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Cheap flights from Massachusetts to Winnipeg from C$ 144

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 14/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — YWG
9 Feb — 16 Feb1
1 adult

Cheap flight deals from Massachusetts to Winnipeg

Discover tips and strategies to find the most affordable flight options for your journey from Massachusetts (USMA) to Winnipeg (YWG). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 4 February 2025.

Round-trip from

C$ 334

One-way from

C$ 144

Popular in

March

Cheapest in

October

Average price

C$ 838
18/3-25/3
  • 18/3-25/3
  • 2 total stops
  • 28h 17m total
  • Massachusetts to Winnipeg
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14/5
  • 14/5
  • 1 total stop
  • 11h 28m total
  • Massachusetts to Winnipeg
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Highest demand for flights based on searches. 13% potential increase in price (C$ 166 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 20 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Find flight deals from Massachusetts to Winnipeg

Cheapest flights from Massachusetts to Winnipeg
Explore the most affordable flight options available from Massachusetts to Winnipeg. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 4 February 2025.

Tue 18/38:35 p.m.BOS - YWG
1 stop19h 33mMultiple Airlines
Tue 25/37:30 a.m.YWG - BOS
1 stop8h 44mMultiple Airlines
Deal found 4/2C$ 334
Thu 6/311:36 a.m.BDL - YWG
2 stops24h 09mMultiple Airlines
Wed 12/37:30 a.m.YWG - BDL
2 stops26h 11mMultiple Airlines
Deal found 4/2C$ 416
Sat 26/410:50 a.m.BOS - YWG
1 stop6h 32mAir Canada
Tue 29/47:45 a.m.YWG - BOS
1 stop6h 12mAir Canada
Deal found 4/2C$ 474
Tue 4/35:35 a.m.BOS - YWG
1 stop7h 16mDelta
Sun 9/312:53 p.m.YWG - BOS
1 stop9h 57mDelta
Deal found 4/2C$ 495
Tue 16/97:30 a.m.BOS - YWG
2 stops8h 54mUnited Airlines
Sun 21/95:00 a.m.YWG - BOS
1 stop5h 29mUnited Airlines
Deal found 3/2C$ 541
Sun 17/89:42 a.m.ALB - YWG
2 stops25h 01mMultiple Airlines
Sat 23/811:45 a.m.YWG - ALB
2 stops20h 37mMultiple Airlines
Deal found 4/2C$ 996
Thu 6/36:00 a.m.BDL - YWG
1 stop6h 51mDelta
Wed 12/36:50 a.m.YWG - BDL
1 stop6h 23mDelta
Deal found 4/2C$ 1,018
Sat 1/34:30 p.m.ALB - YWG
2 stops16h 58mAir Canada
Fri 7/32:15 p.m.YWG - ALB
1 stop5h 59mAir Canada
Deal found 4/2C$ 1,018
Sat 1/312:40 p.m.ALB - YWG
2 stops11h 58mDelta
Fri 7/312:45 p.m.YWG - ALB
2 stops8h 37mDelta
Deal found 4/2C$ 1,040
Thu 6/37:45 p.m.BDL - YWG
2 stops20h 43mUnited Airlines
Wed 12/37:30 a.m.YWG - BDL
2 stops15h 26mUnited Airlines
Deal found 4/2C$ 1,087
Sun 17/86:15 a.m.ALB - YWG
2 stops10h 58mUnited Airlines
Sat 23/87:00 a.m.YWG - ALB
1 stop13h 02mUnited Airlines
Deal found 4/2C$ 1,264
Thu 6/36:00 a.m.BDL - YWG
1 stop6h 51mWestJet
Wed 12/35:43 p.m.YWG - BDL
1 stop4h 46mWestJet
Deal found 4/2C$ 1,279

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 629,999 searches. Data last updated 4 February 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 18/3

8:35 p.m.-3:08 p.m.

1 stop19h 33m

Winnipeg

Tue 25/3

7:30 a.m.-5:14 p.m.

1 stop8h 44m

C$ 334

HartfordWinnipeg

BDL - YWG

BDLYWG

Hartford Bradley Intl

Thu 6/3

11:36 a.m.-10:45 a.m.

2 stops24h 09m

Winnipeg

Wed 12/3

7:30 a.m.-10:41 a.m.

2 stops26h 11m

C$ 416

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 26/4

10:50 a.m.-4:22 p.m.

1 stop6h 32m

Winnipeg

Tue 29/4

7:45 a.m.-2:57 p.m.

