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Cheap flights from Massachusetts to Winnipeg from C$ 290

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 3/6. 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.
BOS — YWG
13 May — 20 May1
1 adult
Mon 13/5
Mon 20/5

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

Users have found that booking a flight from Massachusetts to Winnipeg at least 56 days early can save you up to 105% on average compared to booking a flight this week. If booking 56 days before your flight isn’t an option for you, users have found flights from Massachusetts to Winnipeg for as little as C$ 612 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as C$ 1,649 for flights departing within the next 3 days.

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

The best pricing can be found in the month of January. Prices to Winnipeg from Massachusetts average C$ 791. You can even find prices in January for less than C$ 791, as users have found deals to Winnipeg from as low as C$ 446. The month of September appears to be one of the more expensive times to travel to Winnipeg from Massachusetts. Flying in the targeted month can save you up to 15%.

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

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

Cheap Porter Airlines flights from Massachusetts to Winnipeg

Explore cheap flight options specifically provided by Porter Airlines for the route between Massachusetts and Winnipeg. 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 441,849 searches. Data last updated 8 May 2024.
Peruse some of the lowest-priced Porter Airlines flights we've found from Massachusetts to Winnipeg. Make sure to check back often as deals are often changing.
Fri 27/98:15 a.m.BOS - YWG
2 stops10h 37mPorter Airlines
Mon 30/96:00 a.m.YWG - BOS
2 stops12h 27mPorter Airlines
Deal found 6/5C$ 471
Sat 28/91:20 p.m.BOS - YWG
1 stop5h 32mPorter Airlines
Mon 30/96:00 a.m.YWG - BOS
2 stops12h 27mPorter Airlines
Deal found 6/5C$ 531
Thu 23/58:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Sun 26/512:25 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Deal found 7/5C$ 535
Tue 11/68:15 a.m.BOS - YWG
2 stops10h 52mPorter Airlines
Wed 12/611:50 a.m.YWG - BOS
2 stops8h 27mPorter Airlines
Deal found 6/5C$ 549
Thu 6/611:20 a.m.BOS - YWG
2 stops7h 47mPorter Airlines
Sun 16/611:50 a.m.YWG - BOS
1 stop5h 40mPorter Airlines
Deal found 8/5C$ 551
Thu 6/68:15 a.m.BOS - YWG
2 stops10h 52mPorter Airlines
Sun 16/611:50 a.m.YWG - BOS
2 stops8h 27mPorter Airlines
Deal found 8/5C$ 552
Thu 23/58:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Sun 26/512:25 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Deal found 8/5C$ 571
Tue 11/611:20 a.m.BOS - YWG
2 stops7h 47mPorter Airlines
Wed 12/611:50 a.m.YWG - BOS
1 stop5h 15mPorter Airlines
Deal found 7/5C$ 582
Thu 23/58:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Sun 26/512:25 p.m.YWG - BOS
2 stops7h 52mPorter Airlines
Deal found 7/5C$ 583

Cheap Air Canada flights from Massachusetts to Winnipeg

Explore cheap flight options specifically provided by Air Canada for the route between Massachusetts and Winnipeg. 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 441,849 searches. Data last updated 8 May 2024.
Some of the best deals we've found on Air Canada flights travelling from Massachusetts to Winnipeg. Deals are refreshing constantly so come back soon for more options.
Tue 1/106:00 a.m.BOS - YWG
1 stop6h 00mAir Canada
Wed 9/108:15 a.m.YWG - BOS
1 stop5h 22mAir Canada
Deal found 7/5C$ 529
Tue 1/106:00 a.m.BOS - YWG
1 stop6h 00mAir Canada
Wed 9/105:00 a.m.YWG - BOS
2 stops8h 37mAir Canada
Deal found 7/5C$ 537
Sat 28/96:00 a.m.BOS - YWG
1 stop6h 00mAir Canada
Mon 30/96:40 p.m.YWG - BOS
1 stop13h 49mAir Canada
Deal found 6/5C$ 560
Thu 6/66:05 a.m.BOS - YWG
1 stop6h 20mAir Canada
Sun 16/65:00 a.m.YWG - BOS
1 stop12h 43mAir Canada
Deal found 8/5C$ 567
Tue 11/66:05 a.m.BOS - YWG
1 stop6h 20mAir Canada
Wed 12/67:30 a.m.YWG - BOS
1 stop6h 38mAir Canada
Deal found 6/5C$ 568
Tue 11/67:40 p.m.BOS - YWG
1 stop14h 15mAir Canada
Wed 12/612:20 p.m.YWG - BOS
1 stop5h 23mAir Canada
Deal found 7/5C$ 600
Tue 1/106:00 a.m.BOS - YWG
1 stop6h 00mAir Canada
Wed 9/108:15 a.m.YWG - BOS
1 stop8h 12mAir Canada
Deal found 8/5C$ 682
Thu 23/56:00 a.m.BOS - YWG
1 stop6h 04mAir Canada
Sun 26/58:15 a.m.YWG - BOS
1 stop5h 23mAir Canada
Deal found 7/5C$ 686
Thu 20/66:05 a.m.BOS - YWG
1 stop6h 17mAir Canada
Sat 29/66:40 p.m.YWG - BOS
1 stop13h 49mAir Canada
Deal found 7/5C$ 733

