How long is the flight from Winnipeg to Massachusetts?

There are many flights that can get you from Winnipeg to Massachusetts in 5h 40m. Fly via Delta or Porter Airlines to get the fastest option. The distance between Winnipeg and Massachusetts is about 2173 km. This flight may include one or multiple stops.

In terms of precipitation, rainfall in Massachusetts ranges from 78.0 - 101.0 mm per month. March is typically the wettest month, when rainfall can reach 101.0 mm. July is typically the driest time to visit Massachusetts when rainfall is around 78.0 mm.

If weather is an important factor for your trip to Massachusetts, 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 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -1.0 C).

What are the most popular routes from Winnipeg to Massachusetts?

The most popular flight routes from Winnipeg to Massachusetts are Winnipeg - Boston Logan Intl, Winnipeg - Albany Intl and Winnipeg - Provincetown.

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: Air Canada, Porter Airlines or United Airlines.

What is the cheapest time of day to fly from YWG to 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.

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 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.

C$ 232+ Cheap Flights from Winnipeg to Massachusetts

Cheap flight deals from Winnipeg to Massachusetts

Enter your travel dates to find the best prices.

Cheapest

Best

Last-minute

One-way

Cheapest flights from Winnipeg to Massachusetts
Explore the most affordable flight options available from Winnipeg to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 6 October 2026.

Mon 2/115:40 p.m. -

1 stop5h 40m

Sun 8/115:50 a.m. -

1 stop7h 58m

Deal found 2/10C$ 388

Mon 19/103:20 p.m. -

1 stop6h 20m

Thu 22/106:00 a.m. -

1 stop6h 12m

Deal found 5/10C$ 431

Thu 19/116:35 a.m. -

1 stop9h 09m

Fri 27/1111:40 a.m. -

1 stop11h 46m

Deal found 6/10C$ 434

Mon 23/1111:35 a.m. -

2 stops9h 00m

Thu 26/118:00 a.m. -

2 stops11h 06m

Deal found 5/10C$ 489

Tue 24/1111:40 a.m. -

2 stops8h 52m

Sun 29/118:00 a.m. -

2 stops11h 10m

Deal found 2/10C$ 491

Wed 25/116:35 a.m. -

1 stop9h 09m

Thu 3/125:35 a.m. -

1 stop8h 29m

Deal found 4/10C$ 501

Wed 4/115:40 p.m. -

1 stop5h 40m

Sun 8/115:50 a.m. -

1 stop7h 58m

Deal found 3/10C$ 502

Tue 24/1111:40 a.m. -

2 stops8h 52m

Sat 28/118:00 a.m. -

2 stops11h 10m

Deal found 3/10C$ 505

Wed 25/1111:40 a.m. -

2 stops8h 52m

Thu 3/121:15 p.m. -

1 stop5h 55m

Deal found 4/10C$ 506

Wed 21/103:20 p.m. -

1 stop6h 20m

Thu 22/1012:45 p.m. -

1 stop6h 27m

Deal found 5/10C$ 513

Wed 4/1111:40 a.m. -

2 stops8h 52m

Sun 8/118:00 a.m. -

2 stops11h 10m

Deal found 3/10C$ 522

Find flight deals from Winnipeg to Massachusetts

Round-trip from	C$ 388
One-way from	C$ 232
Popular in	April
Cheapest in	August
Average price	C$ 702

Delta
2/11-8/11
2 total stops
13h 38m total
Winnipeg to Massachusetts

Search Deals

Delta
14/12-31/12
1 total stop
5h 23m total
Winnipeg to Massachusetts

Search Deals

Highest demand for flights based on searches. 18% potential increase in price (C$ 247 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 6% potential price decrease (C$ 69 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in October 2026

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from Winnipeg to Massachusetts that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Mon 14/12

5:24 p.m.-10:47 p.m.

1 stop5h 23m

Boston Logan Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 232

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Sat 21/11

1:45 p.m.-10:44 p.m.

1 stop8h 59m

Boston Logan Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 255

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Sat 24/10

2:05 p.m.-10:40 p.m.

1 stop7h 35m

Boston Logan Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 285

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Fri 4/12

6:25 a.m.-4:01 p.m.

1 stop9h 36m

Boston Logan Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 289

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Mon 14/12

11:40 a.m.-8:32 p.m.

2 stops8h 52m

Boston Logan Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 299

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Fri 4/12

10:40 a.m.-8:32 p.m.

2 stops9h 52m

Boston Logan Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 317

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Sat 21/11

11:00 a.m.-3:43 p.m.

2 stops28h 43m

Boston Logan Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 368

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Mon 2/11

5:40 p.m.-11:20 p.m.

1 stop5h 40m

Boston Logan Intl

Sun 8/11

5:50 a.m.-1:48 p.m.

1 stop7h 58m

C$ 388

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Mon 14/12

5:55 p.m.-3:42 p.m.

3 stops21h 47m

Boston Logan Intl

Wed 31/12

12:00 a.m.-11:00 p.m.

Nonstop0h 00m

C$ 496

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Wed 25/11

6:35 a.m.-3:44 p.m.

1 stop9h 09m

Boston Logan Intl

Thu 3/12

5:35 a.m.-2:04 p.m.

1 stop8h 29m

C$ 501

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 19 resultsSorted by cheapest first

Best time to book a flight from Winnipeg to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Winnipeg with our price prediction graph.

YWG-BOS

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.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Massachusetts

YWG-USMA

YWG-BOS

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

Currently, August is the cheapest month in which you can book a flight from Winnipeg to Massachusetts (average of C$ 496). Flying from Winnipeg to Massachusetts in April is currently the most expensive (average of C$ 1,305). 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.

How much does it cost to fly round-trip from Winnipeg to Massachusetts?

