Cheap flights from Winnipeg (YWG) to Massachusetts from $174

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 5/26. 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
May 13 — May 201

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

Find a great deal and save up to 101% by booking at least 33 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Winnipeg to Massachusetts within the next two weeks, with the cheapest ticket starting at $578.

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

The best pricing can be found in the month of May. Prices to Massachusetts from Winnipeg average $507. You can even find prices in May for less than $507, as users have found deals to Massachusetts from as low as $207. The month of August appears to be one of the more expensive times to travel to Massachusetts from Winnipeg. Flying in the targeted month can save you up to 17%.

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 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 2,752,338 searches. Data last updated May 8, 2024.
Peruse some of the lowest-priced Porter Airlines flights we've found from Winnipeg to Massachusetts. Make sure to check back often as deals are often changing.
Tue 10/16:00 amYWG - BOS
2 stops12h 27mPorter Airlines
Sat 10/59:15 amBOS - YWG
2 stops9h 37mPorter Airlines
Deal found 5/7$309
Thu 6/2011:50 amYWG - BOS
1 stop5h 15mPorter Airlines
Mon 6/2411:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/7$328
Thu 6/611:50 amYWG - BOS
1 stop5h 15mPorter Airlines
Thu 6/138:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/7$332
Tue 10/16:00 amYWG - BOS
2 stops12h 27mPorter Airlines
Sat 10/51:20 pmBOS - YWG
1 stop5h 32mPorter Airlines
Deal found 5/7$333
Fri 9/276:00 amYWG - BOS
2 stops12h 27mPorter Airlines
Mon 9/308:15 amBOS - YWG
2 stops10h 37mPorter Airlines
Deal found 5/7$336
Thu 6/2011:50 amYWG - BOS
2 stops8h 27mPorter Airlines
Mon 6/248:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/7$337
Thu 6/611:50 amYWG - BOS
2 stops8h 27mPorter Airlines
Thu 6/138:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/7$352
Thu 5/3012:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Mon 6/311:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/7$362
Thu 5/306:00 amYWG - BOS
1 stop8h 07mPorter Airlines
Mon 6/38:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/7$374

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 2,752,338 searches. Data last updated May 8, 2024.
Browse through some of the cheapest Delta flights traveling from Winnipeg to Massachusetts. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Sat 7/2012:26 pmYWG - BOS
2 stops11h 56mDelta
Thu 7/255:20 amBOS - YWG
2 stops12h 17mDelta
Deal found 5/7$345
Thu 6/205:28 pmYWG - BOS
1 stop5h 31mDelta
Wed 6/268:30 amBOS - YWG
2 stops15h 59mDelta
Deal found 5/7$389
Mon 6/35:35 pmYWG - BOS
1 stop5h 14mDelta
Wed 6/57:20 amBOS - YWG
1 stop9h 05mDelta
Deal found 5/7$396
Thu 6/205:28 pmYWG - BOS
1 stop5h 31mDelta
Mon 6/247:25 amBOS - YWG
1 stop10h 12mDelta
Deal found 5/7$443
Fri 9/2712:18 pmYWG - BOS
1 stop8h 43mDelta
Mon 9/306:00 amBOS - YWG
1 stop10h 30mDelta
Deal found 5/7$457
Fri 9/2712:18 pmYWG - BOS
1 stop8h 43mDelta
Mon 9/3011:05 amBOS - YWG
2 stops13h 16mDelta
Deal found 5/7$465
Thu 5/3012:22 pmYWG - BOS
1 stop5h 48mDelta
Mon 6/36:05 amBOS - YWG
1 stop6h 26mDelta
Deal found 5/7$481
Mon 7/18:00 amYWG - BOS
1 stop10h 48mDelta
Thu 8/15:50 amBOS - YWG
1 stop10h 32mDelta
Deal found 5/7$496
Mon 7/112:26 pmYWG - BOS
2 stops19h 20mDelta
Thu 8/15:50 amBOS - YWG
1 stop10h 32mDelta
Deal found 5/7$499