Cheap Massachusetts to Winnipeg flights in May & June 2024

Find cheap flight options from Massachusetts to Winnipeg specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 441,849 searches. Prices were last updated on 8 May 2024.
These are some of the best deals we've found on flights to Winnipeg in 2024 at this time. If these deals don't appeal to you, be sure to come back soon for more options.
Sat 1/61:20 p.m.BOS - YWG
1 stop5h 47mMultiple Airlines
Fri 7/68:00 a.m.YWG - BOS
2 stops26h 01mMultiple Airlines
Deal found 7/5C$ 488
Sat 1/61:20 p.m.BOS - YWG
1 stop5h 47mMultiple Airlines
Fri 7/68:50 p.m.YWG - BOS
3 stops26h 25mMultiple Airlines
Deal found 7/5C$ 500
Thu 23/58:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Sun 26/512:25 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Deal found 7/5C$ 535
Tue 11/68:15 a.m.BOS - YWG
2 stops10h 52mPorter Airlines
Wed 12/611:50 a.m.YWG - BOS
2 stops8h 27mPorter Airlines
Deal found 7/5C$ 549
Thu 6/611:20 a.m.BOS - YWG
2 stops7h 47mPorter Airlines
Sun 16/611:50 a.m.YWG - BOS
1 stop5h 40mPorter Airlines
Deal found 8/5C$ 551
Thu 6/68:15 a.m.BOS - YWG
2 stops10h 52mPorter Airlines
Sun 16/611:50 a.m.YWG - BOS
2 stops8h 27mPorter Airlines
Deal found 8/5C$ 552
Sat 1/61:20 p.m.BOS - YWG
1 stop5h 47mMultiple Airlines
Fri 7/610:00 a.m.YWG - BOS
1 stop8h 27mMultiple Airlines
Deal found 7/5C$ 561
Thu 6/66:05 a.m.BOS - YWG
1 stop6h 20mAir Canada
Sun 16/65:00 a.m.YWG - BOS
1 stop12h 43mAir Canada
Deal found 8/5C$ 567
Tue 11/66:05 a.m.BOS - YWG
1 stop6h 20mAir Canada
Wed 12/67:30 a.m.YWG - BOS
1 stop6h 38mAir Canada
Deal found 6/5C$ 568

Massachusetts to Winnipeg 2024 flight deals

Discover exclusive flight deals for travel between Massachusetts and Winnipeg in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 441,849 searches. Data last updated 8 May 2024.
These are some of the best deals we've found on flights to Winnipeg in 2024 at this time. If these deals don't appeal to you, be sure to come back soon for more options.
Fri 27/98:15 a.m.BOS - YWG
2 stops10h 37mPorter Airlines
Mon 30/96:00 a.m.YWG - BOS
2 stops12h 27mPorter Airlines
Deal found 6/5C$ 471
Sat 1/61:20 p.m.BOS - YWG
1 stop5h 47mMultiple Airlines
Fri 7/68:00 a.m.YWG - BOS
2 stops26h 01mMultiple Airlines
Deal found 7/5C$ 488
Sat 1/61:20 p.m.BOS - YWG
1 stop5h 47mMultiple Airlines
Fri 7/68:50 p.m.YWG - BOS
3 stops26h 25mMultiple Airlines
Deal found 7/5C$ 500
Tue 1/106:00 a.m.BOS - YWG
1 stop6h 00mAir Canada
Wed 9/108:15 a.m.YWG - BOS
1 stop5h 22mAir Canada
Deal found 7/5C$ 529
Sat 28/91:20 p.m.BOS - YWG
1 stop5h 32mPorter Airlines
Mon 30/96:00 a.m.YWG - BOS
2 stops12h 27mPorter Airlines
Deal found 6/5C$ 531
Thu 23/58:15 a.m.BOS - YWG
2 stops10h 32mPorter Airlines
Sun 26/512:25 p.m.YWG - BOS
1 stop5h 05mPorter Airlines
Deal found 7/5C$ 535
Tue 1/106:00 a.m.BOS - YWG
1 stop6h 00mAir Canada
Wed 9/105:00 a.m.YWG - BOS
2 stops8h 37mAir Canada
Deal found 7/5C$ 537
Tue 11/68:15 a.m.BOS - YWG
2 stops10h 52mPorter Airlines
Wed 12/611:50 a.m.YWG - BOS
2 stops8h 27mPorter Airlines
Deal found 7/5C$ 549
Thu 6/611:20 a.m.BOS - YWG
2 stops7h 47mPorter Airlines
Sun 16/611:50 a.m.YWG - BOS
1 stop5h 40mPorter Airlines
Deal found 8/5C$ 551

One-way flights to Winnipeg from Massachusetts

Search for one-way flight options from Massachusetts to Winnipeg. 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 441,849 searches. Data last updated 8 May 2024.
Users travelling one-way from Massachusetts to Winnipeg can select one of these great deals. Users in need of a round-trip flight from Massachusetts to Winnipeg instead should update the search form at the top of page.
Mon 3/69:45 a.m.BOS - YWG
2 stops13h 40mPorter Airlines
Deal found 7/5C$ 290
Mon 3/66:50 p.m.BOS - YWG
1 stop17h 05mPorter Airlines
Deal found 7/5C$ 293
Mon 3/68:59 p.m.BOS - YWG
3 stops26h 26mMultiple Airlines
Deal found 7/5C$ 331

Find flights from Massachusetts to Winnipeg within your budget

Customize your flight search to find flights from Massachusetts to Winnipeg 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 441,849 searches. Data last updated 8 May 2024.

