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Cheap flights from Winnipeg to Maine from C$ 266

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 26/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PWM
17 May — 24 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 17 April 2026.

Fri 28/89:20 a.m.
YWG
-
BOS
1 stop7h 15m
Porter Airlines
Mon 31/810:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 15/4C$ 402
Sat 1/83:20 p.m.
YWG
-
BOS
1 stop6h 18m
Air Canada
Thu 6/810:40 a.m.
BOS
-
YWG
1 stop5h 34m
Air Canada
Deal found 13/4C$ 407
Sat 1/83:20 p.m.
YWG
-
BOS
1 stop6h 18m
Air Canada
Sat 8/86:00 a.m.
BOS
-
YWG
1 stop6h 15m
Air Canada
Deal found 13/4C$ 414
Sat 1/83:20 p.m.
YWG
-
BOS
1 stop6h 18m
Air Canada
Fri 7/86:00 a.m.
BOS
-
YWG
1 stop6h 15m
Air Canada
Deal found 13/4C$ 416
Fri 31/77:10 p.m.
YWG
-
BOS
1 stop12h 34m
Air Canada
Thu 6/810:40 a.m.
BOS
-
YWG
1 stop5h 34m
Air Canada
Deal found 13/4C$ 429
Thu 27/89:20 a.m.
YWG
-
BOS
1 stop7h 15m
Porter Airlines
Sun 30/810:05 a.m.
BOS
-
YWG
2 stops8h 53m
Porter Airlines
Deal found 14/4C$ 432
Fri 31/77:10 p.m.
YWG
-
BOS
1 stop12h 34m
Air Canada
Sat 8/86:00 a.m.
BOS
-
YWG
1 stop6h 15m
Air Canada
Deal found 13/4C$ 436
Thu 7/55:10 a.m.
YWG
-
BOS
2 stops8h 37m
Air Canada
Wed 13/55:10 a.m.
BOS
-
YWG
1 stop6h 58m
Air Canada
Deal found 16/4C$ 455
Fri 29/59:20 a.m.
YWG
-
BOS
1 stop7h 15m
Porter Airlines
Mon 1/610:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 15/4C$ 468
Thu 7/56:40 a.m.
YWG
-
BOS
1 stop9h 30m
Delta
Wed 13/55:51 a.m.
BOS
-
YWG
1 stop6h 03m
Delta
Deal found 16/4C$ 469
Sat 24/1010:45 a.m.
YWG
-
PWM
2 stops24h 08m
WestJet
Wed 28/1011:30 a.m.
PWM
-
YWG
1 stop13h 04m
WestJet
Deal found 13/4C$ 551
Sat 13/64:25 p.m.
YWG
-
PWM
2 stops23h 24m
WestJet
Wed 17/61:12 p.m.
PWM
-
YWG
2 stops12h 43m
WestJet
Deal found 12/4C$ 739

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 17 April 2026.

Round-trip from

C$ 402

One-way from

C$ 266
Porter Airlines
  • Porter Airlines
  • 28/8-31/8
  • 2 total stops
  • 13h 29m total
  • Winnipeg to Maine
Search Deals
WestJet
  • WestJet
  • 26/5
  • 1 total stop
  • 9h 40m 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 17 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

Sat 1/8

3:20 p.m.-10:38 p.m.

1 stop6h 18m

Boston Logan Intl

Sat 8/8

6:00 a.m.-11:15 a.m.

1 stop6h 15m

C$ 414

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 27/8

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

1 stop7h 15m

Boston Logan Intl

Sun 30/8

10:05 a.m.-5:58 p.m.

2 stops8h 53m

C$ 432

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 26/5

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

1 stop7h 15m

Boston Logan Intl

Sat 30/5

7:10 a.m.-6:03 p.m.

2 stops11h 53m

C$ 481

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.-5:58 p.m.

2 stops8h 53m

C$ 483

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 1/6

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

1 stop7h 15m

Boston Logan Intl

Wed 10/6

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

1 stop6h 14m

C$ 486

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 2/6

7:00 a.m.-5:40 p.m.

1 stop9h 40m

Boston Logan Intl

Tue 9/6

6:30 p.m.-11:10 a.m.

1 stop17h 40m

C$ 507

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Sat 13/6

4:25 p.m.-4:49 p.m.

2 stops23h 24m

Portland

Wed 17/6

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

2 stops12h 43m

C$ 739

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Sat 13/6

8:10 a.m.-11:51 p.m.

2 stops14h 41m

Portland

Wed 17/6

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

1 stop17h 33m

C$ 794
Cheapest one-way

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 26/5

7:00 a.m.-5:40 p.m.

1 stop9h 40m

C$ 266

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sun 31/5

9:05 p.m.-7:49 a.m.

2 stops33h 44m

C$ 267

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/4

Showing 1-10 of 16 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?

    Air Canada, Porter Airlines, and WestJet can get you from Winnipeg to Maine in just under 6h 18m. Your travel time can differ by up to 17h 06m. 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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Fly with Cheapflights

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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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