Cheap Winnipeg to Massachusetts flights in May & June 2024

Find cheap flight options from Winnipeg to Massachusetts specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,752,338 searches. Prices were last updated on May 8, 2024.
Scroll through some of the best deals on flights from Winnipeg to Massachusetts in 2024. Check back regularly for other flight deals.
Thu 6/2011:50 amYWG - BOS
1 stop5h 15mPorter Airlines
Mon 6/2411:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/7$328
Thu 6/611:50 amYWG - BOS
1 stop5h 15mPorter Airlines
Thu 6/138:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/7$332
Thu 6/2011:50 amYWG - BOS
2 stops8h 27mPorter Airlines
Mon 6/248:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/7$337
Thu 6/611:50 amYWG - BOS
2 stops8h 27mPorter Airlines
Thu 6/138:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/7$352
Thu 5/3012:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Mon 6/311:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/7$362
Thu 5/306:00 amYWG - BOS
1 stop8h 07mPorter Airlines
Mon 6/38:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/7$374
Tue 6/2511:50 amYWG - BOS
1 stop5h 15mPorter Airlines
Sun 6/3011:40 amBOS - YWG
1 stop7h 27mPorter Airlines
Deal found 5/7$375
Mon 6/311:50 amYWG - BOS
2 stops8h 27mPorter Airlines
Wed 6/511:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/7$378
Thu 5/3012:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Mon 6/38:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/7$383

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 2,752,338 searches. Data last updated May 8, 2024.
Scroll through some of the best deals on flights from Winnipeg to Massachusetts in 2024. Check back regularly for other flight deals.
Tue 10/16:00 amYWG - BOS
2 stops12h 27mPorter Airlines
Sat 10/59:15 amBOS - YWG
2 stops9h 37mPorter Airlines
Deal found 5/7$309
Tue 10/14:15 pmYWG - BOS
1 stop12h 42mMultiple Airlines
Sat 10/56:00 amBOS - YWG
1 stop6h 00mMultiple Airlines
Deal found 5/7$327
Thu 6/2011:50 amYWG - BOS
1 stop5h 15mPorter Airlines
Mon 6/2411:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/7$328
Thu 6/611:50 amYWG - BOS
1 stop5h 15mPorter Airlines
Thu 6/138:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/7$332
Tue 10/16:00 amYWG - BOS
2 stops12h 27mPorter Airlines
Sat 10/51:20 pmBOS - YWG
1 stop5h 32mPorter Airlines
Deal found 5/7$333
Fri 9/276:00 amYWG - BOS
2 stops12h 27mPorter Airlines
Mon 9/308:15 amBOS - YWG
2 stops10h 37mPorter Airlines
Deal found 5/7$336
Thu 6/2011:50 amYWG - BOS
2 stops8h 27mPorter Airlines
Mon 6/248:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/7$337
Sat 7/2012:26 pmYWG - BOS
2 stops11h 56mDelta
Thu 7/255:20 amBOS - YWG
2 stops12h 17mDelta
Deal found 5/7$345
Thu 6/611:50 amYWG - BOS
2 stops8h 27mPorter Airlines
Thu 6/138:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/7$352

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 2,752,338 searches. Data last updated May 8, 2024.
Have a look at some of the flights available from Winnipeg to Massachusetts departing last-minute. Users should be sure to double check the price, date, and time of their last-minute flight.
Mon 5/132:00 pmYWG - BOS
1 stop7h 38mAir Canada
Tue 5/1410:20 amBOS - YWG
1 stop14h 50mAir Canada
Deal found 5/6$440
Mon 5/132:00 pmYWG - BOS
1 stop7h 38mAir Canada
Tue 5/146:00 amBOS - YWG
2 stops11h 00mAir Canada
Deal found 5/6$466
Mon 5/139:50 amYWG - BOS
2 stops10h 38mAir Canada
Tue 5/146:00 amBOS - YWG
2 stops11h 00mAir Canada
Deal found 5/6$790
Thu 5/96:55 amYWG - BOS
1 stop6h 20mDelta
Thu 5/169:05 amBOS - YWG
2 stops13h 07mDelta
Deal found 5/7$798
Thu 5/98:15 amYWG - BOS
1 stop8h 06mAir Canada
Thu 5/166:00 amBOS - YWG
1 stop6h 04mAir Canada
Deal found 5/7$833