Fly from

Any airport

Fly to

Any airport

Budget

C$ 471 - C$ 919

Route

Depart

Return

Price

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 27/9

2 stops10h 37m

Winnipeg

Mon 30/9

2 stops12h 27m

C$ 471

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 1/6

1 stop5h 47m

Winnipeg

Fri 7/6

2 stops26h 01m

C$ 488

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 1/6

1 stop5h 47m

Winnipeg

Fri 7/6

3 stops26h 25m

C$ 500

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 1/10

1 stop6h 00m

Winnipeg

Wed 9/10

1 stop5h 22m

C$ 529

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 28/9

1 stop5h 32m

Winnipeg

Mon 30/9

2 stops12h 27m

C$ 531

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 23/5

2 stops10h 32m

Winnipeg

Sun 26/5

1 stop5h 05m

C$ 535

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 1/10

1 stop6h 00m

Winnipeg

Wed 9/10

2 stops8h 37m

C$ 537

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 2/6

1 stop9h 31m

Winnipeg

Thu 6/6

1 stop5h 14m

C$ 585

Boston Logan IntlWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 6/6

1 stop7h 55m

Winnipeg

Sun 16/6

1 stop8h 04m

C$ 919

Flights are sorted by cheapest first

Deals found on 6/5

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

Reviews of airlines servicing Winnipeg

Get insights into the airlines that provide service to Winnipeg. 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 Winnipeg. Reviews last updated 8 May 2024.
To help decide which airline to fly from Massachusetts to Winnipeg, see what other customers have to say about Porter Airlines, Air Canada and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,789 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Delta
8.1
Very good
10,789 reviews
Delta
8.1
Very good
10,789 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

WestJet
7.6
Good
2,945 reviews
Delta
8.1
Very good
10,789 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Porter Airlines
7.4
Good
423 reviews
Delta
8.1
Very good
10,789 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Air Canada
7.0
Good
6,918 reviews
Delta
8.1
Very good
10,789 reviews
Check prices

Crew

8.6

Entertainment

8.0

Food

7.4

Comfort

7.9

Boarding

8.2

Overall

8.1

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Related info for your journey

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

    If you book a flight to Winnipeg from Massachusetts, you will be flying to Winnipeg, which is the city’s only airport. Winnipeg (YWG) is located 7.3 km from the centre of Winnipeg.

  • Can I find flights from Massachusetts to Winnipeg for under C$ 500 on Cheapflights?

    Yes, there are multiple flights from Massachusetts to Winnipeg for under C$ 500. The cheapest flight booked recently is on Porter Airlines for just C$ 471, but on average you can expect to pay C$ 549.

  • What does BOS to YWG mean?

    Great question - BOS to YWG just means Boston Logan Intl Airport to Winnipeg Airport. Now you’ll know what these unique codes when you look for flights! This flight route has multiple associated airports, so we think it might be helpful to learn the name and codes of them as well. They are 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 Massachusetts to Winnipeg that include extra baggage allowance?

    The amount of baggage you can bring on your Massachusetts to Winnipeg 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 Massachusetts to Winnipeg with specific airlines?

    Yes, Cheapflights allows you to browse and filter Massachusetts to Winnipeg 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 Massachusetts to Winnipeg that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Massachusetts to Winnipeg 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 Massachusetts to Winnipeg that allow pets onboard?

    Many airlines flying from Massachusetts to Winnipeg 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 Massachusetts to Winnipeg?

    Yes, you can often find last-minute deals on Massachusetts to Winnipeg 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 Massachusetts to Winnipeg flight deals updated?

    The Massachusetts to Winnipeg flight deals you see on this page were last updated on 8/5.

See more FAQs

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Top airline flying from Massachusetts to Winnipeg

Discover the top airline that operate flights from Massachusetts to Winnipeg. 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 441,849 searches. Data last updated 8 May 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 506AverageC$ 702FlexibilityNo cancel feeOn-time67%
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Search flights from Massachusetts to Winnipeg by cabin class

Find flights from Massachusetts to Winnipeg, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

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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 Massachusetts to Winnipeg?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Massachusetts to Winnipeg. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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

Cheapflights simply makes it quick and affordable to book flights from Massachusetts to Winnipeg by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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

Need flexible booking options for your flight to Winnipeg from Massachusetts? 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 Massachusetts to Winnipeg become cheaper?

Of course! You can now track prices for flights from Massachusetts to Winnipeg and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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