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Cheap flights from Winnipeg to Massachusetts from C$ 275

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 26/5. 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
2 May — 9 May1
1 adult
Thu 2/5
Thu 9/5

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$ 701 1-2 weeks out and tickets from C$ 1,317 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$ 722 on average during January, but can be found for as low as C$ 425.

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 Delta flights from Winnipeg to Massachusetts

Explore cheap flight options specifically provided by Delta 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 508,915 searches. Data last updated 27 April 2024.
Find some of the cheapest Delta flights travelling from Winnipeg to Massachusetts. It's recommended that users confirm their flight details before booking.
Mon 15/712:26 p.m.YWG - BOS
1 stop8h 39mDelta
Sun 21/75:50 a.m.BOS - YWG
1 stop10h 32mDelta
Deal found 24/4C$ 673
Wed 8/56:55 a.m.YWG - BOS
2 stops9h 50mDelta
Fri 24/59:05 a.m.BOS - YWG
2 stops13h 07mDelta
Deal found 26/4C$ 765

Cheap WestJet flights from Winnipeg to Massachusetts

Explore cheap flight options specifically provided by WestJet 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 508,915 searches. Data last updated 27 April 2024.
Have a look at some of the cheapest available WestJet flights departing from Winnipeg and landing in Massachusetts. Deals frequently update to provide users with more options.
Wed 29/56:50 a.m.YWG - BOS
2 stops15h 38mWestJet
Sun 2/66:05 a.m.BOS - YWG
2 stops17h 36mWestJet
Deal found 24/4C$ 712
Sat 20/76:00 a.m.YWG - BOS
2 stops15h 06mWestJet
Wed 24/75:20 a.m.BOS - YWG
2 stops13h 24mWestJet
Deal found 26/4C$ 725
Mon 15/78:50 p.m.YWG - BOS
2 stops18h 59mWestJet
Sun 21/75:50 a.m.BOS - YWG
2 stops19h 37mWestJet
Deal found 24/4C$ 828

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 508,915 searches. Prices were last updated on 27 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.
Fri 24/512:25 p.m.YWG - BOS
2 stops7h 52mPorter Airlines
Fri 31/58:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 26/4C$ 493
Thu 30/512:25 p.m.YWG - BOS
2 stops7h 52mPorter Airlines
Mon 3/611:20 a.m.BOS - YWG
2 stops7h 47mPorter Airlines
Deal found 26/4C$ 530
Thu 23/512:25 p.m.YWG - BOS
2 stops7h 52mPorter Airlines
Mon 3/611:20 a.m.BOS - YWG
2 stops7h 47mPorter Airlines
Deal found 26/4C$ 537
Thu 30/59:50 a.m.YWG - BOS
1 stop7h 53mAir Canada
Mon 3/67:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 26/4C$ 560
Thu 30/59:50 a.m.YWG - BOS
1 stop7h 53mAir Canada
Mon 3/67:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 26/4C$ 579
Thu 23/55:00 a.m.YWG - BOS
1 stop9h 08mAir Canada
Mon 3/67:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 26/4C$ 591
Sat 4/58:15 a.m.YWG - BOS
1 stop5h 23mAir Canada
Sat 11/56:00 a.m.BOS - YWG
1 stop6h 04mAir Canada
Deal found 25/4C$ 605
Sat 4/57:30 a.m.YWG - BOS
2 stops8h 51mAir Canada
Sat 11/56:00 a.m.BOS - YWG
1 stop6h 04mAir Canada
Deal found 25/4C$ 613
Fri 24/512:20 p.m.YWG - BOS
1 stop9h 18mAir Canada
Fri 31/57:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 26/4C$ 623

