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Cheap flights from Winnipeg to Maine from C$ 253

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 21/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PWM
10 May — 17 May1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Maine

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Maine
Explore the most affordable flight options available from Winnipeg to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 10 April 2026.

Mon 1/69:20 a.m.
YWG
-
BOS
1 stop7h 15m
Porter Airlines
Wed 10/610:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 5/4C$ 401
Tue 2/69:20 a.m.
YWG
-
BOS
1 stop7h 15m
Porter Airlines
Tue 9/610:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 5/4C$ 405
Tue 2/68:45 a.m.
YWG
-
BOS
2 stops15h 14m
United Airlines
Tue 9/610:55 a.m.
BOS
-
YWG
1 stop12h 38m
United Airlines
Deal found 6/4C$ 423
Tue 5/52:00 p.m.
YWG
-
PWM
2 stops8h 59m
United Airlines
Sat 9/57:10 p.m.
PWM
-
YWG
2 stops17h 42m
United Airlines
Deal found 5/4C$ 425
Mon 1/63:15 p.m.
YWG
-
BOS
1 stop6h 24m
Air Canada
Wed 3/65:50 a.m.
BOS
-
YWG
1 stop7h 14m
Air Canada
Deal found 5/4C$ 430
Tue 2/68:10 a.m.
YWG
-
BOS
1 stop6h 58m
Air Canada
Tue 9/65:10 a.m.
BOS
-
YWG
1 stop6h 58m
Air Canada
Deal found 6/4C$ 437
Mon 1/65:10 a.m.
YWG
-
BOS
2 stops8h 37m
Air Canada
Wed 10/65:10 a.m.
BOS
-
YWG
1 stop6h 58m
Air Canada
Deal found 5/4C$ 441
Sat 13/67:00 a.m.
YWG
-
PWM
1 stop13h 51m
United Airlines
Wed 17/66:00 a.m.
PWM
-
YWG
2 stops17h 33m
United Airlines
Deal found 8/4C$ 735
Sat 13/66:15 a.m.
YWG
-
PWM
2 stops13h 42m
WestJet
Wed 17/61:12 p.m.
PWM
-
YWG
2 stops12h 43m
WestJet
Deal found 9/4C$ 747

Find flight deals from Winnipeg to Maine

Keep the following information in mind while searching for Winnipeg to Maine flight deals. Data was last updated 10 April 2026.

Round-trip from

C$ 401

One-way from

C$ 253
Porter Airlines
  • Porter Airlines
  • 1/6-10/6
  • 2 total stops
  • 13h 29m total
  • Winnipeg to Maine
Search Deals
Air Canada
  • Air Canada
  • 21/5
  • 1 total stop
  • 6h 24m total
  • Winnipeg to Maine
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Winnipeg to 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, Cheapflights users made 629,999 searches. Data last updated 10 April 2026.
Use the filters below to find and compare flights from Winnipeg to Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 2/6

9:20 a.m.-5:35 p.m.

1 stop7h 15m

Boston Logan Intl

Tue 9/6

10:05 a.m.-3:19 p.m.

1 stop6h 14m

C$ 405

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 2/6

8:45 a.m.-12:59 a.m.

2 stops15h 14m

Boston Logan Intl

Tue 9/6

10:55 a.m.-10:33 p.m.

1 stop12h 38m

C$ 423

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 2/6

6:40 a.m.-5:10 p.m.

1 stop9h 30m

Boston Logan Intl

Tue 9/6

5:55 a.m.-3:04 p.m.

1 stop10h 09m

C$ 423

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 1/6

7:00 a.m.-12:59 a.m.

1 stop16h 59m

Boston Logan Intl

Wed 3/6

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

1 stop6h 52m

C$ 423

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 1/6

3:15 p.m.-10:39 p.m.

1 stop6h 24m

Boston Logan Intl

Wed 3/6

5:50 a.m.-12:04 p.m.

1 stop7h 14m

C$ 430

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 2/6

5:10 a.m.-6:07 p.m.

2 stops11h 57m

Boston Logan Intl

Tue 9/6

5:10 a.m.-11:08 a.m.

1 stop6h 58m

C$ 441

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 1/6

5:10 a.m.-2:47 p.m.

2 stops8h 37m

Boston Logan Intl

Wed 10/6

5:10 a.m.-11:08 a.m.

1 stop6h 58m

C$ 441

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Tue 5/5

2:00 p.m.-10:18 a.m.

2 stops19h 18m

Portland

Sat 9/5

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

2 stops17h 42m

C$ 447

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Sat 13/6

7:00 a.m.-9:51 p.m.

1 stop13h 51m

Portland

Wed 17/6

6:00 a.m.-10:33 p.m.

2 stops17h 33m

C$ 735

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Sat 13/6

6:15 a.m.-8:57 p.m.

2 stops13h 42m

Portland

Wed 17/6

1:12 p.m.-12:55 a.m.

2 stops12h 43m

C$ 747

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/4

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

Best time to book a flight from Winnipeg to Maine

Have a flexible travel schedule? Discover the best time to fly to Maine from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Maine
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Maine. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Winnipeg to Maine?

    For a flight from Winnipeg to Maine, you will be flying from Winnipeg. Winnipeg (YWG) is just 7.3 km from the centre of the city.

  • How long is the flight from Winnipeg to Maine?

    Porter Airlines, United Airlines, and Delta can get you from Winnipeg to Maine in just under 7h 15m. Your travel time can differ by up to 7h 59m. There are 2173 km between Winnipeg and Maine. This flight may include one or multiple stops.

  • Can I find deals for flights from Winnipeg to Maine that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Maine flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Maine?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Maine.

  • Can I find deals for business class flights from Winnipeg to Maine?

    Yes. Cheapflights offers flight deals from Winnipeg to Maine by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

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How does Cheapflights help users find flights from Winnipeg to Maine?

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Can Cheapflights find flights from Winnipeg to Maine with no change fees?

Yes! Cheapflights helps users easily find flights from Winnipeg to Maine with no change fees.

Can Cheapflights notify me if prices for flights from Winnipeg to Maine become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Maine from Winnipeg today and book when prices fit your budget.

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