Airfare is below average for this route at the moment.

Winnipeg to Massachusetts flights typically cost between C$ 596 and C$ 915 in November.
The cheapest round-trip price found within the last 5 days was C$ 388 on Delta (2 Nov-8 Nov).

Reviews of airlines servicing Massachusetts

Read through reviews of airlines operating flights from Winnipeg to Massachusetts, such as Porter Airlines,United Airlines, andAir Canada. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Porter Airlines

8.0

Very good

467 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

D,Sep 2026

YHM - YVR

The flight including check-in, checked baggage, boarding, flight and timing were great. My checked bag was delayed two days which was concerning. They did deliver it to my door though which was great.

Porter Airlines

8.0

Very good

467 reviews

Porter Airlines

8.0

Very good

467 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

D,Sep 2026

YHM - YVR

United Airlines

7.4

Good

10,289 reviews

Porter Airlines

8.0

Very good

467 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

D,Sep 2026

YHM - YVR

Air Canada

7.1

Good

11,729 reviews

Porter Airlines

8.0

Very good

467 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

D,Sep 2026

YHM - YVR

Related info for your journey

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.
How long is the flight from Winnipeg to Massachusetts?
There are many flights that can get you from Winnipeg to Massachusetts in 5h 40m. Fly via Delta or Porter Airlines to get the fastest option. The distance between Winnipeg and Massachusetts is about 2173 km. This flight may include one or multiple stops.
What are the most popular routes from Winnipeg to Massachusetts?
The most popular flight routes from Winnipeg to Massachusetts are Winnipeg - Boston Logan Intl, Winnipeg - Albany Intl and Winnipeg - Provincetown.
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.
What is the cheapest month to book a flight from Winnipeg to Massachusetts?
Currently, August is the cheapest month in which you can book a flight from Winnipeg to Massachusetts (average of C$ 496). Flying from Winnipeg to Massachusetts in April is currently the most expensive (average of C$ 1,305). 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.

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Top 3 airlines flying from Winnipeg to Massachusetts

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	CheapestC$ 166	AverageC$ 595	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Porter Airlines	CheapestC$ 334	AverageC$ 482	FlexibilityNo cancel fee	On-time52%	Search Porter Airlines flights
Air Canada	CheapestC$ 406	AverageC$ 674	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights

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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?

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Cheap flights from Winnipeg to Massachusetts from C$ 232

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 14/12. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Winnipeg to Massachusetts

Cheapest flights from Winnipeg to MassachusettsExplore the most affordable flight options available from Winnipeg to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 6 October 2026.

Explore the most affordable flight options available from Winnipeg to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 6 October 2026.

Best flights from Winnipeg to MassachusettsDiscover carefully curated flight deals from Winnipeg to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 6 October 2026.

Discover carefully curated flight deals from Winnipeg to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 6 October 2026.

Last-minute flights from Winnipeg to MassachusettsDiscover last-minute flight deals from Winnipeg to Massachusetts. Data last updated 6 October 2026 and is based on user searches.

Discover last-minute flight deals from Winnipeg to Massachusetts. Data last updated 6 October 2026 and is based on user searches.

One-way flights from Winnipeg to MassachusettsSearch for one-way flight options from Winnipeg to Massachusetts. Find affordable one-way fares based on user searches. Data last updated 6 October 2026.

Search for one-way flight options from Winnipeg to Massachusetts. Find affordable one-way fares based on user searches. Data last updated 6 October 2026.

Find flight deals from Winnipeg to Massachusetts

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One-way from

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Use the filters below to find and compare flights from Winnipeg to Massachusetts that are best for you.

Best time to book a flight from Winnipeg to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Winnipeg with our price prediction graph.

Cheapflights Insights

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

How much does it cost to fly round-trip from Winnipeg to Massachusetts?

Airfare is below average for this route at the moment.

Winnipeg to Massachusetts flights typically cost between C$ 596 and C$ 915 in November.The cheapest round-trip price found within the last 5 days was C$ 388 on Delta (2 Nov-8 Nov).

Reviews of airlines servicing Massachusetts

Read through reviews of airlines operating flights from Winnipeg to Massachusetts, such as Porter Airlines,United Airlines, andAir Canada. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

What airport do you fly from for flights from Winnipeg to Massachusetts?

How long is the flight from Winnipeg to Massachusetts?

What are the most popular routes from Winnipeg to Massachusetts?

Can I find deals for flights from Winnipeg to Massachusetts that include hotel bookings?

How can I find direct flights from Winnipeg to Massachusetts?

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

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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Winnipeg to Massachusetts

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Complete your trip

Complete your trip to Massachusetts by adding a car rental and/or hotel reservation to your travel itinerary.

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Search flights from Winnipeg to Massachusetts by cabin class

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Winnipeg and Massachusetts flights

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Top 3 airlines flying from Winnipeg to Massachusetts

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

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

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

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Cheapest flights from Winnipeg to Massachusetts
Explore the most affordable flight options available from Winnipeg to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 6 October 2026.

Best flights from Winnipeg to Massachusetts
Discover carefully curated flight deals from Winnipeg to Massachusetts that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 6 October 2026.

Last-minute flights from Winnipeg to Massachusetts
Discover last-minute flight deals from Winnipeg to Massachusetts. Data last updated 6 October 2026 and is based on user searches.

One-way flights from Winnipeg to Massachusetts
Search for one-way flight options from Winnipeg to Massachusetts. Find affordable one-way fares based on user searches. Data last updated 6 October 2026.

Winnipeg to Massachusetts flights typically cost between C$ 596 and C$ 915 in November.
The cheapest round-trip price found within the last 5 days was C$ 388 on Delta (2 Nov-8 Nov).