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Cheap flights from Winnipeg to Massachusetts from C$ 287

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 15/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
YWG — BOS
23 Apr — 30 Apr1
1 adult
Tue 23/4
Tue 30/4

How far in advance should I book a flight from Winnipeg to Massachusetts?

To save up to 109% on this flight, we recommend booking at least 49 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Winnipeg to Massachusetts from C$ 708 1-2 weeks out and tickets from C$ 1,330 for flights departing within the next 72 hours.

What is the cheapest month to fly from Winnipeg to Massachusetts?

Due to multiple factors, expect to potentially pay more when booking in March. For low rates, January can be a great choice for travel to Massachusetts. Flights to Massachusetts from Winnipeg in January are about C$ 730 on average during January, but can be found for as low as C$ 429.

When is the cheapest time to fly from Winnipeg to Massachusetts (YWG - MA)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Winnipeg to Massachusetts as you normally would.

Cheap Air Canada flights from Winnipeg to Massachusetts

Explore cheap flight options specifically provided by Air Canada for the route between Winnipeg and Massachusetts. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 18 April 2024.
Find some of the cheapest Air Canada flights travelling from Winnipeg to Massachusetts. It's recommended that users confirm their flight details before booking.
Mon 15/79:50 a.m.YWG - BOS
1 stop7h 54mAir Canada
Tue 23/76:00 a.m.BOS - YWG
1 stop6h 01mAir Canada
Deal found 17/4C$ 569
Thu 18/712:20 p.m.YWG - BOS
1 stop5h 24mAir Canada
Thu 25/76:05 a.m.BOS - YWG
1 stop6h 17mAir Canada
Deal found 17/4C$ 578
Thu 30/58:15 a.m.YWG - BOS
1 stop8h 06mAir Canada
Mon 3/67:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 17/4C$ 600
Thu 30/58:15 a.m.YWG - BOS
1 stop8h 06mAir Canada
Mon 3/67:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 17/4C$ 614
Wed 15/512:20 p.m.YWG - BOS
1 stop5h 23mAir Canada
Wed 22/57:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 17/4C$ 678
Wed 15/512:20 p.m.YWG - BOS
1 stop5h 23mAir Canada
Wed 22/57:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 17/4C$ 689
Mon 6/58:15 a.m.YWG - BOS
1 stop8h 06mAir Canada
Tue 7/56:00 a.m.BOS - YWG
1 stop6h 04mAir Canada
Deal found 16/4C$ 806
Mon 6/58:15 a.m.YWG - BOS
1 stop8h 06mAir Canada
Tue 7/56:00 a.m.BOS - YWG
2 stops11h 00mAir Canada
Deal found 16/4C$ 814
Mon 6/57:30 a.m.YWG - BOS
2 stops8h 51mAir Canada
Tue 7/56:00 a.m.BOS - YWG
2 stops11h 00mAir Canada
Deal found 16/4C$ 822

Cheap Porter Airlines flights from Winnipeg to Massachusetts

Explore cheap flight options specifically provided by Porter Airlines for the route between Winnipeg and Massachusetts. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 18 April 2024.
Have a look at some of the cheapest available Porter Airlines flights departing from Winnipeg and landing in Massachusetts. Deals frequently update to provide users with more options.
Thu 30/512:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 526
Thu 30/512:00 p.m.YWG - BOS
2 stops8h 17mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 531
Tue 25/612:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Sun 30/611:40 a.m.BOS - YWG
1 stop7h 07mPorter Airlines
Deal found 17/4C$ 559
Tue 25/612:00 p.m.YWG - BOS
2 stops8h 17mPorter Airlines
Sun 30/611:40 a.m.BOS - YWG
1 stop7h 07mPorter Airlines
Deal found 17/4C$ 564
Thu 30/512:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 567
Thu 30/512:00 p.m.YWG - BOS
2 stops8h 17mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 573
Wed 15/56:00 a.m.YWG - BOS
1 stop8h 07mPorter Airlines
Wed 22/58:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 577
Fri 12/712:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Sat 27/71:20 p.m.BOS - YWG
1 stop5h 27mPorter Airlines
Deal found 16/4C$ 596
Fri 12/712:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Sat 27/79:15 a.m.BOS - YWG
2 stops9h 32mPorter Airlines
Deal found 16/4C$ 602