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 508,915 searches. Data last updated 27 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.
Fri 24/512:25 p.m.YWG - BOS
2 stops7h 52mPorter Airlines
Fri 31/58:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Deal found 26/4C$ 493
Wed 25/96:00 a.m.YWG - BOS
2 stops12h 27mPorter Airlines
Tue 1/108:15 a.m.BOS - YWG
2 stops10h 37mPorter Airlines
Deal found 26/4C$ 512
Sat 20/79:50 a.m.YWG - BOS
1 stop7h 54mAir Canada
Wed 24/76:00 a.m.BOS - YWG
1 stop6h 01mAir Canada
Deal found 26/4C$ 520
Tue 25/69:50 a.m.YWG - BOS
1 stop7h 54mAir Canada
Sun 30/66:00 a.m.BOS - YWG
1 stop6h 01mAir Canada
Deal found 26/4C$ 527
Thu 30/512:25 p.m.YWG - BOS
2 stops7h 52mPorter Airlines
Mon 3/611:20 a.m.BOS - YWG
2 stops7h 47mPorter Airlines
Deal found 26/4C$ 530
Thu 23/512:25 p.m.YWG - BOS
2 stops7h 52mPorter Airlines
Mon 3/611:20 a.m.BOS - YWG
2 stops7h 47mPorter Airlines
Deal found 26/4C$ 537
Wed 25/910:05 a.m.YWG - BOS
1 stop8h 22mPorter Airlines
Tue 1/108:15 a.m.BOS - YWG
2 stops10h 37mPorter Airlines
Deal found 26/4C$ 538
Tue 25/611:50 a.m.YWG - BOS
2 stops8h 27mPorter Airlines
Sun 30/611:40 a.m.BOS - YWG
1 stop7h 27mPorter Airlines
Deal found 26/4C$ 544
Wed 25/912:20 p.m.YWG - BOS
1 stop5h 24mAir Canada
Tue 1/106:00 a.m.BOS - YWG
1 stop6h 00mAir Canada
Deal found 26/4C$ 548

Winnipeg to Massachusetts flights leaving soon

Find last-minute flight options from Winnipeg to Massachusetts for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 508,915 searches. Data last updated 27 April 2024.
Have a look at some of the flights available from Winnipeg to Massachusetts departing last-minute. Tip: verify your flight details before completing your reservation.
Sat 4/58:15 a.m.YWG - BOS
1 stop5h 23mAir Canada
Sat 11/56:00 a.m.BOS - YWG
1 stop6h 04mAir Canada
Deal found 25/4C$ 605
Sat 4/57:30 a.m.YWG - BOS
2 stops8h 51mAir Canada
Sat 11/56:00 a.m.BOS - YWG
1 stop6h 04mAir Canada
Deal found 25/4C$ 613
Mon 6/57:30 a.m.YWG - BOS
1 stop14h 08mAir Canada
Tue 7/56:00 a.m.BOS - YWG
1 stop6h 04mAir Canada
Deal found 25/4C$ 624
Mon 6/512:20 p.m.YWG - BOS
1 stop9h 18mAir Canada
Tue 7/56:00 a.m.BOS - YWG
2 stops12h 55mAir Canada
Deal found 25/4C$ 632
Sat 4/57:30 a.m.YWG - BOS
2 stops14h 25mMultiple Airlines
Sat 11/56:00 a.m.BOS - YWG
2 stops11h 00mMultiple Airlines
Deal found 25/4C$ 672
Wed 8/58:00 a.m.YWG - BOS
2 stops9h 46mMultiple Airlines
Fri 24/53:55 p.m.BOS - YWG
1 stop26h 52mMultiple Airlines
Deal found 26/4C$ 739
Wed 8/58:15 a.m.YWG - BOS
1 stop8h 06mAir Canada
Fri 24/57:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Deal found 26/4C$ 751
Wed 8/56:55 a.m.YWG - BOS
2 stops9h 50mDelta
Fri 24/59:05 a.m.BOS - YWG
2 stops13h 07mDelta
Deal found 26/4C$ 765
Mon 6/55:00 a.m.YWG - BOS
2 stops11h 21mAir Canada
Tue 7/56:00 a.m.BOS - YWG
2 stops12h 55mAir Canada
Deal found 25/4C$ 877

