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Cheap flights from Winnipeg to Massachusetts from C$ 179

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 17/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — BOS
29 Apr — 6 May1
1 adult

Cheap flight deals from Winnipeg to Massachusetts

Keep the following information in mind while searching for Winnipeg to Massachusetts flight deals. Data was last updated 24 April 2025.

Round-trip from

C$ 324

One-way from

C$ 179

Popular in

December

Cheapest in

October

Average price

C$ 490
United Airlines
  • United Airlines
  • 7/6-14/6
  • 3 total stops
  • 25h 33m total
  • Winnipeg to Massachusetts
Search Deals
Air Canada
  • Air Canada
  • 17/5
  • 1 total stop
  • 5h 28m total
  • Winnipeg to Massachusetts
Search Deals
Highest demand for flights based on searches. 20% potential increase in price (C$ 205 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 38 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Winnipeg to Massachusetts

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 24 April 2025.

Sat 7/64:25 p.m.YWG - BOS
1 stop12h 36mUnited Airlines
Sat 14/66:05 a.m.BOS - YWG
2 stops12h 57mUnited Airlines
Deal found 23/4C$ 324
Thu 3/78:35 a.m.YWG - BOS
1 stop9h 37mDelta
Sat 23/87:10 a.m.BOS - YWG
1 stop10h 41mDelta
Deal found 22/4C$ 334
Sat 7/611:45 a.m.YWG - BOS
2 stops20h 24mMultiple Airlines
Sat 14/68:14 p.m.BOS - YWG
3 stops29h 17mMultiple Airlines
Deal found 23/4C$ 564
Fri 16/511:25 a.m.YWG - BOS
1 stop5h 43mPorter Airlines
Mon 19/58:45 a.m.BOS - YWG
2 stops10h 15mPorter Airlines
Deal found 23/4C$ 625
Thu 10/75:00 a.m.YWG - BOS
2 stops12h 00mAir Canada
Wed 6/85:50 a.m.BOS - YWG
2 stops11h 23mAir Canada
Deal found 23/4C$ 666

Cheapflights Fare Finder

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 629,999 searches. Data last updated 24 April 2025.
Use the filters below to find and compare flights from Winnipeg to Massachusetts that are best for you.

Fly from

Winnipeg

Fly to

Massachusetts

Route

Depart

Return

Price

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 7/6

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

1 stop12h 36m

Boston Logan Intl

Sat 14/6

6:05 a.m.-6:02 p.m.

2 stops12h 57m

C$ 324

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 3/7

8:35 a.m.-7:12 p.m.

1 stop9h 37m

Boston Logan Intl

Sat 23/8

6:00 a.m.-4:51 p.m.

2 stops11h 51m

C$ 334

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 7/6

11:45 a.m.-9:09 a.m.

2 stops20h 24m

Boston Logan Intl

Sat 14/6

8:14 p.m.-12:31 a.m.

3 stops29h 17m

C$ 564

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 16/5

11:25 a.m.-6:08 p.m.

1 stop5h 43m

Boston Logan Intl

Mon 19/5

8:45 a.m.-6:00 p.m.

2 stops10h 15m

C$ 625

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 10/7

5:00 a.m.-6:00 p.m.

2 stops12h 00m

Boston Logan Intl

Wed 6/8

5:50 a.m.-4:13 p.m.

2 stops11h 23m

C$ 666

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 17/5

5:00 a.m.-11:28 a.m.

1 stop5h 28m

C$ 179

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 17/5

2:20 p.m.-11:59 p.m.

2 stops8h 39m

C$ 195

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 30/8

12:40 p.m.-1:06 a.m.

2 stops11h 26m

C$ 205

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 17/5

8:30 a.m.-7:03 a.m.

3 stops21h 33m

C$ 280

Flights are sorted by cheapest round-trip flights first.

Deals found on 23/4

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.
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

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

Currently, January is the cheapest month in which you can book a flight from Winnipeg to Massachusetts (average of C$ 298). Flying from Winnipeg to Massachusetts in April is currently the most expensive (average of C$ 350). 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.

What is the cheapest time of day to fly from YWG to MA?

Find hourly flight availability from Winnipeg to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 24 April 2025.

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.

Rainfall in Massachusetts by month

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

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.

Temperature in Massachusetts by month

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

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).

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 24 April 2025.
Porter Airlines
8.0
Very good
284 reviews
Check prices

Entertainment

7.0

Comfort

8.1

Crew

8.8

Boarding

8.2

Food

7.6

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Porter Airlines
8.0
Very good
284 reviews
Porter Airlines
8.0
Very good
284 reviews
Check prices

Entertainment

7.0

Comfort

8.1

Crew

8.8

Boarding

8.2

Food

7.6

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Delta
8.0
Very good
7,920 reviews
Porter Airlines
8.0
Very good
284 reviews
Check prices

Entertainment

7.0

Comfort

8.1

Crew

8.8

Boarding

8.2

Food

7.6

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
United Airlines
7.4
Good
8,685 reviews
Porter Airlines
8.0
Very good
284 reviews
Check prices

Entertainment

7.0

Comfort

8.1

Crew

8.8

Boarding

8.2

Food

7.6

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you
Air Canada
7.0
Good
9,195 reviews
Porter Airlines
8.0
Very good
284 reviews
Check prices

Entertainment

7.0

Comfort

8.1

Crew

8.8

Boarding

8.2

Food

7.6

Overall

8.0

Reviews

1 / 18
10.0
Excellent

Anonymous,Apr 2025

MCO - YHZ

A good flight and the crew was very nice. Thank you

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?

    Located just 7.3 km from the city centre, Winnipeg (YWG) is the airport most travellers will use when flying to Massachusetts from Winnipeg.

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

    C$ 179 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from C$ 195 and C$ 205, respectively.

  • 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, January is the cheapest month in which you can book a flight from Winnipeg to Massachusetts (average of C$ 298). Flying from Winnipeg to Massachusetts in April is currently the most expensive (average of C$ 350). 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

Discover the top 3 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 629,999 searches. Data last updated 24 April 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 329AverageC$ 521FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Air CanadaCheapestC$ 344AverageC$ 546FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 368AverageC$ 499FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

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

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

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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.

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