Cheap Winnipeg to Massachusetts flights in April & May 2024

Find cheap flight options from Winnipeg to Massachusetts specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 507,522 searches. Prices were last updated on 18 April 2024.
These are some of the best deals we've found on flights to Massachusetts in 2024 at this time. For more flight deals, be sure to check back very soon.
Thu 30/512:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 526
Thu 30/512:00 p.m.YWG - BOS
2 stops8h 17mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 531
Thu 30/512:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 567
Thu 30/512:00 p.m.YWG - BOS
2 stops8h 17mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 573
Wed 15/56:00 a.m.YWG - BOS
1 stop8h 07mPorter Airlines
Wed 22/58:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 577
Thu 30/58:15 a.m.YWG - BOS
1 stop8h 06mAir Canada
Mon 3/67:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 17/4C$ 600
Thu 30/58:15 a.m.YWG - BOS
1 stop8h 06mAir Canada
Mon 3/67:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 17/4C$ 614
Wed 15/58:00 a.m.YWG - BOS
2 stops24h 50mMultiple Airlines
Wed 22/58:15 a.m.BOS - YWG
2 stops10h 32mMultiple Airlines
Deal found 17/4C$ 632
Wed 15/58:00 a.m.YWG - BOS
2 stops9h 46mMultiple Airlines
Wed 22/58:15 a.m.BOS - YWG
1 stop8h 00mMultiple Airlines
Deal found 17/4C$ 636

Winnipeg to Massachusetts 2024 flight deals

Discover exclusive flight deals for travel between Winnipeg and Massachusetts in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 18 April 2024.
These are some of the best deals we've found on flights to Massachusetts in 2024 at this time. For more flight deals, be sure to check back very soon.
Thu 30/512:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 526
Thu 30/512:00 p.m.YWG - BOS
2 stops8h 17mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 531
Tue 25/612:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Sun 30/611:40 a.m.BOS - YWG
1 stop7h 07mPorter Airlines
Deal found 17/4C$ 559
Tue 25/612:00 p.m.YWG - BOS
2 stops8h 17mPorter Airlines
Sun 30/611:40 a.m.BOS - YWG
1 stop7h 07mPorter Airlines
Deal found 17/4C$ 564
Thu 30/512:00 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 567
Mon 15/79:50 a.m.YWG - BOS
1 stop7h 54mAir Canada
Tue 23/76:00 a.m.BOS - YWG
1 stop6h 01mAir Canada
Deal found 17/4C$ 569
Thu 30/512:00 p.m.YWG - BOS
2 stops8h 17mPorter Airlines
Mon 3/68:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 573
Wed 15/56:00 a.m.YWG - BOS
1 stop8h 07mPorter Airlines
Wed 22/58:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 17/4C$ 577
Thu 18/712:20 p.m.YWG - BOS
1 stop5h 24mAir Canada
Thu 25/76:05 a.m.BOS - YWG
1 stop6h 17mAir Canada
Deal found 17/4C$ 578

One-way flights to Massachusetts from Winnipeg

Search for one-way flight options from Winnipeg to Massachusetts. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 18 April 2024.
Users travelling one-way from Winnipeg to Massachusetts can select one of these great deals. Those seeking round-trip flights from Winnipeg to Massachusetts should utilize the search form at the top of the page.
Wed 15/58:00 a.m.YWG - BOS
2 stops24h 50mMultiple Airlines
Deal found 17/4C$ 287
Sun 26/512:25 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Deal found 17/4C$ 298
Wed 15/58:00 a.m.YWG - BOS
3 stops24h 50mMultiple Airlines
Deal found 17/4C$ 313
Thu 4/79:50 a.m.YWG - BOS
1 stop7h 54mAir Canada
Deal found 16/4C$ 320
Wed 15/56:00 a.m.YWG - BOS
1 stop8h 07mPorter Airlines
Deal found 17/4C$ 322
Sun 26/57:30 a.m.YWG - BOS
2 stops8h 51mAir Canada
Deal found 17/4C$ 327
Wed 3/712:00 p.m.YWG - BOS
2 stops8h 17mPorter Airlines
Deal found 17/4C$ 335
Wed 2/106:00 a.m.YWG - BOS
2 stops16h 15mMultiple Airlines
Deal found 17/4C$ 345
Wed 2/105:38 p.m.YWG - BOS
1 stop5h 10mDelta
Deal found 17/4C$ 346

Find flights from Winnipeg to Massachusetts within your budget

Customize your flight search to find flights from Winnipeg to Massachusetts 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 507,522 searches. Data last updated 18 April 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 526 - C$ 802

Route

Depart

Return

Price

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Thu 30/5

1 stop5h 05m

Boston Logan Intl

Mon 3/6

2 stops10h 32m

C$ 526

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Thu 30/5

2 stops8h 17m

Boston Logan Intl

Mon 3/6

2 stops10h 32m

C$ 531

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Tue 25/6

1 stop5h 05m

Boston Logan Intl

Sun 30/6

1 stop7h 07m

C$ 559

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Mon 15/7

1 stop7h 54m

Boston Logan Intl

Tue 23/7

1 stop6h 01m

C$ 569

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Thu 18/7

1 stop5h 24m

Boston Logan Intl

Thu 25/7

1 stop6h 17m

C$ 578

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Wed 15/5

2 stops24h 50m

Boston Logan Intl

Wed 22/5

2 stops10h 32m

C$ 632

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Wed 15/5

2 stops9h 46m

Boston Logan Intl

Wed 22/5

1 stop8h 00m

C$ 636

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Tue 25/6

2 stops11h 54m

Boston Logan Intl

Sun 30/6

2 stops11h 02m

C$ 701

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Fri 27/9

2 stops22h 23m

Boston Logan Intl

Sun 29/9

2 stops15h 03m

C$ 802

Flights are sorted by cheapest first

Deals found on 17/4

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Massachusetts. Reviews last updated 18 April 2024.
See what other customers who have flown with Air Canada, Porter Airlines and WestJet from Winnipeg to Massachusetts have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
11,104 reviews
Check prices

