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Cheap flights from Winnipeg to Maine from C$ 223

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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PWM
10 Apr — 17 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 11 March 2026.

Wed 27/59:20 a.m.
YWG
-
BOS
1 stop7h 15m
Porter Airlines
Sat 30/510:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 6/3C$ 382
Thu 28/59:20 a.m.
YWG
-
BOS
1 stop7h 15m
Porter Airlines
Fri 29/510:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 6/3C$ 422
Fri 1/56:30 a.m.
YWG
-
BOS
2 stops10h 37m
Air Canada
Tue 5/55:10 a.m.
BOS
-
YWG
1 stop6h 58m
Air Canada
Deal found 8/3C$ 429
Thu 23/47:05 p.m.
YWG
-
BOS
1 stop13h 54m
Air Canada
Thu 30/45:30 a.m.
BOS
-
YWG
1 stop5h 39m
Air Canada
Deal found 9/3C$ 487
Sun 3/58:45 a.m.
YWG
-
PWM
2 stops28h 29m
United Airlines
Thu 7/56:00 a.m.
PWM
-
YWG
1 stop6h 52m
United Airlines
Deal found 10/3C$ 493
Tue 9/67:00 a.m.
YWG
-
PWM
1 stop6h 26m
United Airlines
Sat 13/66:00 a.m.
PWM
-
YWG
1 stop6h 52m
United Airlines
Deal found 9/3C$ 516
Mon 12/107:00 a.m.
YWG
-
PWM
2 stops27h 53m
WestJet
Fri 16/1012:50 p.m.
PWM
-
YWG
2 stops13h 05m
WestJet
Deal found 9/3C$ 553
Tue 14/45:00 a.m.
YWG
-
PWM
2 stops10h 45m
WestJet
Wed 15/44:43 p.m.
PWM
-
YWG
2 stops27h 26m
WestJet
Deal found 5/3C$ 563
Tue 14/47:05 a.m.
YWG
-
PWM
2 stops13h 35m
United Airlines
Wed 15/47:12 p.m.
PWM
-
YWG
2 stops17h 40m
United Airlines
Deal found 8/3C$ 568
Sat 4/45:00 a.m.
YWG
-
PWM
2 stops10h 06m
WestJet
Wed 8/44:48 p.m.
PWM
-
YWG
2 stops27h 21m
WestJet
Deal found 9/3C$ 582

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 11 March 2026.

Round-trip from

C$ 380

One-way from

C$ 223
Porter Airlines
  • Porter Airlines
  • 28/5-29/5
  • 2 total stops
  • 13h 29m total
  • Winnipeg to Maine
Search Deals
Porter Airlines
  • Porter Airlines
  • 2/6
  • 1 total stop
  • 7h 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 11 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

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 28/5

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

1 stop7h 15m

Boston Logan Intl

Fri 29/5

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

1 stop6h 14m

C$ 425

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 1/5

6:30 a.m.-6:07 p.m.

2 stops10h 37m

Boston Logan Intl

Tue 5/5

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

1 stop6h 58m

C$ 440

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Sun 3/5

8:45 a.m.-2:14 p.m.

2 stops28h 29m

Portland

Thu 7/5

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

1 stop6h 52m

C$ 493

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 7/5

2:00 p.m.-12:59 a.m.

1 stop9h 59m

Boston Logan Intl

Sat 9/5

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

1 stop6h 52m

C$ 535

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Tue 14/4

5:00 a.m.-4:45 p.m.

2 stops10h 45m

Portland

Wed 15/4

4:43 p.m.-7:09 p.m.

2 stops27h 26m

C$ 563

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Tue 14/4

7:05 a.m.-9:40 p.m.

2 stops13h 35m

Portland

Wed 15/4

7:12 p.m.-11:52 a.m.

2 stops17h 40m

C$ 568

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 3/9

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

1 stop7h 15m

Boston Logan Intl

Wed 9/9

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

1 stop6h 14m

C$ 582

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Tue 9/6

8:45 a.m.-11:51 p.m.

2 stops14h 06m

Portland

Sat 13/6

7:16 p.m.-11:52 a.m.

2 stops17h 36m

C$ 588
Quickest round-trip

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 11/4

11:55 a.m.-7:39 p.m.

1 stop6h 44m

Boston Logan Intl

Wed 15/4

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

1 stop6h 06m

C$ 607

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 3/9

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

2 stops10h 35m

Boston Logan Intl

Tue 8/9

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

2 stops11h 48m

C$ 607

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/3

Showing 1-10 of 24 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?

    Porter Airlines, United Airlines, and WestJet can get you from Winnipeg to Maine in just under 7h 15m. Your travel time can differ by up to 21h 14m. 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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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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