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Cheap flights from Winnipeg to Maine from C$ 300

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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — PWM
6 Mar — 13 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 4 February 2026.

Wed 25/28:15 a.m.
YWG
-
BOS
1 stop5h 37m
Air Canada
Thu 5/310:15 a.m.
BOS
-
YWG
1 stop7h 20m
Air Canada
Deal found 3/2C$ 520
Tue 24/28:15 a.m.
YWG
-
BOS
1 stop5h 37m
Air Canada
Tue 3/35:30 a.m.
BOS
-
YWG
1 stop5h 45m
Air Canada
Deal found 2/2C$ 550
Tue 28/46:15 a.m.
YWG
-
PWM
2 stops8h 42m
WestJet
Fri 1/512:46 p.m.
PWM
-
YWG
2 stops13h 09m
WestJet
Deal found 3/2C$ 554
Fri 26/69:20 a.m.
YWG
-
BOS
1 stop7h 15m
Porter Airlines
Mon 29/610:05 a.m.
BOS
-
YWG
1 stop6h 14m
Porter Airlines
Deal found 3/2C$ 569
Sat 21/32:20 p.m.
YWG
-
BOS
1 stop6h 23m
United Airlines
Thu 26/36:00 a.m.
BOS
-
YWG
1 stop6h 57m
United Airlines
Deal found 3/2C$ 576
Sun 14/68:00 a.m.
YWG
-
BOS
1 stop5h 47m
Air Canada
Mon 22/65:10 a.m.
BOS
-
YWG
1 stop5h 50m
Air Canada
Deal found 3/2C$ 580
Wed 25/27:30 a.m.
YWG
-
BOS
1 stop16h 43m
Multiple Airlines
Thu 5/311:45 a.m.
BOS
-
YWG
2 stops24h 47m
Multiple Airlines
Deal found 3/2C$ 594
Mon 2/36:00 a.m.
YWG
-
BOS
2 stops7h 52m
Air Canada
Wed 4/35:30 a.m.
BOS
-
YWG
1 stop5h 45m
Air Canada
Deal found 2/2C$ 606
Tue 28/42:00 p.m.
YWG
-
PWM
1 stop6h 40m
United Airlines
Fri 1/57:10 p.m.
PWM
-
YWG
2 stops17h 42m
United Airlines
Deal found 2/2C$ 628
Mon 2/35:19 p.m.
YWG
-
BOS
1 stop5h 31m
Delta
Wed 4/35:50 a.m.
BOS
-
YWG
1 stop6h 11m
Delta
Deal found 3/2C$ 634
Tue 24/29:00 p.m.
YWG
-
BOS
3 stops25h 59m
Multiple Airlines
Tue 3/312:43 p.m.
BOS
-
YWG
2 stops23h 49m
Multiple Airlines
Deal found 2/2C$ 639
Sat 28/28:20 p.m.
YWG
-
BOS
2 stops15h 04m
Multiple Airlines
Fri 6/36:00 a.m.
BOS
-
YWG
1 stop10h 09m
Multiple Airlines
Deal found 4/2C$ 644

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 4 February 2026.

Round-trip from

C$ 520

One-way from

C$ 300
Air Canada
  • Air Canada
  • 25/2-5/3
  • 2 total stops
  • 12h 57m total
  • Winnipeg to Maine
Search Deals
Air Canada
  • Air Canada
  • 11/3
  • 1 total stop
  • 5h 37m 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 4 February 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

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Tue 28/4

6:15 a.m.-3:57 p.m.

2 stops8h 42m

Portland

Fri 1/5

12:46 p.m.-12:55 a.m.

2 stops13h 09m

C$ 554

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 26/6

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

1 stop7h 15m

Boston Logan Intl

Mon 29/6

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

1 stop6h 14m

C$ 569

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 21/3

2:20 p.m.-9:43 p.m.

1 stop6h 23m

Boston Logan Intl

Thu 26/3

6:00 a.m.-11:57 a.m.

1 stop6h 57m

C$ 576

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sun 14/6

8:00 a.m.-2:47 p.m.

1 stop5h 47m

Boston Logan Intl

Mon 22/6

5:10 a.m.-10:00 a.m.

1 stop5h 50m

C$ 580

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Wed 25/2

7:30 a.m.-1:13 a.m.

1 stop16h 43m

Boston Logan Intl

Thu 5/3

11:45 a.m.-11:32 a.m.

2 stops24h 47m

C$ 594

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 2/3

1:45 p.m.-9:27 p.m.

1 stop6h 42m

Boston Logan Intl

Wed 4/3

5:30 a.m.-10:15 a.m.

1 stop5h 45m

C$ 606

WinnipegPortland

YWG - PWM

YWGPWM

Winnipeg

Tue 28/4

2:00 p.m.-9:40 p.m.

1 stop6h 40m

Portland

Fri 1/5

7:10 p.m.-11:52 a.m.

2 stops17h 42m

C$ 628

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 2/3

5:19 p.m.-11:50 p.m.

1 stop5h 31m

Boston Logan Intl

Wed 4/3

5:50 a.m.-11:01 a.m.

1 stop6h 11m

C$ 634

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 24/2

9:00 p.m.-11:59 p.m.

3 stops25h 59m

Boston Logan Intl

Tue 3/3

12:43 p.m.-11:32 a.m.

2 stops23h 49m

C$ 639

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 28/2

8:20 p.m.-12:24 p.m.

2 stops15h 04m

Boston Logan Intl

Fri 6/3

6:00 a.m.-3:09 p.m.

1 stop10h 09m

C$ 644

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 20 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.

  • How long is the flight from Winnipeg to Maine?

    WestJet, Porter Airlines, and United Airlines can get you from Winnipeg to Maine in just under 6h 23m. Your travel time can differ by up to 2h 19m. 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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