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Cheap flights from Winnipeg to Maine from C$ 227

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 28/4. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PWM
26 Mar — 2 Apr1
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 24 February 2026.

Sun 24/59:20 a.m.
YWG
-
BOS
1 stop7h 15m
Porter Airlines
Fri 12/610:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 22/2C$ 462
Mon 15/69:20 a.m.
YWG
-
BOS
1 stop7h 15m
Porter Airlines
Tue 23/610:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 23/2C$ 472
Sun 24/57:00 a.m.
YWG
-
BOS
2 stops15h 59m
United Airlines
Fri 12/67:19 a.m.
BOS
-
YWG
1 stop16h 14m
United Airlines
Deal found 22/2C$ 517
Thu 16/45:10 p.m.
YWG
-
BOS
1 stop15h 25m
Multiple Airlines
Tue 21/47:43 p.m.
BOS
-
YWG
2 stops24h 42m
Multiple Airlines
Deal found 21/2C$ 520
Mon 6/48:00 a.m.
YWG
-
BOS
1 stop30h 28m
Multiple Airlines
Sun 12/44:23 p.m.
BOS
-
YWG
2 stops28h 12m
Multiple Airlines
Deal found 21/2C$ 524
Tue 28/42:00 p.m.
YWG
-
PWM
1 stop6h 40m
United Airlines
Fri 1/57:10 p.m.
PWM
-
YWG
2 stops17h 42m
United Airlines
Deal found 23/2C$ 553
Mon 6/45:00 a.m.
YWG
-
BOS
1 stop16h 05m
Multiple Airlines
Mon 13/43:30 p.m.
BOS
-
YWG
2 stops10h 09m
Multiple Airlines
Deal found 20/2C$ 559
Mon 6/45:30 a.m.
YWG
-
BOS
2 stops8h 22m
Air Canada
Mon 13/43:35 p.m.
BOS
-
YWG
2 stops9h 13m
Air Canada
Deal found 20/2C$ 577
Thu 2/48:20 p.m.
YWG
-
BOS
2 stops37h 41m
Multiple Airlines
Wed 22/46:00 a.m.
BOS
-
YWG
1 stop10h 09m
Multiple Airlines
Deal found 20/2C$ 580
Mon 6/48:15 a.m.
YWG
-
BOS
1 stop5h 37m
Air Canada
Sun 12/45:30 a.m.
BOS
-
YWG
1 stop5h 39m
Air Canada
Deal found 21/2C$ 584
Mon 22/612:40 p.m.
YWG
-
BOS
1 stop8h 40m
Delta
Mon 6/77:10 a.m.
BOS
-
YWG
1 stop9h 13m
Delta
Deal found 20/2C$ 587
Tue 28/46:15 a.m.
YWG
-
PWM
2 stops8h 42m
WestJet
Fri 1/54:43 p.m.
PWM
-
YWG
2 stops22h 42m
WestJet
Deal found 23/2C$ 599

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 24 February 2026.

Round-trip from

C$ 462

One-way from

C$ 227

Popular in

January

Cheapest in

June

Average price

C$ 687
Porter Airlines
  • Porter Airlines
  • 24/5-12/6
  • 2 total stops
  • 13h 29m total
  • Winnipeg to Maine
Search Deals
Air Canada
  • Air Canada
  • 28/4
  • 1 total stop
  • 5h 41m total
  • Winnipeg to Maine
Search Deals
Highest demand for flights based on searches. 23% potential increase in price (C$ 269 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease (C$ 55 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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 24 February 2026.
Use the filters below to find and compare flights from Winnipeg to Maine that are best for you.

Fly from

Winnipeg

Fly to

Maine

Route

Depart

Return

Price

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 15/6

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

1 stop7h 15m

Boston Logan Intl

Tue 23/6

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

1 stop6h 14m

C$ 472

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sun 24/5

7:00 a.m.-11:59 p.m.

2 stops15h 59m

Boston Logan Intl

Fri 12/6

7:19 a.m.-10:33 p.m.

1 stop16h 14m

C$ 517

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 16/4

5:10 p.m.-9:35 a.m.

1 stop15h 25m

Boston Logan Intl

Tue 21/4

7:43 p.m.-7:25 p.m.

2 stops24h 42m

C$ 520

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$ 553

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 6/4

8:15 a.m.-2:52 p.m.

1 stop5h 37m

Boston Logan Intl

Sun 12/4

5:30 a.m.-10:09 a.m.

1 stop5h 39m

C$ 584

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 22/6

12:40 p.m.-10:20 p.m.

1 stop8h 40m

Boston Logan Intl

Mon 6/7

7:10 a.m.-3:23 p.m.

1 stop9h 13m

C$ 587

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Wed 10/6

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

1 stop7h 15m

Boston Logan Intl

Sun 14/6

7:15 a.m.-5:58 p.m.

2 stops11h 43m

C$ 596

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Tue 28/4

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

2 stops8h 42m

Portland

Fri 1/5

5:26 p.m.-2:25 p.m.

2 stops21h 59m

C$ 599

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 2/4

6:40 a.m.-5:28 p.m.

1 stop9h 48m

Boston Logan Intl

Wed 22/4

5:50 a.m.-10:56 a.m.

1 stop6h 06m

C$ 616

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 6/4

8:05 p.m.-11:59 p.m.

2 stops26h 54m

Boston Logan Intl

Sun 12/4

3:30 p.m.-11:35 p.m.

2 stops9h 05m

C$ 652

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/2

Showing 1-10 of 24 results
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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 Air Canada can get you from Winnipeg to Maine in just under 5h 37m. Your travel time can differ by up to 10h 22m. 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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It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Winnipeg to Maine.

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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