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 2,752,338 searches. Data last updated May 8, 2024.
Take a look at some of the one-way flights we've detected from Winnipeg to Massachusetts. Users in need of a round-trip flight from Winnipeg to Massachusetts instead should update the search form at the top of page.
Sun 5/2612:25 pmYWG - BOS
1 stop5h 05mPorter Airlines
Deal found 5/7$174
Sun 5/268:15 amYWG - BOS
1 stop8h 06mAir Canada
Deal found 5/8$181
Sun 5/2612:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Deal found 5/7$190
Sat 6/112:22 pmYWG - BOS
1 stop6h 30mDelta
Deal found 5/7$191
Sun 5/267:30 amYWG - BOS
2 stops8h 51mAir Canada
Deal found 5/8$192
Sat 8/176:00 amYWG - BOS
2 stops11h 52mPorter Airlines
Deal found 5/7$248

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 2,752,338 searches. Data last updated May 8, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$309 - $529

Route

Depart

Return

Price

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Tue 10/1

2 stops12h 27m

Boston Logan Intl

Sat 10/5

2 stops9h 37m

$309

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Tue 10/1

1 stop12h 42m

Boston Logan Intl

Sat 10/5

1 stop6h 00m

$327

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Thu 6/20

1 stop5h 15m

Boston Logan Intl

Mon 6/24

2 stops7h 47m

$328

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Thu 6/6

1 stop5h 15m

Boston Logan Intl

Thu 6/13

2 stops10h 52m

$332

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Tue 10/1

2 stops12h 27m

Boston Logan Intl

Sat 10/5

1 stop5h 32m

$333

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Sat 7/20

2 stops11h 56m

Boston Logan Intl

Thu 7/25

2 stops12h 17m

$345

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Wed 9/4

2 stops8h 37m

Boston Logan Intl

Mon 9/9

1 stop14h 14m

$369

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Thu 6/20

1 stop5h 31m

Boston Logan Intl

Wed 6/26

2 stops15h 59m

$389

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Sat 7/20

2 stops13h 36m

Boston Logan Intl

Thu 7/25

1 stop27h 30m

$529

Flights are sorted by cheapest first

Deals found on 5/7

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 May 8, 2024.
Read reviews from past customers who have flown Porter Airlines, Delta and Air Canada from Winnipeg to Massachusetts. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
10,789 reviews

Food

7.4

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

8.1
Very good
10,789 reviews
8.1
Very good
10,789 reviews

Food

7.4

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

7.6
Good
2,945 reviews
8.1
Very good
10,789 reviews

Food

7.4

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

7.4
Good
423 reviews
8.1
Very good
10,789 reviews

Food

7.4

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

7.0
Good
6,918 reviews
8.1
Very good
10,789 reviews

Food

7.4

Boarding

8.2

Crew

8.6

Comfort

7.9

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

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?

    For a flight from Winnipeg to Massachusetts, you will be flying from Winnipeg. Winnipeg (YWG) is just 4.6 mi from the center of the city.

  • Can I find flights from Winnipeg to Massachusetts for under $400 on Cheapflights?

    Yes, there are multiple flights from Winnipeg to Massachusetts for under $400. The cheapest flight booked recently is on Porter Airlines for just $309, but on average you can expect to pay $359.

  • Are there last-minute flights available from Winnipeg to Massachusetts for under $500?

    There are currently 5+ open flights from Winnipeg to Massachusetts within the next 7 days for less than $500.

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

    $174 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 $181 and $191, respectively.

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

  • What does YWG to BOS mean?

    This is defined as Winnipeg Airport (YWG) and Boston Logan Intl Airport (BOS). Codes like Boston Logan Intl Airport are often used to just call airports uniquely. Ready for more IATA code knowledge? These are related airports for your current travel destination: Nantucket Memorial Airport (ACK), Worcester Airport (ORH), West Tisbury Martha's Vineyard Airport (MVY), Hyannis Barnstable Airport (HYA), Provincetown Airport (PVC).

  • 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 5/7.

See more FAQs

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Alternative routes for Winnipeg to Massachusetts
See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Winnipeg to Massachusetts

Discover the top 4 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 2,752,338 searches. Data last updated May 8, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$321Average$455FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapest$380Average$518FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapest$407Average$579FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapest$440Average$495FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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.

Fly with Cheapflights

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

Cheapflights makes it easy to find Winnipeg to Massachusetts flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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?

Yes, we can. To see specific flights from Winnipeg to Massachusetts with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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

Yes! Start tracking prices for Winnipeg to Massachusetts flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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