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Cheap flights from Winnipeg to Maine from C$ 172

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 27/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PWM
14 Feb — 21 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Winnipeg to Maine

Keep the following information in mind while searching for Winnipeg to Maine flight deals. Data was last updated 15 January 2026.

Round-trip from

C$ 338

One-way from

C$ 172
United Airlines
  • United Airlines
  • 7/5-10/5
  • 3 total stops
  • 28h 03m total
  • Winnipeg to Maine
Search Deals
27/2
  • 27/2
  • 1 total stop
  • 16h 43m total
  • Winnipeg to Maine
Search Deals

Find 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 15 January 2026.

Thu 7/52:15 p.m.
YWG
-
BOS
1 stop9h 54m
United Airlines
Sun 10/56:30 p.m.
BOS
-
YWG
2 stops18h 09m
United Airlines
Deal found 14/1C$ 338
Tue 28/42:00 p.m.
YWG
-
BOS
2 stops9h 14m
United Airlines
Wed 6/56:00 a.m.
BOS
-
YWG
1 stop6h 39m
United Airlines
Deal found 14/1C$ 340
Wed 11/32:20 p.m.
YWG
-
BOS
2 stops8h 37m
United Airlines
Wed 25/36:00 a.m.
BOS
-
YWG
1 stop6h 57m
United Airlines
Deal found 13/1C$ 345
Wed 11/38:15 a.m.
YWG
-
BOS
1 stop5h 37m
Air Canada
Wed 25/35:30 a.m.
BOS
-
YWG
1 stop5h 45m
Air Canada
Deal found 13/1C$ 346
Tue 28/45:30 a.m.
YWG
-
BOS
1 stop5h 41m
Air Canada
Wed 6/510:35 a.m.
BOS
-
YWG
1 stop5h 29m
Air Canada
Deal found 14/1C$ 349
Mon 2/35:30 a.m.
YWG
-
BOS
2 stops8h 22m
Air Canada
Wed 4/35:30 a.m.
BOS
-
YWG
1 stop5h 45m
Air Canada
Deal found 12/1C$ 357
Fri 27/27:30 a.m.
YWG
-
BOS
1 stop16h 43m
Multiple Airlines
Fri 6/36:00 a.m.
BOS
-
YWG
1 stop10h 09m
Multiple Airlines
Deal found 13/1C$ 395
Mon 2/38:00 a.m.
YWG
-
BOS
1 stop32h 15m
Multiple Airlines
Fri 6/36:00 a.m.
BOS
-
YWG
1 stop10h 09m
Multiple Airlines
Deal found 13/1C$ 429
Sat 7/37:05 a.m.
YWG
-
BOS
2 stops16h 31m
United Airlines
Mon 9/36:00 a.m.
BOS
-
YWG
1 stop6h 57m
United Airlines
Deal found 13/1C$ 441
Wed 11/27:20 p.m.
YWG
-
PWM
2 stops18h 54m
United Airlines
Wed 18/23:05 p.m.
PWM
-
YWG
2 stops21h 52m
United Airlines
Deal found 14/1C$ 588
Tue 10/27:20 p.m.
YWG
-
PWM
2 stops17h 36m
Air Canada
Tue 17/23:05 p.m.
PWM
-
YWG
2 stops19h 39m
Air Canada
Deal found 13/1C$ 649
Sun 1/36:40 a.m.
YWG
-
PWM
2 stops15h 26m
Delta
Sun 8/35:18 a.m.
PWM
-
YWG
1 stop10h 51m
Delta
Deal found 15/1C$ 681

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 15 January 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

Thu 7/5

2:15 p.m.-1:09 a.m.

1 stop9h 54m

Boston Logan Intl

Sun 10/5

6:30 p.m.-11:39 a.m.

2 stops18h 09m

C$ 338

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 7/5

2:15 p.m.-1:09 a.m.

1 stop9h 54m

Boston Logan Intl

Mon 11/5

6:30 p.m.-11:39 a.m.

2 stops18h 09m

C$ 338

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 28/4

2:00 p.m.-12:14 a.m.

2 stops9h 14m

Boston Logan Intl

Wed 6/5

6:00 a.m.-11:39 a.m.

1 stop6h 39m

C$ 340

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Wed 11/3

2:20 p.m.-11:57 p.m.

2 stops8h 37m

Boston Logan Intl

Wed 25/3

2:15 p.m.-11:57 a.m.

2 stops22h 42m

C$ 345

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 2/3

5:30 a.m.-2:52 p.m.

2 stops8h 22m

Boston Logan Intl

Wed 4/3

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

1 stop5h 45m

C$ 357

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 7/5

5:10 a.m.-4:08 p.m.

1 stop9h 58m

Boston Logan Intl

Mon 11/5

5:25 a.m.-11:08 a.m.

1 stop6h 43m

C$ 403

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 2/3

8:00 a.m.-5:15 p.m.

1 stop32h 15m

Boston Logan Intl

Fri 6/3

6:00 a.m.-3:09 p.m.

1 stop10h 09m

C$ 429

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Wed 11/2

7:20 p.m.-3:14 p.m.

2 stops18h 54m

Portland

Wed 18/2

3:05 p.m.-11:57 a.m.

2 stops21h 52m

C$ 588

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Tue 10/2

7:20 p.m.-1:56 p.m.

2 stops17h 36m

Portland

Tue 17/2

3:05 p.m.-9:44 a.m.

2 stops19h 39m

C$ 649

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Sun 1/3

6:40 a.m.-11:06 p.m.

2 stops15h 26m

Portland

Sun 8/3

5:18 a.m.-3:09 p.m.

1 stop10h 51m

C$ 681

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/1

Showing 1-10 of 17 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, Air Canada, and Delta can get you from Winnipeg to Maine in just under 9h 54m. Your travel time can differ by up to 7h 42m. 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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