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Cheap flights from Winnipeg to Maine from C$ 226

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 30/3. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PWM
18 Mar — 25 Mar1
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 16 February 2026.

Tue 31/38:45 a.m.
YWG
-
BOS
1 stop14h 14m
United Airlines
Tue 7/45:25 p.m.
BOS
-
YWG
2 stops19h 27m
United Airlines
Deal found 14/2C$ 374
Mon 13/42:00 p.m.
YWG
-
BOS
2 stops8h 59m
United Airlines
Wed 15/49:30 a.m.
BOS
-
YWG
2 stops27h 22m
United Airlines
Deal found 13/2C$ 376
Wed 18/35:30 a.m.
YWG
-
BOS
1 stop5h 42m
Air Canada
Sun 22/35:30 a.m.
BOS
-
YWG
1 stop5h 45m
Air Canada
Deal found 15/2C$ 384
Mon 2/35:30 a.m.
YWG
-
BOS
2 stops12h 42m
Air Canada
Wed 4/35:30 a.m.
BOS
-
YWG
1 stop5h 45m
Air Canada
Deal found 12/2C$ 388
Thu 28/55:10 a.m.
YWG
-
BOS
1 stop11h 49m
Air Canada
Sun 31/55:10 a.m.
BOS
-
YWG
1 stop6h 58m
Air Canada
Deal found 12/2C$ 396
Fri 6/35:19 p.m.
YWG
-
BOS
1 stop5h 31m
Delta
Sun 15/35:50 a.m.
BOS
-
YWG
1 stop6h 11m
Delta
Deal found 15/2C$ 421
Wed 3/62:00 p.m.
YWG
-
PWM
1 stop6h 51m
United Airlines
Sat 6/66:00 a.m.
PWM
-
YWG
1 stop6h 52m
United Airlines
Deal found 14/2C$ 449
Wed 18/35:30 a.m.
YWG
-
BOS
2 stops10h 49m
United Airlines
Sun 22/36:00 a.m.
BOS
-
YWG
1 stop6h 57m
United Airlines
Deal found 15/2C$ 470
Thu 28/55:10 a.m.
YWG
-
BOS
2 stops10h 28m
United Airlines
Sun 31/55:10 a.m.
BOS
-
YWG
1 stop5h 53m
United Airlines
Deal found 12/2C$ 475
Wed 11/37:30 a.m.
YWG
-
BOS
1 stop27h 11m
Multiple Airlines
Wed 25/33:30 p.m.
BOS
-
YWG
2 stops19h 37m
Multiple Airlines
Deal found 15/2C$ 478
Fri 13/37:30 a.m.
YWG
-
BOS
1 stop26h 40m
Multiple Airlines
Fri 20/311:50 a.m.
BOS
-
YWG
1 stop13h 49m
Multiple Airlines
Deal found 13/2C$ 486
Tue 2/67:00 a.m.
YWG
-
PWM
1 stop6h 26m
United Airlines
Sat 6/66:00 a.m.
PWM
-
YWG
1 stop17h 33m
United Airlines
Deal found 14/2C$ 491

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 16 February 2026.

Round-trip from

C$ 374

One-way from

C$ 226
United Airlines
  • United Airlines
  • 31/3-7/4
  • 4 total stops
  • 44h 43m total
  • Winnipeg to Maine
Search Deals
Delta
  • Delta
  • 30/3
  • 1 total stop
  • 9h 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 16 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

Tue 31/3

8:45 a.m.-11:01 a.m.

2 stops25h 16m

Boston Logan Intl

Tue 7/4

5:25 p.m.-11:52 a.m.

2 stops19h 27m

C$ 374

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Wed 11/3

5:20 p.m.-11:49 p.m.

1 stop5h 29m

Boston Logan Intl

Wed 25/3

5:50 a.m.-11:01 a.m.

1 stop6h 11m

C$ 374

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 13/4

2:00 p.m.-11:59 p.m.

2 stops8h 59m

Boston Logan Intl

Wed 15/4

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

1 stop6h 52m

C$ 376

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Wed 18/3

5:30 a.m.-12:12 p.m.

1 stop5h 42m

Boston Logan Intl

Sun 22/3

5:30 a.m.-10:15 a.m.

1 stop5h 45m

C$ 384

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 28/5

5:10 a.m.-5:59 p.m.

1 stop11h 49m

Boston Logan Intl

Sun 31/5

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

1 stop6h 58m

C$ 396

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 6/3

5:19 p.m.-11:50 p.m.

1 stop5h 31m

Boston Logan Intl

Sun 15/3

5:50 a.m.-11:01 a.m.

1 stop6h 11m

C$ 421

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 2/3

5:30 a.m.-10:37 p.m.

1 stop16h 07m

Boston Logan Intl

Wed 4/3

5:30 a.m.-10:15 a.m.

1 stop5h 45m

C$ 434

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Wed 3/6

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

1 stop6h 51m

Portland

Sat 6/6

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

1 stop6h 52m

C$ 449

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Wed 3/6

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

1 stop6h 51m

Portland

Sun 7/6

5:15 a.m.-10:33 p.m.

2 stops18h 18m

C$ 451

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Wed 18/3

5:30 a.m.-5:19 p.m.

2 stops10h 49m

Boston Logan Intl

Sun 22/3

6:00 a.m.-11:57 a.m.

1 stop6h 57m

C$ 470

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/2

Showing 1-10 of 22 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?

    United Airlines and Delta can get you from Winnipeg to Maine in just under 5h 29m. Your travel time can differ by up to 19h 47m. 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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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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