Cheap flights from Winnipeg (YWG) to Massachusetts from $215

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 24 — May 311

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 $506. You can even find prices in May for less than $506, as users have found deals to Massachusetts from as low as $209. 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 14%.

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 2,634,509 searches. Data last updated May 19, 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.
Thu 5/3012:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Sat 6/11:20 pmBOS - YWG
1 stop5h 47mPorter Airlines
Deal found 5/18$350
Thu 5/3012:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Sat 6/19:15 amBOS - YWG
2 stops9h 52mPorter Airlines
Deal found 5/18$354
Wed 10/166:00 amYWG - BOS
2 stops12h 27mPorter Airlines
Mon 10/2111:05 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/19$356
Sun 5/2612:25 pmYWG - BOS
1 stop5h 05mPorter Airlines
Fri 6/78:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/19$359
Sun 5/2612:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Fri 6/711:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/19$368
Mon 6/311:50 amYWG - BOS
1 stop5h 15mPorter Airlines
Wed 6/511:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/18$388
Mon 6/311:50 amYWG - BOS
2 stops8h 27mPorter Airlines
Wed 6/511:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/18$392
Mon 6/1011:50 amYWG - BOS
2 stops8h 27mPorter Airlines
Mon 6/178:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/19$398
Tue 6/2511:50 amYWG - BOS
2 stops8h 27mPorter Airlines
Sun 6/3011:40 amBOS - YWG
1 stop7h 27mPorter Airlines
Deal found 5/18$403

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 2,634,509 searches. Data last updated May 19, 2024.
Browse through some of the cheapest Air Canada 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.
Tue 7/169:50 amYWG - BOS
1 stop7h 54mAir Canada
Mon 7/226:00 amBOS - YWG
1 stop6h 01mAir Canada
Deal found 5/18$390
Sun 5/268:15 amYWG - BOS
1 stop8h 06mAir Canada
Fri 6/76:05 amBOS - YWG
1 stop12h 50mAir Canada
Deal found 5/19$409
Sat 9/72:24 pmYWG - ALB
1 stop6h 20mAir Canada
Wed 9/116:25 amALB - YWG
1 stop10h 06mAir Canada
Deal found 5/17$709

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 2,634,509 searches. Prices were last updated on May 19, 2024.
Scroll through some of the best deals on flights from Winnipeg to Massachusetts in 2024. Check back regularly for other flight deals.
Thu 5/3012:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Sat 6/11:20 pmBOS - YWG
1 stop5h 47mPorter Airlines
Deal found 5/18$350
Thu 5/3012:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Sat 6/19:15 amBOS - YWG
2 stops9h 52mPorter Airlines
Deal found 5/18$354
Sun 5/2612:25 pmYWG - BOS
1 stop5h 05mPorter Airlines
Fri 6/78:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/19$359
Sun 5/2612:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Fri 6/711:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/19$368
Mon 6/311:50 amYWG - BOS
1 stop5h 15mPorter Airlines
Wed 6/511:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/18$388
Tue 6/259:50 amYWG - BOS
1 stop7h 54mAir Canada
Sun 6/306:00 amBOS - YWG
1 stop6h 01mAir Canada
Deal found 5/18$390
Mon 6/311:50 amYWG - BOS
2 stops8h 27mPorter Airlines
Wed 6/511:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/18$392
Mon 6/1011:50 amYWG - BOS
2 stops8h 27mPorter Airlines
Mon 6/178:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/19$398
Tue 6/2511:50 amYWG - BOS
2 stops8h 27mPorter Airlines
Sun 6/3011:40 amBOS - YWG
1 stop7h 27mPorter Airlines
Deal found 5/18$403

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 2,634,509 searches. Data last updated May 19, 2024.
Scroll through some of the best deals on flights from Winnipeg to Massachusetts in 2024. Check back regularly for other flight deals.
Thu 5/3012:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Sat 6/11:20 pmBOS - YWG
1 stop5h 47mPorter Airlines
Deal found 5/18$350
Thu 5/3012:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Sat 6/19:15 amBOS - YWG
2 stops9h 52mPorter Airlines
Deal found 5/18$354
Wed 10/166:00 amYWG - BOS
2 stops12h 27mPorter Airlines
Mon 10/2111:05 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/19$356
Sun 5/2612:25 pmYWG - BOS
1 stop5h 05mPorter Airlines
Fri 6/78:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/19$359
Sun 5/2612:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Fri 6/711:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/19$368
Mon 6/311:50 amYWG - BOS
1 stop5h 15mPorter Airlines
Wed 6/511:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/18$388
Tue 7/169:50 amYWG - BOS
1 stop7h 54mAir Canada
Mon 7/226:00 amBOS - YWG
1 stop6h 01mAir Canada
Deal found 5/18$390
Mon 6/311:50 amYWG - BOS
2 stops8h 27mPorter Airlines
Wed 6/511:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/18$392
Mon 6/1011:50 amYWG - BOS
2 stops8h 27mPorter Airlines
Mon 6/178:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/19$398

