sat, 23 May - Wed, 27 May
Air Canada Logo
5:10 a.m. - 11:30 p.m.
YWG
-
PWM
17h 20m
2 stops
Air Canada Logo
3:16 p.m. - 10:09 a.m.
PWM
-
YWG
19h 53m
2 stops
C$ 610Air Canada
Sat, 6 Jun - Wed, 10 Jun
WestJet Logo
4:25 p.m. - 3:55 p.m.
YWG
-
PWM
22h 30m
2 stops
WestJet Logo
11:48 a.m. - 4:51 p.m.
PWM
-
YWG
6h 03m
1 stop
C$ 634WestJet
Sat, 6 Jun - Wed, 10 Jun
Delta Logo
5:41 p.m. - 10:17 a.m.
YWG
-
PWM
15h 36m
2 stops
Delta Logo
5:51 p.m. - 2:55 p.m.
PWM
-
YWG
22h 04m
2 stops
C$ 640Delta
Sat, 23 May - Wed, 27 May
WestJet Logo
10:45 a.m. - 11:55 a.m.
YWG
-
PWM
24h 10m
2 stops
WestJet Logo
12:50 p.m. - 11:10 a.m.
PWM
-
YWG
23h 20m
2 stops
C$ 642WestJet
Sat, 23 May - Wed, 27 May
Delta Logo
6:40 a.m. - 11:11 p.m.
YWG
-
PWM
15h 31m
2 stops
Delta Logo
6:00 a.m. - 8:09 p.m.
PWM
-
YWG
15h 09m
2 stops
C$ 683Delta
Tue, 11 Aug - Tue, 18 Aug
United Airlines Logo
2:00 p.m. - 9:51 p.m.
YWG
-
PWM
6h 51m
1 stop
United Airlines Logo
6:00 a.m. - 11:52 a.m.
PWM
-
YWG
6h 52m
1 stop
C$ 686United Airlines
Sat, 6 Jun - Wed, 10 Jun
Delta Logo
6:40 a.m. - 11:11 p.m.
YWG
-
PWM
15h 31m
2 stops
Delta Logo
11:38 a.m. - 8:09 p.m.
PWM
-
YWG
9h 31m
1 stop
C$ 687Delta
Tue, 11 Aug - Tue, 18 Aug
United Airlines Logo
2:00 p.m. - 9:51 p.m.
YWG
-
PWM
6h 51m
1 stop
United Airlines Logo
6:00 a.m. - 10:38 p.m.
PWM
-
YWG
17h 38m
1 stop
C$ 697United Airlines
Sat, 23 May - Wed, 27 May
WestJet Logo
4:05 p.m. - 1:21 p.m.
YWG
-
PWM
20h 16m
2 stops
WestJet Logo
6:00 a.m. - 6:10 p.m.
PWM
-
YWG
13h 10m
2 stops
C$ 699WestJet
Mon, 10 Aug - Fri, 14 Aug

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Delta flights from Winnipeg to Portland, Maine

Our best Delta deals on Winnipeg to Portland, Maine flight tickets
Delta
23 May
YWG5:41 p.m.Winnipeg
15h 36m
2 stops
PWM10:17 a.m.Portland
27 May
PWM5:51 p.m.Portland
22h 04m
2 stops
YWG2:55 p.m.Winnipeg
C$ 640
Delta
11 Aug
YWG6:40 a.m.Winnipeg
15h 31m
2 stops
PWM11:11 p.m.Portland
18 Aug
PWM6:00 a.m.Portland
15h 09m
2 stops
YWG8:09 p.m.Winnipeg
C$ 683
Delta
11 Aug
YWG6:40 a.m.Winnipeg
15h 31m
2 stops
PWM11:11 p.m.Portland
18 Aug
PWM11:38 a.m.Portland
9h 31m
1 stop
YWG8:09 p.m.Winnipeg
C$ 687

United Airlines flights from Winnipeg to Portland, Maine

Our best United Airlines deals on Winnipeg to Portland, Maine flight tickets
United Airlines
6 Jun
YWG2:00 p.m.Winnipeg
6h 51m
1 stop
PWM9:51 p.m.Portland
10 Jun
PWM6:00 a.m.Portland
6h 52m
1 stop
YWG11:52 a.m.Winnipeg
C$ 686
United Airlines
23 May
YWG2:00 p.m.Winnipeg
6h 51m
1 stop
PWM9:51 p.m.Portland
27 May
PWM6:00 a.m.Portland
17h 38m
1 stop
YWG10:38 p.m.Winnipeg
C$ 697
United Airlines
23 May
YWG2:00 p.m.Winnipeg
6h 51m
1 stop
PWM9:51 p.m.Portland
27 May
PWM4:56 p.m.Portland
6h 42m
1 stop
YWG10:38 p.m.Winnipeg
C$ 720

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 2 May 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

Cheapest round-trip

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Sat 23/5

10:45 a.m.-11:55 a.m.

2 stops24h 10m

Portland

Wed 27/5

12:50 p.m.-12:15 p.m.

2 stops24h 25m

C$ 608

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Sat 6/6

5:10 a.m.-11:30 p.m.

2 stops17h 20m

Portland

Wed 10/6

3:16 p.m.-10:09 a.m.

2 stops19h 53m

C$ 610

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Sat 6/6

4:25 p.m.-3:55 p.m.

2 stops22h 30m

Portland

Wed 10/6

11:48 a.m.-4:51 p.m.

1 stop6h 03m

C$ 634

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Sat 23/5

5:41 p.m.-10:17 a.m.

2 stops15h 36m

Portland

Wed 27/5

5:51 p.m.-2:55 p.m.

2 stops22h 04m

C$ 640

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Sat 23/5

10:45 a.m.-11:55 a.m.

2 stops24h 10m

Portland

Wed 27/5

12:50 p.m.-11:10 a.m.

2 stops23h 20m

C$ 642

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Tue 11/8

6:40 a.m.-11:11 p.m.

2 stops15h 31m

Portland

Tue 18/8

6:00 a.m.-8:09 p.m.

2 stops15h 09m

C$ 683
Quickest round-trip

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Sat 6/6

2:00 p.m.-9:51 p.m.

1 stop6h 51m

Portland

Wed 10/6

6:00 a.m.-11:52 a.m.

1 stop6h 52m

C$ 686

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Tue 11/8

6:40 a.m.-11:11 p.m.

2 stops15h 31m

Portland

Tue 18/8

11:38 a.m.-8:09 p.m.

1 stop9h 31m

C$ 687

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Sat 23/5

2:00 p.m.-9:51 p.m.

1 stop6h 51m

Portland

Wed 27/5

6:00 a.m.-10:38 p.m.

1 stop17h 38m

C$ 697

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Mon 10/8

4:05 p.m.-1:21 p.m.

2 stops20h 16m

Portland

Fri 14/8

6:00 a.m.-6:10 p.m.

2 stops13h 10m

C$ 699

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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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

What is the cheapest airline that flies from Winnipeg to Portland?

United Airlines is the most popular carrier operating from Winnipeg to Portland

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 46% 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

15h 36m

Direct flights

None
The fastest flight from Winnipeg to Portland, Maine takes 15h 36m
There are no direct flights from Winnipeg to Portland, Maine. There are no popular flight routes from Winnipeg to Portland, Maine.
Search flight deals

Frequently asked questions about flying from Winnipeg to Portland, Maine

  • 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 15h 36m.

  • 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
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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