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Cheap flights from Winnipeg to Maine from C$ 248

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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PWM
28 Feb — 7 Mar1
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 29 January 2026.

Wed 11/37:30 a.m.
YWG
-
BOS
1 stop27h 11m
Multiple Airlines
Tue 24/312:36 p.m.
BOS
-
YWG
1 stop27h 33m
Multiple Airlines
Deal found 27/1C$ 433
Sun 5/47:30 a.m.
YWG
-
BOS
1 stop16h 56m
Multiple Airlines
Thu 9/45:40 a.m.
BOS
-
YWG
2 stops14h 29m
Multiple Airlines
Deal found 27/1C$ 479
Wed 1/47:30 a.m.
YWG
-
BOS
1 stop16h 56m
Multiple Airlines
Thu 9/45:40 a.m.
BOS
-
YWG
2 stops14h 29m
Multiple Airlines
Deal found 27/1C$ 498
Sun 5/47:30 a.m.
YWG
-
BOS
1 stop16h 56m
Multiple Airlines
Wed 8/43:30 p.m.
BOS
-
YWG
2 stops10h 09m
Multiple Airlines
Deal found 27/1C$ 500
Wed 1/47:30 a.m.
YWG
-
BOS
1 stop16h 56m
Multiple Airlines
Wed 8/43:30 p.m.
BOS
-
YWG
2 stops10h 09m
Multiple Airlines
Deal found 27/1C$ 519
Tue 31/35:00 a.m.
YWG
-
BOS
2 stops17h 59m
Multiple Airlines
Wed 8/410:20 a.m.
BOS
-
YWG
1 stop9h 49m
Multiple Airlines
Deal found 27/1C$ 521
Mon 6/48:20 p.m.
YWG
-
BOS
1 stop12h 15m
Multiple Airlines
Thu 9/45:40 a.m.
BOS
-
YWG
2 stops14h 29m
Multiple Airlines
Deal found 27/1C$ 524
Tue 3/26:40 a.m.
YWG
-
PWM
2 stops14h 47m
Delta
Thu 5/212:43 p.m.
PWM
-
YWG
2 stops11h 55m
Delta
Deal found 26/1C$ 686

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 29 January 2026.

Round-trip from

C$ 433

One-way from

C$ 248
11/3-24/3
  • 11/3-24/3
  • 2 total stops
  • 54h 44m total
  • Winnipeg to Maine
Search Deals
12/4
  • 12/4
  • 1 total stop
  • 27h 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 29 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

Wed 11/3

7:30 a.m.-11:41 a.m.

1 stop27h 11m

Boston Logan Intl

Tue 24/3

12:36 p.m.-3:09 p.m.

1 stop27h 33m

C$ 433

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sun 5/4

7:30 a.m.-1:26 a.m.

1 stop16h 56m

Boston Logan Intl

Thu 9/4

5:40 a.m.-7:09 p.m.

2 stops14h 29m

C$ 479

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 4/4

8:20 p.m.-9:35 a.m.

1 stop12h 15m

Boston Logan Intl

Wed 8/4

1:25 p.m.-12:39 a.m.

1 stop12h 14m

C$ 544

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 3/4

12:20 p.m.-10:05 p.m.

1 stop8h 45m

Boston Logan Intl

Thu 9/4

5:40 a.m.-7:09 p.m.

2 stops14h 29m

C$ 555

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 6/3

5:00 a.m.-6:02 p.m.

1 stop12h 02m

Boston Logan Intl

Mon 9/3

6:10 p.m.-12:40 a.m.

3 stops31h 30m

C$ 559

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 2/4

5:00 a.m.-2:45 p.m.

1 stop8h 45m

Boston Logan Intl

Wed 8/4

3:30 p.m.-12:39 a.m.

2 stops10h 09m

C$ 570

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 20/3

5:00 a.m.-2:45 p.m.

1 stop8h 45m

Boston Logan Intl

Mon 23/3

3:30 p.m.-11:32 a.m.

2 stops21h 02m

C$ 589

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sun 12/4

7:30 a.m.-11:45 a.m.

1 stop27h 15m

C$ 248

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sun 15/3

7:30 a.m.-11:41 a.m.

1 stop27h 11m

C$ 255

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 23/6

4:30 p.m.-3:26 p.m.

2 stops21h 56m

C$ 300

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/1

Showing 1-10 of 11 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.

  • 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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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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