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 2,634,509 searches. Data last updated May 19, 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.
Sun 5/2612:25 pmYWG - BOS
1 stop5h 05mPorter Airlines
Fri 6/78:15 amBOS - YWG
2 stops10h 52mPorter Airlines
Deal found 5/19$359
Sun 5/2612:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Fri 6/711:20 amBOS - YWG
2 stops7h 47mPorter Airlines
Deal found 5/19$368
Sun 5/268:15 amYWG - BOS
1 stop8h 06mAir Canada
Fri 6/76:05 amBOS - YWG
1 stop12h 50mAir Canada
Deal found 5/19$409
Sun 5/2612:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Fri 6/78:15 pmBOS - YWG
3 stops22h 52mPorter Airlines
Deal found 5/19$512
Wed 5/2912:22 pmYWG - BOS
1 stop5h 48mDelta
Fri 5/318:14 amBOS - YWG
1 stop9h 31mDelta
Deal found 5/18$636
Wed 5/2912:22 pmYWG - BOS
1 stop5h 48mDelta
Fri 5/315:35 amBOS - YWG
2 stops12h 10mDelta
Deal found 5/18$689
Wed 5/2912:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Fri 5/318:15 amBOS - YWG
2 stops10h 32mPorter Airlines
Deal found 5/18$949

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 2,634,509 searches. Data last updated May 19, 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 5/18$215
Sun 5/2612:25 pmYWG - BOS
2 stops7h 52mPorter Airlines
Deal found 5/18$221
Sat 6/17:30 amYWG - BOS
1 stop6h 38mAir Canada
Deal found 5/18$222
Sat 8/177:30 amYWG - BOS
2 stops8h 58mAir Canada
Deal found 5/18$223
Mon 9/96:00 amYWG - BOS
2 stops12h 27mPorter Airlines
Deal found 5/18$229
Sat 8/106:55 amYWG - BOS
2 stops9h 54mDelta
Deal found 5/18$259
Sat 8/106:05 pmYWG - BOS
3 stops19h 44mMultiple Airlines
Deal found 5/18$288

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 2,634,509 searches. Data last updated May 19, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$350 - $514

Route

Depart

Return

Price

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Thu 5/30

2 stops7h 52m

Boston Logan Intl

Sat 6/1

1 stop5h 47m

$350

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Thu 5/30

2 stops7h 52m

Boston Logan Intl

Sat 6/1

2 stops9h 52m

$354

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Wed 10/16

2 stops12h 27m

Boston Logan Intl

Mon 10/21

2 stops7h 47m

$356

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Mon 6/3

1 stop5h 15m

Boston Logan Intl

Wed 6/5

2 stops7h 47m

$388

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Tue 7/16

1 stop7h 54m

Boston Logan Intl

Mon 7/22

1 stop6h 01m

$390

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Mon 6/3

1 stop5h 48m

Boston Logan Intl

Wed 6/5

1 stop9h 03m

$444

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Thu 5/30

3 stops26h 48m

Boston Logan Intl

Sat 6/1

2 stops9h 52m

$478

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Thu 5/30

1 stop9h 22m

Boston Logan Intl

Mon 6/3

1 stop9h 03m

$496

WinnipegBoston Logan Intl

YWG - BOS

YWGBOS

Winnipeg

Thu 5/30

1 stop10h 02m

Boston Logan Intl

Sat 6/1

1 stop10h 29m

$514

Flights are sorted by cheapest first

Deals found on 5/18

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 19, 2024.
Read reviews from past customers who have flown Porter Airlines, Air Canada and Delta 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.
8.0
Very good
10,647 reviews

Crew

8.6

Food

7.4

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Overall

8.0

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.

8.0
Very good
10,647 reviews
8.0
Very good
10,647 reviews

Crew

8.6

Food

7.4

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Overall

8.0

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
413 reviews
8.0
Very good
10,647 reviews

Crew

8.6

Food

7.4

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Overall

8.0

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
10,900 reviews
8.0
Very good
10,647 reviews

Crew

8.6

Food

7.4

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Overall

8.0

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
6,946 reviews
8.0
Very good
10,647 reviews

Crew

8.6

Food

7.4

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Overall

8.0

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 $350, but on average you can expect to pay $451.

  • Are there last-minute flights available from Winnipeg to Massachusetts for under $400?

    There are currently 7+ open flights from Winnipeg to Massachusetts within the next 7 days for less than $400.

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

    $215 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 $222 and $259, respectively.

  • What are the most popular routes from Winnipeg to Massachusetts?

  • 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 5/19.

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 2,634,509 searches. Data last updated May 19, 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$405Average$563FlexibilityNo 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

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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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