Comfort

7.9

Boarding

8.2

Food

7.5

Overall

8.1

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

Delta
8.1
Very good
11,104 reviews
Delta
8.1
Very good
11,104 reviews
Check prices

Comfort

7.9

Boarding

8.2

Food

7.5

Overall

8.1

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

WestJet
7.5
Good
3,010 reviews
Delta
8.1
Very good
11,104 reviews
Check prices

Comfort

7.9

Boarding

8.2

Food

7.5

Overall

8.1

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

Porter Airlines
7.3
Good
439 reviews
Delta
8.1
Very good
11,104 reviews
Check prices

Comfort

7.9

Boarding

8.2

Food

7.5

Overall

8.1

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

Air Canada
7.0
Good
6,832 reviews
Delta
8.1
Very good
11,104 reviews
Check prices

Comfort

7.9

Boarding

8.2

Food

7.5

Overall

8.1

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

I love the seamless way that delta ensures that my luggage is on board the plane, I get a notification that it's on board. I love boarding process, orderly and on time. Lots of room in Comfort plus and getting upgraded to first class was everything!

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Massachusetts. 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 Massachusetts?

    Located just 7.3 km from the city centre, Winnipeg (YWG) is the airport most travellers will use when flying to Massachusetts from Winnipeg.

  • Can I find flights from Winnipeg to Massachusetts for under C$ 600 on Cheapflights?

    Yes, there are multiple flights from Winnipeg to Massachusetts for under C$ 600. The cheapest flight booked recently is on Porter Airlines for just C$ 526, but on average you can expect to pay C$ 598.

  • What are the cheapest airlines to fly from Winnipeg to Massachusetts one-way?

    C$ 298 is the cheapest one-way deal found within the past few days, from Porter Airlines. You may also be able to find cheap deals on Air Canada and Delta, with prices starting from C$ 320 and C$ 346, respectively.

  • What are the most popular airlines that fly from Winnipeg to Massachusetts?

    Before booking your flight from Winnipeg to Massachusetts check out the most popular airlines for this route: Endeavor Airlines, Air Canada or Delta.

  • What does YWG to BOS mean?

    YWG and BOS are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. YWG to BOS refers to a flight route from Winnipeg Airport to Boston Logan Intl Airport. Worcester Airport (ORH), Nantucket Memorial Airport (ACK), West Tisbury Martha's Vineyard Airport (MVY), Provincetown Airport (PVC), Hyannis Barnstable Airport (HYA) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Winnipeg to Massachusetts that include extra baggage allowance?

    The amount of baggage you can bring on your Winnipeg to Massachusetts flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Winnipeg to Massachusetts with specific airlines?

    Yes, Cheapflights allows you to browse and filter Winnipeg to Massachusetts flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Winnipeg to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Massachusetts.

  • Can I find deals for business class flights from Winnipeg to Massachusetts?

    Yes. Cheapflights offers flight deals from Winnipeg to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Winnipeg to Massachusetts that allow pets onboard?

    Many airlines flying from Winnipeg to Massachusetts offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Winnipeg to Massachusetts?

    Yes, you can often find last-minute deals on Winnipeg to Massachusetts flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Winnipeg to Massachusetts flight deals updated?

    The Winnipeg to Massachusetts flight deals you see on this page were last updated on 17/4.

See more FAQs

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Top 7 airlines flying from Winnipeg to Massachusetts

Discover the top 7 airlines that operate flights from Winnipeg to Massachusetts. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 507,522 searches. Data last updated 18 April 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 329AverageC$ 612FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 342AverageC$ 605FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Porter AirlinesCheapestC$ 396AverageC$ 501FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
DeltaCheapestC$ 400AverageC$ 651FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 544AverageC$ 718FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Endeavor AirlinesCheapestC$ 758AverageC$ 963FlexibilityNo cancel feeOn-timeN/A
Search Endeavor Airlines flights
WestJet EncoreCheapestC$ 776AverageC$ 938FlexibilityNo cancel feeOn-timeN/A
Search WestJet Encore flights
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Search flights from Winnipeg to Massachusetts by cabin class

Find flights from Winnipeg to Massachusetts, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

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How does Cheapflights help users find flights from Winnipeg to Massachusetts?

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Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Massachusetts?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Winnipeg to Massachusetts for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Winnipeg to Massachusetts with no change fees?

Need flexible booking options for your flight to Massachusetts from Winnipeg? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Winnipeg to Massachusetts become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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