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Cheap flights from Winnipeg to Maine from C$ 229

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 16/7. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PWM
25 Apr — 2 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 26 March 2026.

Tue 2/69:20 a.m.
YWG
-
BOS
1 stop7h 15m
Porter Airlines
Wed 10/610:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 24/3C$ 324
Tue 2/69:20 a.m.
YWG
-
BOS
2 stops10h 35m
Porter Airlines
Tue 9/610:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 24/3C$ 334
Fri 29/57:00 a.m.
YWG
-
BOS
1 stop16h 59m
United Airlines
Tue 2/68:15 a.m.
BOS
-
YWG
1 stop15h 18m
United Airlines
Deal found 24/3C$ 348
Mon 1/65:41 p.m.
YWG
-
BOS
1 stop5h 13m
Delta
Tue 9/65:55 a.m.
BOS
-
YWG
1 stop10h 09m
Delta
Deal found 24/3C$ 349
Mon 1/69:20 a.m.
YWG
-
BOS
1 stop7h 15m
Porter Airlines
Wed 10/67:10 a.m.
BOS
-
YWG
2 stops11h 48m
Porter Airlines
Deal found 25/3C$ 361
Tue 2/65:10 a.m.
YWG
-
BOS
1 stop5h 36m
Air Canada
Tue 9/65:10 a.m.
BOS
-
YWG
1 stop6h 58m
Air Canada
Deal found 24/3C$ 363
Mon 1/69:20 a.m.
YWG
-
BOS
1 stop7h 15m
Porter Airlines
Tue 9/610:05 a.m.
BOS
-
YWG
2 stops8h 53m
Porter Airlines
Deal found 24/3C$ 378
Wed 22/75:42 p.m.
YWG
-
BOS
1 stop5h 15m
Delta
Sun 26/75:55 a.m.
BOS
-
YWG
1 stop10h 13m
Delta
Deal found 22/3C$ 381
Tue 5/58:45 a.m.
YWG
-
PWM
2 stops13h 44m
United Airlines
Wed 6/56:00 a.m.
PWM
-
YWG
1 stop6h 52m
United Airlines
Deal found 25/3C$ 525
Wed 6/52:00 p.m.
YWG
-
PWM
1 stop6h 19m
United Airlines
Wed 13/56:00 a.m.
PWM
-
YWG
1 stop6h 52m
United Airlines
Deal found 22/3C$ 531

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 26 March 2026.

Round-trip from

C$ 324

One-way from

C$ 229
Porter Airlines
  • Porter Airlines
  • 2/6-10/6
  • 2 total stops
  • 13h 29m total
  • Winnipeg to Maine
Search Deals
Delta
  • Delta
  • 16/7
  • 1 total stop
  • 5h 15m 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 26 March 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

5:10 a.m.-11:46 a.m.

1 stop5h 36m

Boston Logan Intl

Tue 9/6

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

1 stop6h 58m

C$ 363

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 4/5

5:20 p.m.-11:35 p.m.

1 stop5h 15m

Boston Logan Intl

Thu 7/5

8:10 a.m.-2:55 p.m.

1 stop7h 45m

C$ 412

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 7/9

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

1 stop8h 40m

Boston Logan Intl

Tue 15/9

3:05 p.m.-11:27 p.m.

1 stop9h 22m

C$ 412

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 29/5

7:20 p.m.-9:54 a.m.

1 stop13h 34m

Boston Logan Intl

Tue 2/6

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

1 stop6h 58m

C$ 412

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

7:10 a.m.-5:58 p.m.

2 stops11h 48m

C$ 445

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 1/6

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

2 stops15h 59m

Boston Logan Intl

Tue 9/6

5:45 a.m.-10:33 p.m.

2 stops17h 48m

C$ 462

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sun 10/5

5:41 p.m.-11:54 p.m.

1 stop5h 13m

Boston Logan Intl

Sat 23/5

3:15 p.m.-11:26 p.m.

1 stop9h 11m

C$ 485

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 29/5

9:20 a.m.-8:55 p.m.

2 stops10h 35m

Boston Logan Intl

Tue 2/6

7:10 a.m.-5:58 p.m.

2 stops11h 48m

C$ 507

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 29/5

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

1 stop9h 30m

Boston Logan Intl

Tue 2/6

5:51 a.m.-2:55 p.m.

1 stop10h 04m

C$ 517

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 6/6

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

2 stops15h 59m

Boston Logan Intl

Mon 8/6

8:15 a.m.-10:33 p.m.

1 stop15h 18m

C$ 521

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/3

Showing 1-10 of 26 resultsSorted by cheapest first
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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?

    Air Canada, Delta, and United Airlines can get you from Winnipeg to Maine in just under 5h 15m. Your travel time can differ by up to 14h 03m. 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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