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Cheap flights from Winnipeg to Maine from C$ 284

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 14/8. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PWM
6 Aug — 13 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 7 July 2026.

Fri 14/812:15 p.m.
YWG
-
BOS
1 stop5h 35m
Porter Airlines
Mon 17/810:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 6/7C$ 453
Sun 6/1211:35 a.m.
YWG
-
BOS
2 stops9h 42m
Porter Airlines
Thu 10/121:15 p.m.
BOS
-
YWG
1 stop5h 55m
Porter Airlines
Deal found 3/7C$ 458
Sat 25/712:15 p.m.
YWG
-
BOS
1 stop6h 00m
Porter Airlines
Mon 27/77:10 a.m.
BOS
-
YWG
2 stops11h 48m
Porter Airlines
Deal found 6/7C$ 459
Mon 27/712:15 p.m.
YWG
-
BOS
1 stop5h 35m
Porter Airlines
Mon 3/87:10 a.m.
BOS
-
YWG
2 stops11h 48m
Porter Airlines
Deal found 3/7C$ 462
Sat 29/812:15 p.m.
YWG
-
BOS
1 stop6h 00m
Porter Airlines
Mon 31/810:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 6/7C$ 463
Tue 21/712:15 p.m.
YWG
-
BOS
1 stop5h 35m
Porter Airlines
Thu 23/710:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 3/7C$ 466
Thu 6/812:56 p.m.
YWG
-
BOS
1 stop11h 18m
United Airlines
Wed 12/86:01 a.m.
BOS
-
YWG
1 stop6h 51m
United Airlines
Deal found 7/7C$ 468
Mon 14/95:00 a.m.
YWG
-
BOS
2 stops8h 41m
Air Canada
Fri 18/93:35 p.m.
BOS
-
YWG
1 stop6h 39m
Air Canada
Deal found 2/7C$ 479
Fri 2/103:58 p.m.
YWG
-
BOS
1 stop7h 01m
Delta
Mon 5/105:55 a.m.
BOS
-
YWG
1 stop10h 13m
Delta
Deal found 2/7C$ 482
Tue 25/83:20 p.m.
YWG
-
BOS
1 stop6h 18m
Air Canada
Thu 27/86:00 a.m.
BOS
-
YWG
1 stop6h 15m
Air Canada
Deal found 2/7C$ 486
Wed 19/82:00 p.m.
YWG
-
PWM
1 stop6h 23m
United Airlines
Wed 2/96:03 a.m.
PWM
-
YWG
1 stop6h 49m
United Airlines
Deal found 2/7C$ 716
Sat 22/87:00 a.m.
YWG
-
PWM
1 stop6h 34m
United Airlines
Fri 4/95:03 p.m.
PWM
-
YWG
1 stop6h 30m
United Airlines
Deal found 2/7C$ 746

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 7 July 2026.

Round-trip from

C$ 453

One-way from

C$ 284
Porter Airlines
  • Porter Airlines
  • 14/8-17/8
  • 2 total stops
  • 11h 49m total
  • Winnipeg to Maine
Search Deals
Air Canada
  • Air Canada
  • 14/8
  • 1 total stop
  • 6h 18m 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 7 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
Quickest round-trip

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 14/8

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

1 stop5h 35m

Boston Logan Intl

Mon 17/8

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

1 stop6h 14m

C$ 453

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 14/9

3:58 p.m.-11:59 p.m.

1 stop7h 01m

Boston Logan Intl

Fri 18/9

5:55 a.m.-11:56 a.m.

1 stop7h 01m

C$ 468

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 6/8

12:56 p.m.-1:14 a.m.

1 stop11h 18m

Boston Logan Intl

Wed 12/8

6:01 a.m.-11:52 a.m.

1 stop6h 51m

C$ 468

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 14/9

5:00 a.m.-2:41 p.m.

2 stops8h 41m

Boston Logan Intl

Fri 18/9

3:35 p.m.-9:14 p.m.

1 stop6h 39m

C$ 479

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 2/10

3:58 p.m.-11:59 p.m.

1 stop7h 01m

Boston Logan Intl

Mon 5/10

5:55 a.m.-3:08 p.m.

1 stop10h 13m

C$ 482

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 28/8

5:42 p.m.-11:58 p.m.

1 stop5h 16m

Boston Logan Intl

Mon 31/8

7:10 a.m.-3:08 p.m.

1 stop8h 58m

C$ 490

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 7/12

6:00 a.m.-2:53 p.m.

2 stops7h 53m

Boston Logan Intl

Thu 10/12

5:45 a.m.-11:49 a.m.

1 stop7h 04m

C$ 497

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Wed 19/8

2:00 p.m.-9:23 p.m.

1 stop6h 23m

Portland

Mon 31/8

6:03 a.m.-11:52 a.m.

1 stop6h 49m

C$ 716

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Sun 23/8

2:00 p.m.-9:23 p.m.

1 stop6h 23m

Portland

Tue 1/9

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

1 stop6h 52m

C$ 716

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Sat 22/8

2:00 p.m.-9:23 p.m.

1 stop6h 23m

Portland

Wed 2/9

6:03 a.m.-11:52 a.m.

1 stop6h 49m

C$ 716

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/7

Showing 1-10 of 25 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, Delta, and United Airlines can get you from Winnipeg to Maine in just under 5h 35m. Your travel time can differ by up to 5h 43m. 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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