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Cheap flights from Winnipeg to Maine from C$ 245

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 31/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PWM
18 Aug — 25 Aug1
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 19 July 2026.

Tue 1/97:55 a.m.
YWG
-
BOS
1 stop5h 46m
Air Canada
Tue 8/910:50 a.m.
BOS
-
YWG
1 stop8h 22m
Air Canada
Deal found 18/7C$ 409
Sat 29/85:00 a.m.
YWG
-
BOS
1 stop5h 52m
Air Canada
Sun 6/96:00 a.m.
BOS
-
YWG
1 stop6h 15m
Air Canada
Deal found 17/7C$ 422
Wed 5/82:05 p.m.
YWG
-
BOS
1 stop7h 33m
Air Canada
Sat 22/86:00 a.m.
BOS
-
YWG
1 stop6h 15m
Air Canada
Deal found 18/7C$ 423
Fri 2/103:20 p.m.
YWG
-
BOS
1 stop6h 20m
Air Canada
Mon 5/106:00 a.m.
BOS
-
YWG
1 stop6h 12m
Air Canada
Deal found 17/7C$ 425
Sat 29/812:15 p.m.
YWG
-
BOS
1 stop6h 00m
Porter Airlines
Sun 6/97:10 a.m.
BOS
-
YWG
2 stops11h 48m
Porter Airlines
Deal found 18/7C$ 426
Mon 31/812:15 p.m.
YWG
-
BOS
1 stop5h 35m
Porter Airlines
Fri 11/910:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 16/7C$ 435
Fri 7/812:15 p.m.
YWG
-
BOS
1 stop5h 35m
Porter Airlines
Wed 12/810:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 13/7C$ 444
Sat 22/812:15 p.m.
YWG
-
BOS
1 stop6h 00m
Porter Airlines
Wed 26/810:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 15/7C$ 446
Fri 7/812:15 p.m.
YWG
-
BOS
1 stop5h 35m
Porter Airlines
Sun 9/810:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 13/7C$ 447
Sat 15/812:15 p.m.
YWG
-
BOS
1 stop6h 00m
Porter Airlines
Sat 22/87:10 a.m.
BOS
-
YWG
2 stops11h 48m
Porter Airlines
Deal found 18/7C$ 454
Thu 20/87:45 a.m.
YWG
-
PWM
2 stops25h 36m
WestJet
Fri 28/811:50 a.m.
PWM
-
YWG
2 stops11h 20m
WestJet
Deal found 18/7C$ 743
Fri 28/82:00 p.m.
YWG
-
PWM
2 stops18h 08m
United Airlines
Fri 4/93:45 p.m.
PWM
-
YWG
2 stops21h 07m
United Airlines
Deal found 14/7C$ 778

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 19 July 2026.

Round-trip from

C$ 409

One-way from

C$ 245
Air Canada
  • Air Canada
  • 1/9-8/9
  • 2 total stops
  • 14h 08m total
  • Winnipeg to Maine
Search Deals
Air Canada
  • Air Canada
  • 31/8
  • 1 total stop
  • 5h 52m 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 19 July 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

Wed 5/8

2:05 p.m.-10:38 p.m.

1 stop7h 33m

Boston Logan Intl

Sat 22/8

6:00 a.m.-11:15 a.m.

1 stop6h 15m

C$ 423

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 2/10

3:20 p.m.-10:40 p.m.

1 stop6h 20m

Boston Logan Intl

Mon 5/10

6:00 a.m.-11:12 a.m.

1 stop6h 12m

C$ 425
Quickest round-trip

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 31/8

12:15 p.m.-6:50 p.m.

1 stop5h 35m

Boston Logan Intl

Fri 11/9

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

1 stop6h 14m

C$ 435

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 7/8

12:15 p.m.-6:50 p.m.

1 stop5h 35m

Boston Logan Intl

Sat 15/8

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

1 stop6h 14m

C$ 456

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 29/10

11:35 a.m.-10:17 p.m.

2 stops9h 42m

Boston Logan Intl

Mon 2/11

1:15 p.m.-6:10 p.m.

1 stop5h 55m

C$ 461

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 18/9

12:46 p.m.-11:59 p.m.

1 stop10h 13m

Boston Logan Intl

Tue 22/9

7:05 a.m.-3:08 p.m.

1 stop9h 03m

C$ 464

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 6/8

8:15 a.m.-3:58 p.m.

1 stop6h 43m

Boston Logan Intl

Tue 11/8

4:55 p.m.-11:20 p.m.

1 stop7h 25m

C$ 481

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 7/8

12:15 p.m.-6:50 p.m.

1 stop5h 35m

Boston Logan Intl

Wed 12/8

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

1 stop6h 14m

C$ 492

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 1/9

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

2 stops10h 35m

Boston Logan Intl

Tue 8/9

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

1 stop6h 14m

C$ 496

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 7/12

11:35 a.m.-10:17 p.m.

2 stops9h 42m

Boston Logan Intl

Thu 10/12

8:00 a.m.-6:10 p.m.

2 stops11h 10m

C$ 498

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/7

Showing 1-10 of 30 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, Porter Airlines, and United Airlines can get you from Winnipeg to Maine in just under 5h 35m. Your travel time can differ by up to 7h 48m. 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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