1 stop6h 12m

C$ 474

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 4/3

5:35 a.m.-11:51 a.m.

1 stop7h 16m

Winnipeg

Sun 9/3

12:53 p.m.-11:50 p.m.

1 stop9h 57m

C$ 495

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 15/6

6:00 a.m.-4:12 p.m.

2 stops11h 12m

Winnipeg

Sat 5/7

7:00 a.m.-11:17 p.m.

2 stops15h 17m

C$ 544

HartfordWinnipeg

BDL - YWG

BDLYWG

Hartford Bradley Intl

Thu 6/3

6:00 a.m.-11:51 a.m.

1 stop6h 51m

Winnipeg

Wed 12/3

6:50 a.m.-2:13 p.m.

1 stop6h 23m

C$ 1,018

AlbanyWinnipeg

ALB - YWG

ALBYWG

Albany Intl

Sat 1/3

4:30 p.m.-8:28 a.m.

2 stops16h 58m

Winnipeg

Fri 7/3

2:15 p.m.-9:14 p.m.

1 stop5h 59m

C$ 1,018

AlbanyWinnipeg

ALB - YWG

ALBYWG

Albany Intl

Sat 1/3

12:40 p.m.-11:38 p.m.

2 stops11h 58m

Winnipeg

Fri 7/3

12:45 p.m.-10:22 p.m.

2 stops8h 37m

C$ 1,040

HartfordWinnipeg

BDL - YWG

BDLYWG

Hartford Bradley Intl

Thu 6/3

7:45 p.m.-3:28 p.m.

2 stops20h 43m

Winnipeg

Wed 12/3

7:30 a.m.-11:56 p.m.

2 stops15h 26m

C$ 1,087

HartfordWinnipeg

BDL - YWG

BDLYWG

Hartford Bradley Intl

Thu 6/3

6:00 a.m.-11:51 a.m.

1 stop6h 51m

Winnipeg

Wed 12/3

5:43 p.m.-11:29 p.m.

1 stop4h 46m

C$ 1,279

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 16 results
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2

Best time to book a flight from Massachusetts to Winnipeg

Have a flexible travel schedule? Discover the best time to fly to Winnipeg from Massachusetts with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Massachusetts to Winnipeg

Get recent, data-driven insights about flights from Massachusetts to Winnipeg including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Massachusetts to Winnipeg?

Currently, January is the cheapest month in which you can book a flight from Massachusetts to Winnipeg (average of C$ 124). Flying from Massachusetts to Winnipeg in March is currently the most expensive (average of C$ 235). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Winnipeg ranges from 20.0 - 80.0 mm per month. June is typically the wettest month, when rainfall can reach 80.0 mm. January is typically the driest time to visit Winnipeg when rainfall is around 20.0 mm.

Temperature in Winnipeg by month

Plan your trip to Winnipeg by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Winnipeg, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 20.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -16.0 C).

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 4 February 2025.
To help decide which airline to fly from Massachusetts to Winnipeg, see what other customers have to say about Delta, United Airlines and WestJet. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,408 reviews
Check prices

Comfort

8.0

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,408 reviews
Delta
8.0
Very good
8,408 reviews
Check prices

Comfort

8.0

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
8,887 reviews
Delta
8.0
Very good
8,408 reviews
Check prices

Comfort

8.0

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet
7.2
Good
2,814 reviews
Delta
8.0
Very good
8,408 reviews
Check prices

Comfort

8.0

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Air Canada
7.0
Good
8,667 reviews
Delta
8.0
Very good
8,408 reviews
Check prices

Comfort

8.0

Food

7.3

Overall

8.0

Boarding

8.2

Entertainment

7.9

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as C$ 217. Users have also found prices from C$ 408 and C$ 792 on Air Canada and United Airlines, respectively.

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

    Most travellers choose Boston Logan Intl - Winnipeg, Albany Intl - Winnipeg or Hartford Bradley Intl - Winnipeg when deciding on the best route from Massachusetts to Winnipeg.

  • 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.

  • What is the cheapest month to book a flight from Massachusetts to Winnipeg?

    Currently, January is the cheapest month in which you can book a flight from Massachusetts to Winnipeg (average of C$ 124). Flying from Massachusetts to Winnipeg in March is currently the most expensive (average of C$ 235). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Travelling to a place near Massachusetts?

Book flights to Massachusetts if you plan to visit one of these locations
Portage la Prairie

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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 629,999 searches. Data last updated 4 February 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 604AverageC$ 724FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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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