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 508,915 searches. Data last updated 27 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.
Sun 26/512:25 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Deal found 26/4C$ 275
Wed 2/106:00 a.m.YWG - BOS
2 stops12h 27mPorter Airlines
Deal found 25/4C$ 291
Wed 7/89:50 a.m.YWG - BOS
1 stop7h 54mAir Canada
Deal found 25/4C$ 295
Sat 1/612:22 p.m.YWG - BOS
1 stop6h 30mDelta
Deal found 25/4C$ 299
Sun 26/57:30 a.m.YWG - BOS
2 stops8h 51mAir Canada
Deal found 26/4C$ 302
Sun 2/68:50 p.m.YWG - BOS
3 stops26h 05mMultiple Airlines
Deal found 25/4C$ 336
Sun 2/68:50 p.m.YWG - BOS
2 stops16h 54mMultiple Airlines
Deal found 25/4C$ 351
Sun 2/65:00 a.m.YWG - BOS
1 stop12h 43mAir Canada
Deal found 25/4C$ 352
Sat 10/89:35 a.m.YWG - BOS
2 stops12h 17mWestJet
Deal found 25/4C$ 391

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 508,915 searches. Data last updated 27 April 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 492 - C$ 712

Route

Depart

Return

Price

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Thu 30/5

2 stops7h 52m

Boston Logan Intl

Mon 3/6

2 stops7h 47m

C$ 492

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Fri 24/5

2 stops7h 52m

Boston Logan Intl

Fri 31/5

2 stops10h 32m

C$ 493

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Wed 25/9

2 stops12h 27m

Boston Logan Intl

Tue 1/10

2 stops10h 37m

C$ 512

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Sat 20/7

1 stop7h 54m

Boston Logan Intl

Wed 24/7

1 stop6h 01m

C$ 520

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Tue 25/6

1 stop5h 24m

Boston Logan Intl

Sun 30/6

1 stop6h 01m

C$ 526

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Tue 25/6

1 stop7h 54m

Boston Logan Intl

Sun 30/6

1 stop6h 01m

C$ 527

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Fri 24/5

1 stop23h 36m

Boston Logan Intl

Fri 31/5

2 stops10h 32m

C$ 642

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Mon 15/7

1 stop8h 39m

Boston Logan Intl

Sun 21/7

1 stop10h 32m

C$ 673

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Wed 29/5

2 stops15h 38m

Boston Logan Intl

Sun 2/6

2 stops17h 36m

C$ 712

Flights are sorted by cheapest first

Deals found on 25/4

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 27 April 2024.
See what other customers who have flown with Delta, WestJet and Air Canada 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
10,966 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.4

Overall

8.1

Entertainment

8.0

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Delta
8.1
Very good
10,966 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.4

Overall

8.1

Entertainment

8.0

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

WestJet
7.5
Good
2,981 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.4

Overall

8.1

Entertainment

8.0

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Porter Airlines
7.4
Good
438 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.4

Overall

8.1

Entertainment

8.0

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

United Airlines
7.4
Good
11,228 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.4

Overall

8.1

Entertainment

8.0

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

Air Canada
7.0
Good
6,864 reviews
Delta
8.1
Very good
10,966 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.6

Food

7.4

Overall

8.1

Entertainment

8.0

Reviews

1 / 10

Terrible flight crew that skipped our row for service multiple times.

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$ 500 on Cheapflights?

    Yes, there are multiple flights from Winnipeg to Massachusetts for under C$ 500. The cheapest flight booked recently is on Porter Airlines for just C$ 492, but on average you can expect to pay C$ 549.

  • Are there last-minute flights available from Winnipeg to Massachusetts for under C$ 700?

    There are currently 9+ open flights from Winnipeg to Massachusetts within the next 7 days for less than C$ 700.

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

    C$ 275 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$ 295 and C$ 299, 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 26/4.

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 508,915 searches. Data last updated 27 April 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 325AverageC$ 607FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 334AverageC$ 601FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 396AverageC$ 645FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Porter AirlinesCheapestC$ 400AverageC$ 512FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
WestJetCheapestC$ 538AverageC$ 710FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Endeavor AirlinesCheapestC$ 750AverageC$ 954FlexibilityNo cancel feeOn-timeN/A
Search Endeavor Airlines flights
WestJet EncoreCheapestC$ 768AverageC$ 929FlexibilityNo 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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Prem Econ Class
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Fly with Cheapflights

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

Cheapflights helps you search for flights from Winnipeg to Massachusetts via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

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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